The Best Beach & Waterfront Wedding Venues in Deal Island, MD

The Best Beach & Waterfront Wedding Venues in Deal Island, MD

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11 Wedding Venues in Deal Island, MD

Beaches, waterfront settings
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
The Wylder Hotel 

5.0

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., 21 days ago
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The Restaurant at Lighthouse Sound 

4.3

Bishopville, MD
  • Up to 180 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 180. 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
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
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
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
Quick responder
Hilton Garden Inn Ocean City Oceanfront 
Ocean City, MD
  • Up to 100 guests
  • Select services
  • Indoor & outdoor
  • Starts at $3,000

Exchange vows with the Atlantic Ocean as your stunning backdrop at the Hilton Garden Inn Ocean City Oceanfront. This venue offers the perfect blend of coastal beauty and modern convenience for your ceremony, reception, or all your pre- and post-wedding celebrations. Enjoy the fresh sea breeze and mesmerizing ocean views from your private balcony in every guest room, ensuring a luxurious stay for your entire party. With versatile oceanfront event spaces, customizable catering by Solstice Bar & Grill, and a prime location steps from the iconic Boardwalk, we simplify your destination wedding planning. It's the ideal setting for browsing couples looking for an accessible, high-quality beach experience in Maryland.

Why you'll love this venue

  • Offers convenient lodging options
  • Classic seating dinner
  • Flexible event spaces

Venue considerations

  • No in-house catering options
  • Does not allow pets
  • Not wheelchair accessible
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.

What types of wedding venues are in Deal Island, MD?

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