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.

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!

Nestled along the serene shores of St. Jerome’s Creek, this waterfront farm wedding venue is a picturesque escape that embodies rustic charm and natural beauty. As you step onto our sprawling property, you're enveloped by the tranquility of the countryside, surrounded by the gentle lapping of the water against the shore.

Hemlock Farm is the perfect rustic venue for a beautiful summer wedding. Known for its stunning weddings and annual Christmas tree selection, this charming farm offers a warm and welcoming atmosphere. Weddings take place in front of the picturesque red barn, surrounded by family and close friends. Hemlock Farm also offers the freshest fir Christmas trees and greenery, making it a family-friendly destination year-round. Celebrate your special day in a setting that combines rustic charm with heartfelt hospitality at Hemlock Farm.

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!

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.

BOOK YOUR 2023 WEDDING BEFORE MARCH 15TH AND GET $1,000 OFF! We only host weekend weddings, so estimates given are for Friday - Sunday morning. 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.

Whether you’re searching for a place where the wildflowers meet bohemian whimsy, or you’re envisioning a traditional upscale wedding where your ceremony is performed in the glow of the sun setting. We are a place where you can express your custom unique vision and bring your matrimonial dreams to life. There are two different ways to celebrate your wedding weekend here at Wylder. Depending on headcount and date availability, we have two options to fit your needs. 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!

Immerse yourself in unmatched elegance and charm at the Queen Anne Event Center, nestled within the breathtaking Hyatt Place Kent Narrows & Marina, where every detail is thoughtfully curated to surpass expectations and create enduring memories against the backdrop of stunning waterfront vistas. Elevate your next gathering, wedding, or conference with our versatile 4,000 square feet of indoor meeting and event space, perfectly suited for both professional and social gatherings. Step outside onto our 3,000 square feet of additional patio space, offering picturesque views that enhance any outdoor event. Whether accommodating up to 150 guests in our expansive Queen Anne Ballroom or hosting intimate gatherings in our stylish Meeting Room or the Narrows Boardroom, our venue is designed to meet your every need.

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.

The Barn at Honey’s Harvest Farm sets the perfect scene to gather with your friends and family to celebrate your wedding day. Established in 2009, our awe-inspiring venue boasts the wide open views of our permaculture farm located in Lothian, Maryland, just a short drive from Washington, D.C., Baltimore, MD, Northern Virginia and Annapolis.

Pier450 is a beach-chic hospitality destination with a cleverly appointed boutique motel, world-class casual fine dining restaurant, outdoor and indoor wedding spaces, natural gardens, and a spacious beach. Easily accessible to Washington, DC, and Baltimore — with no Bay Bridge traffic — Pier450 is set amid a pastoral collection of farmland and marinas just minutes from St. Mary’s College and across the river from Virginia’s popular Northern Neck.

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!

Picture your dream day by the waterfront along the Chesapeake Bay at our award-winning Annapolis wedding venues. Our indoor and outdoor spaces are perfect for intimate ceremonies and receptions. Choose from multiple venues across three charming inns and find the right space to match your theme and style. We offer full-service catering to satisfy any taste, with dishes inspired by the rich history of Annapolis. If you're planning a military wedding, we're moments from the Naval Academy in Annapolis, making arrival seamless and convenient. Our professional planners will help attend to every detail, from audio-visual support to helping you pick the perfect package. Our three historic inns offer a unique blend of Victorian character and modern amenities, making them the perfect place to relax and explore all Annapolis offers. Just steps from the Maryland State House and the United States Naval Academy, our inns are within walking distance of all the city's attractions.

A beautifully unique space with 60 foot ceilings where the combination of sky lights, string-lights and over 600 pieces of artwork create a perfect atmosphere. Your guests will be in awe when they see your ceremony and cocktail space!

One of our largest venues, Capitol Ballroom, welcomes 460 loved ones for a banquet-style reception. Our contemporary styling, wave wall accents and neutral colors will enhance your special day. With our award-winning catering team, rest assured your dining will impress family and friends.

The Hampton Inn & Suites Annapolis is the perfect place to host your wedding guests. Our comfortable rooms, including a spacious suite for the bridal party, offer a relaxing stay. With convenient amenities like free Wi-Fi, a complimentary breakfast buffet, and waived parking fees for group guests, your wedding party will be well-cared for.

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.

Sunnybrae Mansion offers a historic and elegant setting for weddings. The venue features grand architecture, beautifully landscaped grounds, and a stately atmosphere. Sunnybrae Mansion's commitment to personalized service and attention to detail ensures a timeless and sophisticated celebration for couples and their guests.

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.

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.

Great Oak Manor sits on the banks of the Chesapeake Bay on Maryland's Eastern Shore. The Georgian Mansion has twelve large guest rooms and a Carriage House. Because we are on the Bay, most weddings are waterfront on our expansive lawn with tented receptions. Smaller weddings and receptions might be held in our Conservatory.