The Best Wedding Venues in Woolford, MD

The Best Wedding Venues in Woolford, MD

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66 Wedding Venues in Woolford, MD

200-250 guests
Quick responder
Running Hare Vineyard 
Rating: 5.0 (4 reviews)
  • Up to 250 guests
  • Select services
  • Indoor & outdoor
  • Starts at $3,000
  • Offer

Located in the rolling hills of Prince Frederick, Running Hare Vineyard is a hidden gem that blends the elegance of the Italian countryside with the warmth of Napa Valley. Just a short drive from D.C. and Annapolis, our estate offers a breathtaking escape where "canal life" meets world-class viticulture. With lush vineyards, a stunning Tuscan-style villa, and a relaxed, soulful atmosphere, we provide an unforgettable backdrop for couples seeking a destination-style wedding without leaving the East Coast. Your guests will feel as if they've traveled straight to Tuscany as they enjoy this southern Maryland vineyard and all of the charms it has to offer. At Running Hare, we believe your wedding should be as unique as your love story. Our venue is designed for seamless flow and natural beauty. Whether you're dreaming of an intimate gathering or a vibrant full-estate buyout, our team is dedicated to creating a sophisticated experience.

Why you'll love this venue

  • Picturesque garden backdrop
  • Allows pets
  • Wheelchair accessible

Venue considerations

  • Not for you if you are looking for something nontraditional
  • Couple must handle cleanup and setup
  • Lighting and sound are not included
“Words can’t express how beautiful my wedding was. Running Hare was absolutely amazing! The service was incredible, the ambiance was remarkable, and my guests were pleased. We hosted almost 200 guests so it was a lot going on. However, the day of coordinators, bartenders and supporting staff handled everything with elegance and grace. We sincerely thank them. And, would definitely recommend them!”
Ebonni H., 6 months ago
Quick responder
Anchor Inn 
Rating: 5.0 (3 reviews)
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor

The Anchor Inn is a private waterfront wedding venue in Pasadena, Md. With only one wedding on the property at a time, Anchor Inn is the perfect intimate reception and ceremony site for your wedding. Steps away from the Chesapeake Bay, this venue sets the ambiance for a perfect day with friends and family. With a beautiful pier and covered ceremony options, you and your guests will be surrounded by the beauty of the Chesapeake Bay for your entire event. You'll also get stunning views of the Bay Bridge as well! If you’d like a free visit and consultation, please contact us today!

Why you'll love this venue

  • Designed for grand celebrations
  • Pets can join the celebration
  • Provides catering services

Venue considerations

  • Not wheelchair accessible
  • Large venue, not ideal for small guest lists
  • On-site parking not available
“The team at Anchor Inn was quick, easy, and friendly to work with throughout the planning process. The quality of their work was absolutely beautiful, stunning, and elegant. The food they served was amazing, and their day-of coordinator was everything we could have asked for. We couldn't be happier with how our special day turned out at Anchor Inn. They truly helped make our wedding day perfect in every way.”
Carolynn M., 2 years ago
Quick responder
Celebrations at the Bay 
Rating: 4.9 (12 reviews)
  • Up to 400 guests
  • All-inclusive
  • Indoor & outdoor

Our waterfront wedding venue lets the Chesapeake Bay provide a beautiful and elegant backdrop to your special day. Our goal is to exceed your expectations right down to the smallest detail because your wedding deserves no less. Our 30 years of experience planning all-inclusive weddings means that your journey can be stress-free. From relaxing in your bridal suite to photos on the waterfront, to dancing the night away – your day will be perfect! Consistent quality and diverse variety is the hallmark of our wedding catering service. Whether looking for an elegant multi-course dinner, or lighter afternoon fare, our extensive selection ensures you’ll find the perfect menu to compliment your event.

Why you'll love this venue

  • Offers full-service amenities
  • Has a dance floor to dance the night away
  • Space for a large guest list

Venue considerations

  • Not for you if you are looking for something nontraditional
  • No free parking
  • No on-site guest accommodations
Awarded Best of Zola
“Celebrations was an incredible venue for ur wedding. From the beginning working with Mindy was great with her communication and providing options for us within our budget. Zoe was great during the actual process to ensure we stayed on track and helping our vision come to life. Alma was amazing coordinating our wedding the day of. She was able to communicate effectively with both families and ensure the venue looked perfect and how we had envisioned it. The staff also was great and took great care of us during our event. The venue itself was beautiful!”
Mr. & M., 2 years ago
Quick responder
The Wylder Hotel 
Rating: 5.0 (4 reviews)
Tilghman, MD
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor

We are a place where you can express your unique vision and bring your wedding dreams to life. There are a few different ways to celebrate your wedding weekend here at Wylder. Depending on headcount and date availability. From intimate waterfront escapes to extravagant weekend-long festivities, we have the perfect package for you! We have over 9 acres of lush grounds, 50 hotel rooms, 1100 feet of private waterfront & over 4,000 sq. feet of indoor & outdoor waterfront flexible event space for you to plan the custom wedding of your dreams! * Hotel rooms are booked by your guests *

Why you'll love this venue

  • Promotes a party atmosphere
  • All-inclusive venue packages
  • Pets can join the celebration

Venue considerations

  • No on-site bridal suite
  • Not wheelchair accessible
  • Lighting and sound are not included
“I don't have enough good things to say about KD and the Team at Wylder Hotel Tilghman Island! Everything from our first visit to The Wylder, to the morning after our wedding and beyond was amazing! My husbands family has owned a home just outside of Tilghman Island for years, it was my dream to get married in the area and The Wylder was the perfect place! We visited every time we came to St. Michaels and each time I found something more to love about The Wylder! The venue is a perfect space to have all of your favorite people together for your entire wedding weekend and the location is stunning! All of our guests were raving about how gorgeous The Wylder was and how much fun our entire wedding weekend was because of all that The Wylder has to offer! We got married on November 1st, which meant out welcome party fell on Halloween! The kids from our wedding were able to trick or treat with our family and friends at the bungalows and the groom and his friends were able to spend the morning enjoying Splash City Golf, which was a HUGE HIT! As a bride, KD was a DREAM to work with! She answered every email and phone calls so quickly and was so patient with all of my questions and last minute needs!! She made absolutely everything run so smoothly for us!! On our wedding day she made sure everything I needed was done! We truly cannot recommend The Wylder enough!”
Alyssa M., a year ago
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Breckenridge Barn 
Rating: 5.0 (2 reviews)
Vienna, MD
  • Up to 250 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $5,000

Rooted in the natural beauty of Maryland's Eastern Shore, our venue pairs the charm of a barn setting with a polished, timeless aesthetic. From it's open air views, refined architectural details, light filled spaces, and effortless elegance - it's a space that lets your celebration shine.

Why you'll love this venue

  • Offers full-service amenities
  • Wheelchair accessible
  • Offers full flexibility in setup and decor

Venue considerations

  • Not for you if you prefer a more modern aesthetic
  • No in-house lighting and sound packages available
  • No all-inclusive dining options
“I can't say enough good things about my experience having my wedding at Breckenridge Barn. I knew from the first minute I toured the venue that it was the place I wanted to get married. The staff was so laid back, friendly and accommodating. The venue itself was stunning and my wedding day could not have been more perfect.”
Lindsey O., 6 months ago
Quick responder
Herrington on the Bay 
Rating: 5.0 (3 reviews)
North Beach, MD
  • Up to 250 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $40,000

For over 30 years, Herrington on the Bay has transformed waterfront dreams into unforgettable wedding realities. We know you'll be captivated by our panoramic Chesapeake Bay views and our delectable, locally-sourced menus. But what truly sets us apart is the unparalleled service we deliver. When you choose Herrington's full-service wedding package, we take care of everything: the venue, planning and coordination, exquisite food and beverage service, attentive staff, and stunning on-site amenities. We'll also collaborate with you to craft a customized menu featuring sustainable ingredients from our trusted partner farms. Let Herrington on the Bay orchestrate your luxurious waterfront wedding, a celebration as exquisite and unforgettable as your love story.

Why you'll love this venue

  • Provides catering services
  • Multiple event spaces
  • Offers convenient lodging options

Venue considerations

  • Limited cleanup and setup services
  • Not for you if you are looking for something nontraditional
  • Not wheelchair accessible
“Herrington on the Bay has everything you need for your special day! Amazing views, food, private space, options, AND the most accommodating and gracious team! I toured several other venues and there was no denying we would not have received the same service or experience anywhere else! From the moment you walk in, Herrington on the Bay changes the wedding game process and experience!”
Michelle Y., a year ago
The Barn at Ivy Neck 
Rating: 5.0 (1 review)
Harwood, MD
  • Up to 200 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $3,000

The Barn at Ivy Neck is nestled on 14 generations of family-owned farmland, right on the edge of the Chesapeake Bay. Surrounded by beautiful lavender fields and a breathtaking heart-shaped arch, The Barn at Ivy Neck is the perfect place to gather, celebrate, and grow.

Why you'll love this venue

  • Has a dance floor to dance the night away
  • Offers full flexibility in setup and decor
  • Has a warm and cozy vibe

Venue considerations

  • Not for you if you're looking for a sleek and contemporary space
  • Couple must handle cleanup and setup
  • No in-house lighting and sound packages available
“I do not think there is enough words to express our gratitude for Brice & Amy throughout our wedding era. As a type B, but easily overwhelmed bride, Amy was always so sweet, accommodating, quick & responsive with any & every question I sent her. Brice was beyond helpful with assisting & making sure our day ran smooth & beautifully. I will never have enough words to thank them for making our wedding day the most magical day. The venue itself is absolutely stunning, the lavender field, the homemade arch, the beautiful barn made for such an amazing backdrop for our amazing day. The barn had everything we could have needed & more. Space, bathrooms, bridal suite, storage room, bar & more. 5 stars is not a big enough rating for such an amazing place. Thank you to Brice & Amy & the beautiful Barn At Ivy Neck for making our happily ever after so unforgettable.”
Aspen H., 14 days ago
Quick responder
The River House at Queenstown Harbor 
Rating: 5.0 (3 reviews)
Queenstown, MD
  • Up to 200 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $36,000

Celebrate your special day at the River House at Queenstown Harbor, a picturesque waterfront wedding venue with stunning views and personalized service. Craft unforgettable memories with customized wedding packages to bring your vision to life.

Why you'll love this venue

  • Offers convenient lodging options
  • All-inclusive venue packages
  • Flexible event spaces

Venue considerations

  • Does not allow pets
  • No in-house lighting and sound packages available
“The River House at Queenstown Harbor was the perfect venue for our wedding. The staff was incredibly helpful, organized, and pleasant to work with. They guided us through the entire planning process with ease once Katie came along, she was a great coordinator and resource for all the planning. On the day of our wedding, the venue itself was absolutely beautiful - the panoramic views of the water and the spacious bungalows and cottages gave our guests the opportunity to make a weekend out of the celebration, rather than just a 5-hour event. The golf, practical layout and amenities of the property made the whole experience seamless and stress-free. We are so grateful to the team at The River House for helping to make our special day truly unforgettable.”
Danielle, 8 months ago
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Chesapeake Bay Foundation 
Rating: 5.0 (2 reviews)
Annapolis, MD
  • Up to 200 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $6,500

Celebrate your love at Chesapeake Bay Foundation surrounded by beautiful nature, both indoors and outdoors. Experience the peacefulness of the Bay while enjoying modern amenities. We understand the allure of celebrating love in the stunning outdoors while ensuring that you and your guests are content. Our spacious deck, is elegantly tented to guarantee the comfort of you and your guests, rain or shine. After your beach ceremony, your event moves seamlessly into a climate-controlled dining room connected to the outdoor deck. Here, guests can enjoy the comfort of the indoors while still being surrounded by the breathtaking waterfront views. Our unique wedding venue combines the best of both worlds, giving you an unforgettable celebration in a captivating setting.

Why you'll love this venue

  • Both indoor and outdoor options
  • Classic elegance
  • Raw space for complete customization

Venue considerations

  • No on-site guest accommodations
  • Additional event staff required
  • Limited cleanup and setup services
“While there were many aspects of our wedding day that we will love and be thankful for, when people ask us what was our favorite part of the day, we instantly knew that it was simply "just having our wedding at the Chesapeake Bay Foundation." We only looked at CBF as the venue for our wedding because after seeing it, we knew it checked all the boxes and that we didn't need to look anywhere else! The venue is perfect for a couple that wants an intimate location that also highlights the beauty of nature. We loved that CBF allowed our guests the opportunity to either dance away on the deck or wander on the sand and dip their toes in the Bay. It brought us a lot of joy that before the wedding we saw our younger guests playing with a football while they waiting for the ceremony to begin and then later in the night playing yard games! We also learned that being at CBF was the first time one of our wedding guests had seen a large body of water before- so the day was magical for so many reasons thanks to CBF!”
Riley F., 2 months ago
Quick responder
Kent Island Resort 
Rating: 4.3 (4 reviews)
Stevensville, MD
  • Up to 275 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $6,000

Kent Island Resort is a waterfront wedding venue on Maryland’s Eastern Shore. Set on 220 private acres with nearly two miles of Chesapeake Bay shoreline, the historic estate offers a scenic destination for ceremonies, receptions and full wedding weekends. Tailored wedding packages, three elegant venues including the elegant Garden House, waterfront Pavilion, and rustic Farmstead, on-site accommodations in the historic manor inn, chef-led dining and thoughtfully curated experiences allow guests to settle in and celebrate beyond the wedding day from the welcome party through farewell brunch. Conveniently located near Annapolis, Baltimore and Washington, D.C., Kent Island Resort combines waterfront beauty, rich history and soulful hospitality in one unforgettable Maryland wedding destination.

Why you'll love this venue

  • Allows pets
  • Historic touches
  • All-inclusive venue packages

Venue considerations

  • Large venue, not ideal for small guest lists
  • Dance floor not included
  • On-site parking not available
“From start to finish, the team at Kent Island Resort was incredibly responsive and organized, ensuring our wedding day went smoothly. Mackenzie was there to answer any questions we had throughout the entire process, and we felt heard and understood when it came to bringing our vision to life. The simple elegance and beauty of the venue were exactly what we were looking for, and the Kent Island Resort team executed it perfectly!! We could not have asked for anything more from this wonderful team - our wedding day was truly magical thanks to their hard work and attention to detail.”
Carlie D., 2 years ago
Chesapeake Bay Beach Club 
Rating: 4.8 (12 reviews)
Stevensville, MD
  • Up to 310 guests
  • All-inclusive
  • Indoor & outdoor

If you’re visiting this page, chances are you’re planning the most important day of your life! First off, please accept a resounding congratulations from the entire team at Chesapeake Bay Beach Club. For over two decades, we’ve been journeying alongside couples and their families as they plan for this joyous occasion, and we’d be bluffing if we said it wasn’t our absolute favorite thing in the world! A stunning, coastal Maryland backdrop ideal for your dream wedding, we cordially invite you to plan your very special day with us at Chesapeake Bay Beach Club! With four fantastic venue options to choose from (each of which brings its own unique distinction), the custom-curated, Chesapeake Bay wedding of your dreams is within reach like never before! Select from our array of remarkable spaces as you plan not only your wedding ceremony, but also your splendid rehearsal dinner, celebratory reception, cheery bridal luncheon, and more!

Why you'll love this venue

  • Provides event staff
  • Has a dance floor for celebration
  • Multiple event spaces

Venue considerations

  • No in-house lighting and sound packages available
  • Not for you if you are drawn to more unconventional venues
  • Not wheelchair accessible
Awarded Best of Zola
“We got married at Chesapeake Bay Beach Club on May 17, 2025, and had the most stellar experience we could have hoped for. From the very beginning, we were blown away. We attended one of their Saturday open houses for our initial tour and were immediately impressed - not just by the stunning waterfront venue and all the flexible, thoughtfully designed event spaces, but also by how knowledgeable, professional, and confident the entire team was. We left that tour knowing we’d be in the best hands and we were absolutely right. Every step of the planning process was seamless - from the delicious food and drink tasting, to room blocks at their on-site inn, to spa services, to vendor coordination and final timeline planning. Everything was organized, stress-free, and incredibly well executed. Samantha, our coordinator, was truly a rockstar. She answered every one of my many (many!) questions with patience and clarity, and always helped ease any nerves I had in the weeks leading up to our wedding day. Her responsiveness and calm presence made all the difference. The wedding day went absolutely flawlessly. Everything ran like clockwork. I didn’t have to worry about a single thing—every vendor knew where to go and when to be there, and all the details we’d planned came together perfectly. I truly got to just show up and have the best day of my life. The team at CBBC knows what they’re doing, and I cannot recommend them highly enough. If you're looking for a venue that combines stunning views with expert-level coordination and service, look no further.”
Alexis W., a year ago
Whitehall Annapolis Private, Historic & Elegant 
Rating: 5.0 (3 reviews)
Annapolis, MD
  • Up to 400 guests
  • Raw space
  • Outdoor
  • Starts at $19,750

With over 115 acres of land just 15 minutes from downtown Annapolis, the property is set on a mile and a half of Chesapeake Bay shoreline. The beautifully and lovingly restored National Historic Landmark offers an unparalleled backdrop for your one-of-a- kind wedding or private celebration.

Why you'll love this venue

  • Accommodates more than 200 guests
  • Has a chic vibe
  • Venue is completely outdoors

Venue considerations

  • No on-premises lodging options
  • Additional event staff required
  • Dance floor not included
“Whitehall is absolutely stunning! The waterfront views are matchless and the location of it being right near downtown Annapolis is so convenient! I would highly recommend this venue to anyone looking for that beautiful, coastal or garden wedding.”
Cori, 2 years ago
Quick responder
Doubletree by Hilton Annapolis 
Rating: 5.0 (2 reviews)
Annapolis, MD
  • Up to 300 guests
  • All-inclusive
  • Indoor
  • Starts at $3,000

DoubleTree by Hilton Hotel Annapolis is a premier hotel located in Annapolis, Maryland. The stylish hotel features all the modern furnishings, decor, and amenities needed to plan and host the most wonderful wedding celebration. From ceremonies, receptions, engagement parties, and more, the hotel provides a range of event spaces that can be transformed to create the wedding couples have always envisioned. Couples have the choice of two stunning and elegant ballrooms both including spacious pre-function areas to choose from. The large Coastal Ballroom and the Mainsail Ballroom are both open-plan event spaces can be configured in a variety of ways and styled to best suit each couple’s preferred design and atmosphere. The Coastal Ballroom can accommodate 120 guests and up to 300 guests in the Mainsail Ballroom.

Why you'll love this venue

  • Wheelchair accessible
  • Multiple event spaces
  • Has a fun and festive vibe

Venue considerations

  • Venue feels large for events with small guest lists
  • No built-in audiovisual options
“First, I want to extend another thank you to you, Allison, the event staff, catering staff, front desk staff and everyone else who helped make our event memorable. No ask was too big or too small, and during the event, everyone was gracious and willing to assist and suggest last minute changes. We especially wanted to thank Nelson and his team and Rae, our bartender!”
Connie, a year ago
Kylan Barn 
Rating: 3.5 (2 reviews)
Delmar, MD
  • Up to 250 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $4,500

Welcome to Kylan Barn, where we’re dedicated to making your dreams a reality, not just for you but your guests as well. With us, you can expect a wedding experience that truly shines. Our elegant barn venue is tucked away amidst lush landscapes, just a short drive from local accommodations. Inside, you’ll find plenty of room for dancing under the stars, along with cozy spaces perfect for heartfelt conversations. Our experienced event team will work closely with you to ensure every detail is thoughtfully handled, from decor to catering. At Kylan Barn, we believe your wedding should be a reflection of your unique style and personality, and we’re here to bring that vision to life. Say "I do" at Kylan Barn, and let us create a day you and your guests will cherish forever.

Why you'll love this venue

  • Unique barn setting
  • Space for a large guest list
  • Offers full flexibility in setup and decor

Venue considerations

  • Additional event staff required
  • No on-site guest accommodations
  • Not for you if you prefer a more modern aesthetic
“I emailed the team at Kylan Barn for everything and within a couple of days someone would contact me back. The space is absolutely beautiful, and everyone keeps talking about how stunning our wedding and the venue were. They made sure everything was set up just how we communicated, there was always someone there on the day helping us with whatever we needed, and they were so kind throughout the process. Overall, I had the best wedding day ever and I'm so grateful we chose this place!”
Maya L., a year ago
The Country Club at Woodmore 
Rating: 3.0 (1 review)
Mitchellville, MD
  • Up to 250 guests
  • Indoor & outdoor
  • Starts at $4,250

Nestled within the serene embrace of Woodmore, our Country Club offers a timeless setting for your dream wedding. Our meticulously maintained 18-hole golf course provides a stunning backdrop, while our elegant clubhouse and outdoor spaces offer versatile options for ceremonies and receptions. Our expert event planners will work closely with you to curate a personalized experience, from exquisite menu creations to flawless event coordination. With our all-inclusive services, including premium bar options and a wide range of rental items, you can relax and enjoy your special day.

Why you'll love this venue

  • Space for a large guest list
  • Provides catering services
  • Flexible event spaces

Venue considerations

  • Dance floor not included
  • Not wheelchair accessible
  • No on-premises lodging options
Inn At Osprey Point 
Rating: 5.0 (1 review)
Rock Hall, MD
  • Up to 220 guests
  • Select services
  • Indoor & outdoor
  • Starts at $12,000

The Inn at Osprey Point is a sprawling estate in the charming village of Rock Hall, Maryland. This premier wedding venue and B&B is surrounded by 30 acres of lush landscapes and spectacular water views. It offers a variety of beautiful settings for any wedding day. The colonial-style inn caters to intimate celebrations while a one-of-a-kind waterfront tented reception will charm guests and loved ones. Whatever classic coastal vision couples have for their special day, the Inn at Osprey Point can make dream weddings come true. Please reach out for the full wedding package including food and bar choices that are available. With catering, bar, a full staff, and day-of coordination, your wedding is bound to be stress-free with Osprey Point!

Why you'll love this venue

  • Provides setup and cleanup
  • Multiple event spaces
  • Pets can join the celebration

Venue considerations

  • Does not have a dance floor
  • No built-in audiovisual options
  • Best for events with big guest lists
“We had our dream wedding at Osprey Point in June of this year. The event coordinator is so responsive and easy to work with. She truly made our day so perfect and special and we couldn't be more thankful for everyone's hard work at Osprey Point. Thank you!”
Kay W., 2 years ago
The Royal Ballroom 
Rating: 3.8 (4 reviews)
Bowie, MD
  • Up to 320 guests
  • Raw space
  • Indoor

At The Royal Ballroom, our mission is to implement and execute top-notch coordination for social gatherings, in addition to a picture-perfect backdrop filled with rich, timeless design adorned with character and historical beauty. Ideal for grand-scale events, The Royal Ballroom's 8,000 sq. ft. of Mediterranean appeal takes you back in time with its 26-ft. ceilings, exotic marble floor, and floor-to-ceiling windows that beautifully welcome natural light. Make a grand entrance from your own private staircase, leaving your guests in awe. It is sure to be an unforgettable affair. The Main Ballroom can accommodate up to 320 seated. Our Team will assist with you with all on-site rehearsal and ensure that all changes and modifications are made to ensure a worry-free day. Our experienced designated Event Planner referral will work your vision and provide any guidance during the design process.

Why you'll love this venue

  • Provides lighting and sound
  • Historic touches
  • Raw space for complete customization

Venue considerations

  • Best for events with big guest lists
  • No on-site bridal suite
  • Dance floor not included
“It is so beautiful, I love the place! Contract was smooth and simple. The only thing I dislike was in the contract it stated other payment methods but Iris (who works there) only mentioned cashiers check. Otherwise, it was so pretty”
Mary, 2 years ago
Brittingham Farms Lavender & Lambs 
Rating: 5.0 (2 reviews)
Millsboro, DE
  • Up to 300 guests
  • Select services
  • Outdoor & indoor
  • Starts at $6,000

Brittingham Farms, is a 4th generation owned (350 acre) working grain, sheep and lavender farm in S. Delaware. Our farm hosts weddings and events year round. Our 6,000sqft wedding venue has a fully draped ceiling and furniture for 150 guests. Wood farm tables, round tables, wood cross back chairs to match our historic beams inside the barn, white fold out ceremony chairs and 2 bars are all included in the current price of $7,000. We have a space for the bridal party to get ready on site, large venue covered porch, have multiple wedding sites to choose from such as the lavender field pavilion, a pond and a wooded alcove. We allow our couples to choose any vendors they wish and also allow them to access the venue from Tuesday on prior to their event for a more relaxed set up. Please hit the "Contact Us" Button on our website for more information or to book an in person tour. We would love to host your special event, please reach out to us directly today to plan your "Best Day Ever"!

Why you'll love this venue

  • Rustic-chic setting
  • Surrounded by beautiful vineyards
  • Has a relaxed and casual vibe

Venue considerations

  • Large venue, not ideal for small guest lists
  • Not for you if you prefer a more modern aesthetic
  • Does not allow pets
“Our wedding at Brittingham Farms Lavender & Lambs was everything we hoped for and more. From our first conversation, the owner made us feel heard and never pushed back on any of our ideas, she was flexible and genuinely understood what we wanted for our day. She went above and beyond to help us, bending over backwards on details both big and small, and honestly made us feel like we'd known her forever. The outdoor space is sprawling and gorgeous, with a wholesome charm that made our celebration feel special and intimate at the same time. We can't recommend this venue enough to other couples looking for a beautiful place with someone who truly cares about making your day perfect.”
Belle M., 4 months ago
Quick responder
River Farm | American Horticultural Society 
Rating: 5.0 (1 review)
Alexandria, VA
  • Up to 240 guests
  • Raw space
  • Outdoor & indoor

Step into a fairy tale setting at River Farm, where history and elegance intertwine on the banks of the Potomac. Just 10 minutes from the heart of Old Town Alexandria, this 27-acre historic estate, once owned by George Washington, offers an enchanting blend of natural beauty and timeless grace. Imagine exchanging vows surrounded by lush gardens, breathtaking river views, and the majestic manor house that has stood for centuries. Your wedding at River Farm includes full access to the gardens, grounds, and the grandeur of the manor, with a private bridal suite and restroom upstairs for your comfort and ease. Whether you’re envisioning an intimate ceremony by the river or a grand celebration on the estate’s sweeping lawns, River Farm offers a spectacular setting that makes your special day truly unforgettable.

Why you'll love this venue

  • Both indoor and outdoor options
  • Promotes a party atmosphere
  • Dressing room available

Venue considerations

  • No in-house lighting and sound packages available
  • Venue feels large for events with small guest lists
  • No on-site guest accommodations
“The venue was gorgeous! All of our guests were very impressed, not only by the picturesque surroundings but also the historical aspect. Have no regrets about having my wedding here! Some communication difficulties however and very strict guidelines due to the site being historical.”
Kristen W., 4 months ago
Cedar Knoll Restaurant 
Rating: 5.0 (1 review)
Alexandria, VA
  • Up to 300 guests
  • Select services
  • Outdoor & indoor
  • Starts at $15,000

Discover Cedar Knoll, a historic, waterfront gem perfect for your wedding celebration. Since 1970, we've crafted memorable events with stunning Potomac views, attentive service, and exquisite seasonal cuisine. Ideal for intimate ceremonies, rehearsal dinners, and bridal showers, our unique spaces offer timeless elegance. Let our dedicated team customize every detail to bring your dream wedding event to life, creating a truly extraordinary experience on the banks of the Potomac.

Why you'll love this venue

  • Pets can join the celebration
  • Provides lighting and sound
  • Historic touches

Venue considerations

  • Large venue, not ideal for small guest lists
  • No on-site bridal suite
  • No free parking
“What a unique and charming venue! My couple celebrated a winter wedding here, and it could not have been a cozier space for their celebration, full of candle light and a romantic fireplace. The front lawn was perfect for dreamy winter portraits, the staff are incredibly friendly, and the entire evening was seamless!”
MichelleJones Photography, 3 years ago
Quick responder
District Winery 
Rating: 5.0 (31 reviews)
Washington, DC
  • Up to 200 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $25,000

District Winery hosts full-service weddings for up to 200 guests. The first working winery in Washington, DC, District Winery is located in Navy Yard along the Anacostia River. Our modern, sophisticated, waterfront wedding venue with floor to ceiling windows, an outdoor terrace, and sweeping river views is the ideal venue for your wedding. District Winery include our highly regarded wedding cuisine and wines made onsite. Executive Chef Nicholas Fulginiti brings years of culinary expertise to our venue, as he oversees every detail of your menu. Couples work with a District Winery event manager who will assist with all of the details, from helping curate the perfect menu to coordinating with vendors to ensure seamless execution. All District Winery weddings are turnkey and include the use of our custom walnut tables, chairs, high top tables, bar stools, marble topped bars, china, glassware, flatware, linen napkins, printed menus, table top items to enhance your decor.

Why you'll love this venue

  • Full catering menu to choose from
  • Allows pets
  • Has a dance floor for celebration

Venue considerations

  • No on-premises lodging options
  • No built-in audiovisual options
  • Best for events with big guest lists
Awarded Best of Zola
“District Winery truly knocked it out of the park for our wedding. We fell in love with the space as soon as we toured it and knew it was our venue. The team working there, especially our assigned planner Morgan, did a fabulous job making sure every detail was taken care of and that our vision for the day would play out. We are still getting rave reviews from our guests about the food. Fried chicken was truly a hit. Highly recommend DW for your wedding no matter the time of year.”
Ally B., a year ago
Dacha Beer Garden - Navy Yard 
Rating: 5.0 (1 review)
Washington, DC
  • Starts at $1,500

Located on the bank of Anacostia River and across from the Nationals Park, Dacha Beer Garden is the perfect place for a mid-week happy hour, an evening dinner, or a weekend get together with friends and families. Dacha sets the mood for a pleasant conversation among friends, families, and co-workers. A simple yet elegant design, open-air format, comfortable seating, friendly staff, and affordable prices make Dacha a popular neighborhood destination and an easy choice. We are both dog and kids friendly. All are welcome at Dacha! Nationals, DC United, and Washington Spirit fans love gathering at Dacha Beer Garden before and after home games.

Venue considerations

  • Does not allow pets
  • Dance floor not included
  • No on-site bridal suite
“So their chef throws specials literally every day. And his pasta is muah!”
Charles W B., a year ago
The Westin Alexandria 
Rating: 5.0 (2 reviews)
Alexandria, VA
  • Up to 450 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $22,207

Edison Ballroom, our largest venue, is an exquisite backdrop with column lights and gold chandeliers Take advantage of our Hopkins Foyer and Pre-Function Area for your lively cocktail hour Our Wedding Specialists will ensure your dreamlike reception is flawlessly planned and executed Work with our culinary staff to create a personalized dining experience that pleases your palate With our cutting-edge AV equipment, bring wedding toasts, slideshow and entertainment to life Receive exclusive rates on your Alexandria Old Town happily-ever-after with our group reservations

Why you'll love this venue

  • Pets can join the celebration
  • Handles all cleanup logistics
  • Has onsite accommodations

Venue considerations

  • Not for you if you are looking for something nontraditional
  • On-site parking not available
  • Venue feels large for events with small guest lists
“We worked closely with Laure (as did my Mom...) and she was incredible. Patient, quick to respond, positive, and made me so confident that all things related to our reception would go smoothly. I did not envision getting married in a hotel, but Laure and the team at the Westin made us SO glad we hosted our reception there!”
Catherine C., 5 years ago
Quick responder
City Cruises Washington DC 
Rating: 5.0 (2 reviews)
Washington, DC
  • Up to 450 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $3,000

Imagine exchanging vows along the Potomac River as your something blue. Share sunset views with loved ones or dance under the moonlit sky surrounded by iconic Washington, DC landmarks and cityscapes aboard our unique floating venue as you embark on your dream wedding experience. City Cruises provides all-inclusive options tailored to your budget and style with chef-prepared menus, full-bar packages, and customizable entertainment. Create unforgettable moments that you and your guests will treasure.

Why you'll love this venue

  • Both indoor and outdoor options
  • Accommodates more than 200 guests
  • Provides a dedicated team on-site

Venue considerations

  • Does not allow pets
  • On-site parking not available
  • Not wheelchair accessible
“This was a perfect venue for our needs. The staff was friendly and the boat was beautiful. It was such a cool and unique experience and our guests loved it. Perfect wedding day!”
Nicole S., 4 months ago
Swan Cove Manor 
Cambridge, MD
  • Up to 200 guests
  • Select services
  • Outdoor

Swan Cove Manor is a 5 house waterfront estate on the eastern shore of Maryland. We host 3 night weekend celebration and can accomadate up to 70 people. We include a lot in our wedding package with additionals services that can be offered. Swan Cove Manor is your private waterfront estate for a spectacular wedding weekend on the Eastern Shore. Situated on 20+ scenic acres, this "one of a kind" property offers unspoiled natural elegance against the stunning backdrop of the Chesapeake coast. Couples can celebrate for an entire weekend, utilizing five spacious, designer-furnished manor homes for lodging and preparation. Imagine your ceremony on the waterfront followed by a grand reception tailored to your unique vision, from casual to formal.

Why you'll love this venue

  • Caters to out-of-town guests
  • Dressing room available
  • Has a relaxed and casual vibe

Venue considerations

  • No in-house lighting and sound packages available
  • Best for events with big guest lists
  • No free parking
The Bayly Estate 
Cambridge, MD
  • Up to 200 guests
  • Raw space
  • Outdoor
  • Starts at $8,000

First sited in the 1750s, the Bayly Estate was expanded in 1796 as a family compound by the Josiah Bayly family. There are many beautiful homes on the Eastern Shore from this era, but none like this. Set on High Street, in the middle of Cambridge on what novelist James Michener called “one of the most beautiful streets in America,” the Bayly Estate has been hosting family gatherings for nearly three centuries. We have now opened our homes and carefully manicured grounds on over one acre to help you celebrate the most important moments in your family’s history. With seven bedrooms on-site and the ability to expand to 25+ rooms in the Historic District (to host principal families – the Hyatt Chesapeake Resort in town can accommodate another 300 guests), the Bayly Estate is perfectly set up to host your entire wedding weekend in style.

Why you'll love this venue

  • Surrounded by nature
  • Offers full flexibility in setup and decor
  • Natural elegance with open spaces

Venue considerations

  • Does not allow pets
  • Large venue, not ideal for small guest lists
  • Dance floor not included
Quick responder
Black Walnut Point Inn 
Tilghman, MD
  • Up to 500 guests
  • All-inclusive
  • Outdoor

We're a blank slate and host weekend weddings, so estimates given are for Friday - Sunday morning. We also have 15 years experience and know how to help with all the details. Our point is surrounded by miles of water, with sunrise over the Choptank River and sunset over the Chesapeake Bay. We have no neighbors, no cut-off times, and we customize our weddings using our local vendors. We have no hidden fees. We set up meetings with your vendors and you pay them directly. Because we have one of the most unique locations, we had hosted some of the most unique weddings guests have ever attended. The privacy of our point ensures the freedom to make your day as special as you are as a couple. And with plenty of time, there is no rush enjoying the point with your friends and family.

Why you'll love this venue

  • Wheelchair accessible
  • Private area for the wedding party
  • Has a relaxed and casual vibe

Venue considerations

  • No in-house lighting and sound packages available
  • No all-inclusive dining options
  • Additional event staff required
Quick responder
The Oaks 
Easton, MD
  • Up to 250 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $75,000

Say “I Do” on Maryland’s Eastern Shore. The setting is magical and entirely yours. The Oaks and its grounds become a private preserve for you, your wedding party, and your guests. It’s all yours on the evening before, the day of, and the morning after your waterfront wedding. The meticulously landscaped grounds of our waterfront wedding venue in Maryland offer a wide variety of outdoor activities in a relaxing setting. The wedding celebration itself becomes part of enduring memories, tailored just to accommodate your preferences… and how you’ve always dreamed your wedding should be.

Why you'll love this venue

  • All-inclusive venue packages
  • Provides catering services
  • Provides event staff

Venue considerations

  • Large venue, not ideal for small guest lists
  • On-site parking not available
  • Not wheelchair accessible
Sotterley 
Hollywood, MD
  • Up to 300 guests
  • Raw space
  • Outdoor & indoor
  • Starts at $3,000

Nestled on nearly 100 acres along the scenic Patuxent River, Historic Sotterley provides an extraordinary backdrop for weddings, rehearsal dinners, and milestones. This National Historic Landmark blends rich heritage, timeless elegance, and natural beauty. Couples can exchange vows surrounded by lush Colonial Revival gardens, rolling waterfront pastures, and historic architecture. Offering a seamless mix of rustic charm and waterfront sophistication, this breathtaking historic estate creates unforgettable celebrations for couples seeking a picturesque, one-of-a-kind setting.

Why you'll love this venue

  • Rustic charm with elegance
  • Natural elegance with open spaces
  • Historic touches

Venue considerations

  • Limited cleanup and setup services
  • No in-house lighting and sound packages available
  • Not wheelchair accessible
Quick responder
Rod 'N' Reel Resort 
Chesapeake Beach, MD
  • Up to 300 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $10,000

Nestled in the charming bayside town of Chesapeake Beach, MD, the Rod N’ Reel Resort blends contemporary coastal elegance with effortless convenience. This waterfront retreat offers a perfect backdrop for your celebration, featuring luxurious beachside venues and modern ballrooms designed to feel anything but traditional. From onsite accommodations to an array of dining experiences and late-night indulgences, your guests will enjoy comfort, style, and entertainment all in one place. To make your vision a reality, the Rod N’ Reel Resort provides wedding amenities, from onsite catering to bar service by our culinary team. Our dedicated wedding specialists are here to guide you every step of the way—from crafting timelines and floor plans to providing seamless support on your wedding day! Quietly tucked along the Western Shore of the Chesapeake Bay, the resort feels like a serene destination getaway—yet it’s less than an hour from Washington, D.C. and Baltimore.

Why you'll love this venue

  • Private area for the wedding party
  • Has onsite accommodations
  • Provides event staff

Venue considerations

  • Not wheelchair accessible
  • No in-house lighting and sound packages available
  • No free parking

About wedding venues in Woolford, MD

Maryland offers exceptional variety for couples planning their special day. You can choose from Chesapeake Bay's waterfront settings with their shimmering views, explore Baltimore's historic mansions filled with ornate architectural details, or celebrate in Eastern Shore's rustic barns surrounded by pastoral landscapes that create a picturesque backdrop for your celebration.

What's the True Cost of a Maryland Wedding?

The price tag for Maryland weddings varies significantly based on guest count. Small gatherings of about 50 guests average $22,754 while mid-sized celebrations with 150 guests typically run around $51,712. Large weddings hosting 300 guests can reach $89,329. Your venue will likely be your biggest expense at about $8,532 for a typical wedding; that's 16% of your total budget for a 150-person celebration, so choosing wisely matters.

Which Maryland Regions Offer the Best Wedding Settings?

# Baltimore Area

Baltimore venues showcase the area's rich architectural heritage and stunning harbor views. The Belvedere features incredible gilded ceilings crystal chandeliers and grand staircases that create perfect dramatic entrances for your big moment. Celebrations at the Bay gives you panoramic waterfront ceremony spaces with dedicated sunset photography locations that'll make your album spectacular. You'll appreciate their customizable reception layouts that comfortably fit up to 250 guests so everyone has space to enjoy.

# Eastern Shore

The Chesapeake Bay region delivers quintessential Maryland beauty that your guests will remember. Chesapeake Bay Beach Club offers private beaches for your ceremony waterfront ballrooms with floor-to-ceiling windows and charming oyster shell pathways that reflect the local maritime culture. Castle Farm combines beautiful equestrian elements with thoughtful accessible design including solid-surface walkways and convenient golf cart shuttles so all your guests can participate fully.

How Much Should You Budget for Wedding Services in Maryland?

For a 150-guest wedding in Maryland, expect these costs:

ServiceAverage CostPercentage of Total
Venue$8,53216%
Catering$6,82613%
Florals$6,54113%
Bar Service$5,46111%
Photography$4,9069%
Videography$3,9118%
Wedding Planner$4,0538%
Band/DJ$1,7503%
Cake/Desserts$1,4013%
Hair/Makeup$7902%

When Should You Book Your Maryland Venue?

Most couples in Maryland secure their venues about 14 months before their wedding date. You'll want to plan ahead since December sees the highest inquiry volume when many newly engaged couples start their search. Keep in mind that summer and fall wedding dates often come with premium pricing, so if you're flexible with your date you might find better value in other seasons.

Where Can You Find Accessible Wedding Venues in Maryland?

Castle Farm Weddings offers truly inclusive spaces for all your guests. You'll find accessible ceremony and reception areas with no steps wheelchair-friendly walkways designated handicapped parking and ADA-compliant restrooms throughout. Ten Point Acres Venue can comfortably seat up to 500 guests with fully accessible facilities including large handicap restrooms and climate control for year-round comfort so everyone can focus on celebrating your special day.

What Are Maryland's Best Venues for Remote Participation?

Chesapeake Bay Beach Club provides stunning waterfront settings that enhance the virtual experience for guests who can't attend in person. You'll love their post-event storytelling approach that keeps remote guests feeling connected. Graduate Annapolis gives you advanced tech infrastructure for high-quality streaming with nautical-themed digital backdrops that help engage virtual viewers and make them feel part of your celebration.

Which Maryland Venues Feature Outstanding Culinary Experiences?

Valley Country Club set in a grand 1850s mansion offers all-inclusive packages with elegant butlered hors d'oeuvres and complete meal service that impresses even the most discerning guests. Their crab cakes are simply phenomenal and often receive rave reviews from attendees long after the event. You'll benefit from their over 70 years of hosting expertise that ensures everything from appetizers to dessert flows seamlessly.

What other Woolford vendors will I need?

What other wedding venues are nearby?

What other wedding services are nearby?