The Anchorage, with origins back to 1800, is a Federal Telescopic Tidewater style B&B with waterfront views and three guest rooms available to the wedding party 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 is nestled on 12 acres of waterfront property with forest on either side and protected wetlands.

Originally a cow and poultry farm, the previous owners had run the property as a winery before Rick purchased it in May of 2017. After seeing the property, its luscious landscape, and the rustic charm of the original buildings, Rick had a vision. He saw the property transformed into a modern, chic space that maintained the history and character of the original farm. More importantly, he imagined bringing others’ visions to life with a beautiful and unique setting for weddings and private events.

La Banque de Fleuve presents two distinct spaces, each with its own unique allure. The Historic Bank, with its lofty ceilings, ornate chandeliers, and intricate details, exudes the timeless opulence of a bygone era, where elegance beautifully intersects with history, creating an atmosphere that whisks you away to another time. On the other hand, the Seaplane Base offers a contrasting yet equally enchanting setting. Nestled alongside the river's edge, it provides sweeping panoramic views of the water, infusing your celebration with a natural serenity. With its open-air design and the soothing sounds of the water in the background, it becomes a tranquil oasis right in the heart of the city.

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.

Historic mansion, river vistas and forever fields, the world of Brittland personifies an old world luxury elegance in a rural setting. The hilltop setting commands magnificent views of the Chester River. Brittland Manor gives the discerning couple a series of settings and moods to create their distinctive celebration. This secluded mansion has a garden, pool, wildlife pond, 530 riverside acres, and woodside fields. A waterfront cottage perfectly compliments the 530 acre Brittland Manor estate. It offers a rustic riverside setting for ceremony and/or a rehearsal dinner.

Brittland Estates embraces a collection of heritage properties located in the historic Chestertown area of Maryland's Eastern Shore. Its distinctive properties are rich with history, expansive settings from fields to rivers, and a rural sophistication. Each property is an ideal venue for weddings, small retreats and meetings, reunions, and get-a-ways. Stepne Manor is a marvelous property. Boasting a front porch that looks out onto the expansive lawns, there is a cultivated sophistication to the building’s exterior. After you have been joined in matrimony at your outdoor ceremony, make your way indoors to delight at the interiors. Here, there is a great deal to appreciate. Stepne Manor’s dining room provides space for you and your guests to sit and eat, while the kitchen affords any hired culinary staff with an ideal preparation base. The great room, den, and sun porch provide ample room for everyone to kick back, relax, and enjoy the festivities.

This historic estate sits on a secluded the 23 acre East Lake. The mansion can sleep up to 14 guests overnight. Minimum night stay is 2 nights unless the wedding guest list is under 35. We can accommodate up to 50 guests in the mansion for small indoor weddings. Tents and rentals and catering are by our selected vendors and we can assist with all of your wedding needs from music to flowers to makeup artists and hairstylists.

Large lodge on a 58 acre private estate; lawn reaches out to the Bay for a beautiful waterfront ceremony and reception. Incredible sunsets are a photographer's dream. Six bedrooms including a master wedding suite.

Located in Rock Hall, Maryland, our properties are the ideal setting for any waterfront event. With five guest buildings totaling 21 rooms and suites, plus a private full-house rental, we know what it takes to make your special day a memorable one. Consider booking us for your wedding, elopement ceremony, reception, rehearsal dinner, class or family reunion, business event, fitness or health retreat, hunting trip, friends weekend, holiday party and more.

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.

Greenbank is a beautiful setting for your DIY event, with historic charm and a natural outdoor setting by the Red Clay Creek. You’ll want to plan hours before and after your event for setup/decorating and cleanup. You can choose to rent in smaller blocks of time using our Standard Package or take advantage of our Wedding Package: it provides access to the site across two days to allow for stress-free setup, deliveries, rehearsals, photographs, and event preparations, plus cleaning services and other special accommodations.

A beautiful setting is the basis of any great event, and you would be hard-pressed to find a better one than here at Bembe Beach. Set at the mouth of Back Creek with a private sandy beach and expansive views of the Severn River and the Chesapeake Bay, Bembe Beach gives you a large, breathtaking venue for whatever event you are planning. We provide a lit 40’x80’ pavilion tent giving you cover rain or shine while our partners can help arrange for all your needs from tables and catering to entertainment and a dance floor. If you are looking for something more to make your event unique, take advantage of Annapolis’ status as “America’s Sailing Capital.” Inquire about having boats and instructors from the Annapolis Sailing School on hand to take guests out for short sails or cruises and make your event unforgettable.