The Best Covered Outdoor Wedding Venues in Deal Island, MD

The Best Covered Outdoor Wedding Venues in Deal Island, MD

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13 Wedding Venues in Deal Island, MD

Covered outdoor
Quick responder
Anchor Inn 

5.0

  • 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
I’ll preface by saying this is my second marriage and can compare my experience with to my first wedding. Catering By Uptown was fantastic from the beginning. They have excellent responsiveness, attention to detail and the food is amazing. Everything we wanted on our wedding day was accomplished. The only slight frustration I experienced was not having contact with our specific day of coordinator until the week of the wedding. But that didn’t even end up being an issue because, as I mentioned, everything was perfect. They’re so flexible and easy to work with. Though I wasn’t communicating with the same person every time I had questions, their internal communication was so strong and efficient that it seemed like I was talking the the same person. I can’t recommend them enough.
Samantha C., 2 years ago
Quick responder
King Cole Farm 

5.0

  • Up to 300 guests
  • Select services
  • Indoor & outdoor
  • Starts at $4,000
  • Offer

Your premier destination for a picturesque and enchanting wedding venue in Dover, Delaware. Nestled amidst scenic landscapes, our modern farm offers an idyllic setting for couples seeking an unforgettable celebration. As one of the top wedding venues in the Mid-Atlantic region, we pride ourselves on creating magical moments for your special day. Our charming farm, reminiscent of a fairytale, is perfect for those dreaming of a Castle wedding or seeking rustic elegance in barn wedding venues in Delaware. With sprawling fields and breathtaking views, King Cole Farm provides an unparalleled backdrop for your ceremony and reception. Whether you envision a cozy barn wedding or an outdoor celebration surrounded by nature, our versatile event spaces cater to your desires. Located conveniently near Dover, our farm offers a tranquil escape while remaining accessible to the city. Our facilities in Dover, Delaware, provide ample space for your guests to revel in the joyous occasion.

Why you'll love this venue

  • Both indoor and outdoor options
  • Rustic charm with elegance
  • Private area for the wedding party

Venue considerations

  • Not for you if you don't want a rustic vibe
  • No all-inclusive dining options
  • No built-in audiovisual options
King Cole Farm was the perfect venue for our wedding weekend. From the moment we reached out, the team was prompt in their communication and great at answering any questions we had. The location is absolutely beautiful, with a stunning natural setting that provided the perfect touch of class and elegance. Everything was incredibly clean and well-maintained, allowing us to truly relax and enjoy our special day. We had the most wonderful weekend away for our wedding, and it was all thanks to the stress-free experience provided by the team at King Cole Farm.
Cassidy B., 15 days ago
Quick responder
Bohemia Overlook 

5.0

North East, MD
  • Up to 250 guests
  • Select services
  • Outdoor & indoor
  • Starts at $10,000

Experience elevated luxury and timeless elegance at Bohemia Overlook, a breathtaking private estate overlooking the tranquil shores of the Elk River. Spanning more than 80 acres of pristine landscapes, our property offers a distinguished blend of refined charm and understated, old-money sophistication—an atmosphere designed to make your wedding feel effortlessly unforgettable. Choose from three beautiful venues The Manor, The Beach, and The Barn, each offering its own unique ambiance and architectural character to bring your vision to life. From the rustic refinement of The Barn to the stately grace of The Manor and the relaxed waterfront luxury of The Beach, each setting provides a distinctive backdrop for a celebration that reflects your personal style. Bohemia Overlook isn’t just a venue; it’s where unforgettable memories are crafted with sophistication, intention, and unrivaled beauty.

Why you'll love this venue

  • Has a dance floor for celebration
  • Dressing room available
  • Multiple event spaces

Venue considerations

  • Not wheelchair accessible
  • Does not provide event staff
  • No on-premises lodging options
The moment I saw Bohemia Overlook, I knew it was the Wedding venue for us. The Venue is affordable and offers a good amount of accommodations that other venues do not and would cost extra even. The little things do matter, it adds up as we all know. The Venue kept in great contact with me and responded to me right away with questions I had through the whole experience and worked with me. Such a beautiful Venue. Was nervous when I found out a new owner took over, but realized quickly I didn’t need to be. The new owners kept up with the same pace of communication and response time and even on our Wedding day they greeted us and made sure everything was going good. We even got a beautiful view of the water on the hill for some wedding photos. My Wife and I enjoy coming here for different events and the wine room when it’s open. This place will forever be a cherished memory and not everyone can say that they can go back to where they got married. So much more to say about this place, but without going on a rant, just know this place is amazing. To even include how beautiful the barn looks upstairs at night, wasn’t expecting that since we usually see it during the day.
Talia C., 10 months ago
Quick responder
Celebrations at the Bay 

4.9

  • 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
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., a year ago
Quick responder
The Anchorage1800 

5.0

Trappe, MD
  • Up to 100 guests
  • Raw space
  • Outdoor
  • Starts at $6,000

The Anchorage, with origins back to 1800, is a venue set on 12 private acres with waterfront views situated on the beautiful Choptank River. We offer a relaxed, peaceful and romantic experience on the shores of the river, which is part of the Chesapeake Bay waterway. The venue includes an open air, covered pavilion with spectacular waterfront views for up to 100 people.

Why you'll love this venue

  • Provides a dedicated team on-site
  • Caters to out-of-town guests
  • Surrounded by nature

Venue considerations

  • Not wheelchair accessible
  • Does not have a dance floor
  • Couple must handle cleanup and setup
The Anchorage was amazing! My wife and I got married here last June, and to say everything was perfect would be an understatement. It's hard to put into words explaining how great Woody and Michelle were helping us make our special day go exactly as planned. The property is beautiful, spacious, and well kept. The waterfront view was the perfect backdrop for our ceremony (Woody even went out of his way to make an aisle of sand for us to walk down). The cigar shack was awesome and the barn was also set up for me and my groomsmen to get ready and hang out until the big moment (they especially enjoyed the darts, ring and hook, and bar with a kegerator). My family and I were very happy with the rooms which were spotless, comfortable, and included refrigerators/kitchenettes. My wife was very happy with her space to get ready, especially with Michelle doing everything she could ensuring the girls had what they needed and making sure everyone was stress free! Woody and Michelle were more than accommodating. Breakfast was always delicious (the smoothies and Woodys Waffles were my favorites). They were also life savers dealing with our vendors dropping stuff off (at times earlier than expected), even using their golf cart to help move stuff down to the beach to help set up. The golf cart also came in handy taxing people up and down the hill when needed! I HIGHLY recommend this venue! Woody and Michelle are two of the most kind, accommodating (and hilarious) people I've ever met, and I can't begin to thank them enough for everything they did to make sure our special day went off without a hitch. We fully intend on coming back to enjoy their beautiful BnB again!
Daniel N., a year ago
Quick responder
Castle Farm 

5.0

Snow Hill, MD
  • Up to 500 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $24,999

Castle Farm is a private, exclusive 150-acre premier equestrian estate & wedding and corporate event venue located in Snow Hill, on the beautiful Eastern Shore of Maryland. We are an authentic historic farm, breeding elegant Andalusian horses and adorable micro mini Scottish Highland cows. The barn is an immaculate timber-framed barn with hammered copper walls and the solid mahogany barn doors provide the perfect entrance to your fairytale. If you want an authentic barn wedding, where your guests will make lasting memories for years to come, taking photos with newborn foals, and being impressed with impeccable service AND a truly magical experience for your wedding, book Castle Farm today.

Why you'll love this venue

  • Accommodates more than 200 guests
  • Pets can join the celebration
  • Provides a dedicated team on-site

Venue considerations

  • Not for you if you don't want a rustic vibe
  • Best for events with big guest lists
Awarded Best of Zola
From the very first tour to the moment we drove away after our wedding day, we were treated like family at Castle Farm. We cannot thank Catherine, Darren, and their entire team enough for everything they did to make our day so special. Their kindness, professionalism, and attention to detail were evident in every interaction. Our guests, family, and friends have not stopped complimenting how beautiful the venue was and how perfectly it reflected who we are as a couple. Castle Farm truly brought our vision to life. It was a seamless, heartfelt experience from start to finish, and we could not imagine having been married anywhere else. Highly recommend! The Marshalls 11.22.2025
Hannah M., 5 days ago
Brittingham Farms Lavender & Lambs 

5.0

Millsboro, DE
  • Up to 300 guests
  • Select services
  • Outdoor
  • Starts at $4,500

Our working grain farm of 350 acres in Southern Delaware is located 30 minutes west of the Delaware and Maryland beaches. We offer a beautiful tented area in the 5 acre Lavender field, separate open sided barn, pond, sheep and unobstructed sunset view. Our farm is perfect for your wedding day!

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
It can be challenging to find a venue on the Eastern Shore that feels unique and special–let me assure you that Brittingham Farms is one of those rare spots. I had the privilege of filming an event here and was so impressed with all the thoughtful details Laura and her team have thought of to make this space a dreamy spot for hosting guests. The private pond, fields upon fields of lavender, pergola cocktail area, wooded paths, and the adorable grazing sheep are just a few of the stunning backdrops for your special event and each is *chef's kiss* in creating that special, whimsical look any couple would love for their day. Highly recommend Laura Brittingham and this venue–book with them! ...Do it!!
Gretta Greenwald, 2 years ago
Furnace Town Historic Village 
Snow Hill, MD
  • Up to 250 guests
  • Raw space
  • Outdoor
  • Starts at $1,600

The Furnace Town Foundation, Inc. is a private not-for-profit corporation charged with the responsibility of preserving, restoring, and interpreting the twenty-five acres of Furnace Town Historic Site, the 19th-century village of the Nassawango Iron Furnace. They say that love makes the world go-'round, and Furnace Town has been around for a long time! If you're looking for a place that's beautiful, natural, and historic, look no further than Furnace Town Historic Site. Our quaint forest village offers a number of stunning and unique backdrops that are perfect for your special day; including the Nassawango Iron Furnace and the Old Nazareth Church. For your reception, our large outdoor pavilion will fit any party you can plan with plenty of space for tables, food, drinks, and dancing! You'll be able to enjoy the natural beauty of our location and the history of it all—email today to book a tour of the best town to tie the knot in!

Why you'll love this venue

  • Venue is completely outdoors
  • Accommodates more than 200 guests
  • Dressing room available

Venue considerations

  • Additional event staff required
  • Does not have a dance floor
  • Couple must handle cleanup and setup
The Brandon Estate 
Parsonsburg, MD
  • Up to 600 guests
  • Select services
  • Outdoor & indoor
  • Starts at $15,000

Founded in 2003, the gated-entry Brandon Estate is a cherished and prized estate of the Brandon Family. An Fierm, which translates to “The Farm” in Irish, was originally a smaller four bedroom house, primarily used as a getaway cabin and romantic escape. Over the years, the Brandons added over 3000 square feet of living space and amenities including a great room, a stone wood-burning fireplace, a wine cellar, a pool, a game room, and a private balcony overlooking the estate. The mansion is now well over 5000 square feet- comprised of 6 bedrooms, 7 bathrooms, and a stunning designer kitchen. All in all, the mansion can sleep 16 people comfortably. With over 300 acres of private farm land, 200 acres of which is farmed crop. Loaded with scenic walking trails, barns, fresh water fish-stocked ponds, canoes, a stone chapel, and rolling landscape- the property is sure to keep you busy during your stay!

Why you'll love this venue

  • Allows pets
  • Caters to out-of-town guests
  • Has a dance floor to dance the night away

Venue considerations

  • Large venue, not ideal for small guest lists
  • Not wheelchair accessible
  • Not for you if you prefer a more modern aesthetic
Quick responder
The Wylder Hotel 
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
Quick responder
Rod 'N' Reel Resort 
Chesapeake Beach, MD
  • Up to 350 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $10,000

Weddings at Rod 'N' Reel Resort offer a stunning waterfront setting with breathtaking views, providing the perfect backdrop for your special day. Our dedicated on-site wedding and catering teams are here to assist you through every step of your planning journey—from selecting the ideal ceremony and reception venues to designing a personalized menu and walking down the aisle. Each year, we remain committed to helping couples create their dream weddings with custom experiences tailored to their vision. As a family-owned resort, we take pride in fostering a warm, welcoming atmosphere for both our team and our guests. We look forward to being a part of your unforgettable celebration and ensuring that every moment of your wedding day is as perfect as you’ve imagined.

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
Seacrets 
Ocean City, MD
  • Up to 500 guests
  • Select services
  • Outdoor & indoor
  • Starts at $1,000

When you choose Seacrets as your wedding venue, the details surrounding your occasion are handled with perfection by our professional staff. Located on the Isle of Wight Bay, Seacrets brings Caribbean flavor for the ultimate beach wedding experience. From music to food, we offer a variety of options that promise amazing memories. Whether your event is large or small, we are always open to working with you to create a custom menu or party details that meet your needs.

Why you'll love this venue

  • Has a dance floor for celebration
  • Bridal suite on site
  • Provides a dedicated team on-site

Venue considerations

  • Venue feels large for events with small guest lists
  • Not wheelchair accessible
  • Does not allow pets

Location flexible? Discover venues near Deal Island, MD

About wedding venues in Deal Island, 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.

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.

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