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.

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!

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.

We have 4,500 square feet of indoor space; this includes our cozy tasting room and adjacent event space. The event space also gives you access to the cupola where you’ll have a 360-degree view of the estate winery. It’s quite spectacular! We also have nearly 3,000 square feet of covered, wrap-around porch. It too, is an equally great space and overlooks various fields. You’ll often see our Grape Vine Patrol Squad (rescue dogs) out walking in the fields. We have eleven in all, and their job is to patrol the vineyards and keep out prey. They’re all friendly, enjoy meeting new people and being petted. In addition, feel free to inquire about using acreage surrounding the tasting and production facility for your private event. Rental cost varies with size of event (i.e. number of guests). Contact us for availability and more details about event space rental.

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.

Wildflower Estate is the Eastern Shores newest Boutique Luxury Event Venue, where rustic charm meets timeless elegance. We offer an intimate space for you to share life’s most important moments with the ones you love and care about! We are your ideal location for charming moments such as weddings, rehearsal dinners, bridal showers, and many other intimate events. Featuring 30ft one-of-a-kind ceilings, large wooden beams, and over 20 large windows for natural light, Wildflower Estate is a charming and unique venue for you to experience with your family and friends during the moments that are most important in life!

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.

The Shores of Cedar Point is situated on a large farm and is located on the North River in Mathews county Virginia. The Bride and her bridal party use part of the 1930's brick home to get ready in. The Groom and his bridal party have a separate room and is located a short walk away near the barn. The remodeled rustic barn is just a few more steps away with a fixed dance floor and twinkle lighting. We provide white padded chairs and tables for 150. We have another covered site for inclement weather. Ample parking and majestic scenery for you and your guest to enjoy as they meander down past cows and goats to the wedding site. For Saturday weddings the Friday before is blocked off so the wedding party can come in a decorate and have their rehearsal at no extra charge. The pergola was designed to capture sunset between the pillars overlooking the river, to make those everlasting memories.

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.

Dawn On the Chesapeake is an exquisite outdoor venue designed for elegant events. Nestled along the waterfront, our location exudes intimate and romantic charm, perfectly complemented by a stunning Mediterranean-style mansion that serves as both a picturesque backdrop and the home for our spacious getting-ready suites.

The Lower Shore’s ideal setting for your special event is the versatile and accommodating Community Center at the Pocomoke City Volunteer Fire Company. The Community Center features over 11,000 square feet of space in four distinct areas designed with flexibility in mind. All areas are fully ADA compliant. The Center’s Director will assist you every step of the way from event planning through successful completion. In addition, the Auxiliary is also available as a catering option, or you may wish to hire an approved outside caterer.

Welcome to Brüdergarten, your local haven for craft beers, delicious drinks, and vibrant gatherings. Whether you're here to enjoy unique brews, cozy up by the fire pit, or host a memorable event, our beer garden offers the perfect atmosphere. With indoor and outdoor areas, games, and an inviting vibe, Brüdergarten is the ultimate spot for relaxation, celebration, and connection. Join us for an unforgettable experience!

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!

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.

Welcome to Venue 54, Delmar, Maryland’s premier wedding and event venue. Our weekend rental includes overnight accommodations at Bungalow 54, ensuring a relaxed and seamless celebration for you and your guests.

We are a family owned and operated venue that brings you a unique kind of care. We will do everything we can to personalize your event. If you have a unique request, chances are we can make it happen! We offer a variety of different services based on the unique talents within our staff and the interests of our clients. We are committed to making your events as beautiful and special as they could possibly be. Not only will you have a unique experience at The Barn, but it will be a day that you always remember. We only support one event per weekend, which means it’s all yours!

Mimosa Barn is a stunning wedding venue that is located in Cape Charles, VA. This structure is surrounded by 17 acres of sprawling fields and foliage. The fairy tale property is home to osprey, herons, and bald eagles. This romantic destination is situated on the edge of Eyre Hall Creek on the eastern shore of Virginia. Nearby are the charming local communities of Cape Charles and Cheriton, offering convenient places to visit or stay during a getaway. The owners of this property are proud to present their turn-of-the-century building for a wide range of events. Soak in the unique culture of this historic Chesapeake Bay area community.

Since 1971, Ware River Yacht Club has been a premier sailing and social club in Gloucester, VA. Located on the picturesque Ware River and close to the Mobjack Bay, WRYC offers a variety of sailing opportunities, from day sailing on our fleet of Laser, Opti and Albacore sailboats or cruising on our keel boats. A very popular education program allows youth and adult members to learn to sail or enhance their skills through lecture and on-water experience. Members enjoy an active social program, including racquet sports, holiday events, the annual oyster roast, gameday and musical gatherings. The club is also available for special events, such as weddings and birthdays, for members and non-members alike. If you are looking to get involved in a fun social club, or if you have a passion for sailing too, the Ware River Yacht Club is for you! Come join us!

Flora Corner Farm, a working farm in southern Maryland, offers a tranquil setting for weddings and parties. Just 1.5 hours from Washington D.C., Annapolis, and Virginia, the farm features fields of soybeans, corn, and sunflowers, providing a beautiful backdrop for both barn weddings and intimate garden ceremonies. Perfect for smaller events, FCF can also accommodate up to 130 guests on its lawn. Recent bride Jessi K raves about the farm and its owners, praising their dedication and attention to detail in creating a perfect wedding experience.