The Best Small Wedding Venues in Deal Island, MD

The Best Small Wedding Venues in Deal Island, MD

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11 Wedding Venues in Deal Island, MD

Beaches, waterfront settings
Up to 50 guests
Available on September 13, 2026
Quick responder
Drumore Mill 

5.0

  • Up to 125 guests
  • Select services
  • Outdoor
  • Starts at $4,700

Drumore Mill is a different world. It is nestled in a corner of the most rustic township in Amish Lancaster County, Pennsylvania. The mill was built in 1752 as a sawmill and a grist mill. It sits in a hollow with 30 acres of tall cliffs and old trees to provide privacy, warmth, and natural beauties. There is a pristine creek that meanders through the property. The Fishing Creek supports native trout and other rare small fishes. The waterfall is adjacent to the buildings. There is a hiking trail within the property. There is wetland and much more. The combination of rustic setting, natural beauties, and historical features makes Drumore Mill amazingly beautiful. One has to see it to believe it.

Why you'll love this venue

  • Venue is completely outdoors
  • Provides setup and cleanup
  • Has a glamorous vibe

Venue considerations

  • Does not allow pets
  • Not for you if you're looking for a sleek and contemporary space
  • Additional event staff required
Awarded Best of Zola
Drumore Mill was an absolutely stunning venue to use for our special day (really weekend). We loved the ease of booking the venue, touring with Thuy, and the promptness and flexibility they offer. An added bonus is the available on site lodging for rental, which we made great use of for our close friends, family, and wedding party to stay in the night before and night of the wedding. We enjoyed the Great Room in the Grist Mill for our rehearsal dinner. Our guests loved how spacious Drumore Mill was, and we appreciated all the attention to detail such as included (but still optional) decor and greenery, and the setup of chairs and other items for the ceremony space. Being able to bring in all of our own vendors at no additional cost was fantastic. The value for renting the property from Thursday to Saturday morning was unmatched and completely worth it. We would recommend Drumore Mill to anyone, and we look forward to booking the property in the future for non-wedding related stays with friends and family.
Maureen B., 10 months ago
Quick responder
Deep Blue at Kitty Knight 
Galena, MD
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $8,250

Our historic establishment is dedicated to providing an exquisite setting for all wedding-related occasions, including showers, welcome parties, rehearsal dinners, and more. Whether you envision an indoor affair accommodating up to 125 guests or an enchanting outdoor celebration for 150+ guests, both options offer stunning views of the Sassafras River. Our dedicated team is committed to ensuring that every detail of your event is flawlessly executed. We offer our guests a comprehensive wedding package, which can be further tailored to meet the unique requirements of their special day. From menus to personalized touches, we strive to exceed expectations and create unforgettable memories for you and your loved ones. To add to the historical experience, our 18th-century historic Kitty Knight Inn is located on the property and is available for guests to stay in. The inn has 11 recently updated rooms but still keep their historic charm that we are so well known for.

Why you'll love this venue

  • All-inclusive venue packages
  • Caters to out-of-town guests
  • Provides setup and cleanup

Venue considerations

  • Does not allow pets
  • Large venue, not ideal for small guest lists
  • On-site parking not available
Quick responder
The Anchorage1800 

5.0

Trappe, MD
  • Up to 100 guests
  • Raw space
  • Outdoor
  • Starts at $3,500

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., 6 months ago
The Tides Inn 

5.0

Irvington, VA
  • Up to 200 guests
  • Select services
  • Indoor & outdoor
  • Starts at $14,850

The very essence of Virginia hospitality, this secluded resort — at the top of its own peninsula near Chesapeake Bay — offers delightful settings for a memorable ceremony, reception, rehearsal dinner, and farewell brunch. he beautiful peninsula ensures a private environment enhanced by expansive views of the water, marina, lush lawns and tree-shaded grounds. Activities abound at the Tides ensuring every guest has a wonderful time. Tennis, golf, paddle boarding, bicycle riding and kayaking are just a few of the many fun things to do. Tides Inn is located near the Virginia Wine Trail and Oyster trail. There is a spa and fitness center on property, and some quaint shops and historical sites near by.

Why you'll love this venue

  • Full catering menu to choose from
  • Allows pets
  • Romantic vineyard setting

Venue considerations

  • Additional event staff required
  • Dance floor not included
  • Best for events with big guest lists
My husband and I had to push off our wedding celebration due to covid so we ended up having to plan our wedding celebration multiple times and switch dates. Allie Hobbs the event coordinator at The Tides was extremely accommodating and helped us have the most AMAZING event we could have imagined! We had friends and family come from all over the country and everyone had such a wonderful weekend. The staff, the food, accommodations, weather and views could not have been better! Highly recommend this venue!
Jessica A., 3 years ago
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The Restaurant at Lighthouse Sound 

5.0

Bishopville, MD
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor

Lighthouse Sound provides a stunning and unique setting for your special day. We can accommodate an intimate wedding of 50 to a large celebration of 200. The venue offers breathtaking views of the Assawoman Bay as well as the Ocean City Skyline making it the perfect backdrop for the most important day of your life. With two spacious dining rooms and a cozy lounge featuring vaulted ceilings, intricate woodwork, distinctive fireplaces and bay view windows, the venue lends elegance to any formal occasion. Our wedding packages offer the traditional sit down, full service dinner or the newly popular food stations. The menu items listed in our packages are merely suggestions; we will gladly meet with you and customize the wedding of your dreams. When you plan your wedding with Lighthouse Sound you will receive the most sophisticated service to assure all your wedding dreams come true!

Why you'll love this venue

  • Offers full-service amenities
  • Provides event staff
  • Both indoor and outdoor options

Venue considerations

  • No free parking
  • Not wheelchair accessible
  • No on-premises lodging options
This was such a stunning venue, it was exactly what we wanted! The rain on our day cleared up just in time for our beautiful ceremony. Great food selections as well. There were a few issues on our day with things not being ready on time, but apart from that we had a great experience.
Phoebe M., 2 years ago
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
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 Wylder Hotel 
Tilghman, MD
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $1,000
  • Open house

We are a place where you can express your custom unique vision and bring your matrimonial 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!

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
Cambria Ocean City Bayfront Hotel and Wedding Venue 
Ocean City, MD
  • Up to 225 guests
  • Select services
  • Indoor & outdoor
  • Starts at $4,000

For business meetings, social events, weddings, and more, Cambria Hotel Ocean City - Bayfront is an exceptional bayside setting. In addition to outstanding catering options and an awe-inspiring waterfront location, the hotel offers over 2,400 square feet of customizable Ocean City event venues. Plus, take advantage of special group rates with the help of our on-site team.

Why you'll love this venue

  • Has a relaxed and casual vibe
  • Has onsite accommodations
  • Provides event staff

Venue considerations

  • Venue feels large for events with small guest lists
  • No built-in audiovisual options
  • Does not allow pets
Seacrets 
Ocean City, MD
  • Up to 500 guests
  • Select services
  • Indoor & outdoor
  • 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

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