Brampton Inn has partnered with local businesses to bring a curated collection of special events for our guests to enjoy! From pop-up alfresco dinners on the Renaissance Terrace to sunset cruises on the Chester River to Afternoon Tea on the veranda! We always ensure that extra touch for our guests from a concert pianist playing in the background to working with our partners to develop a signature Brampton cocktail to enjoy during the event!

In addition to scheduled events, Brampton offers the opportunity to rent the entire Inn and Estate for your own event! Whether you’re celebrating a holiday, anniversary, wedding, reunion, or birthday, milestones are meant to be shared with family and friends. What better way to bring everyone together than a getaway to Maryland’s Eastern Shore? Brampton Inn offers an experience you can’t find elsewhere. Your guests will love strolling the beautiful outdoor gardens, playing games in the parlor rooms, and gathering in the dining room for homemade breakfast and afternoon tea, lounging on the wrap-around porch and terrace and gathering around the firepit in the evening.  We are also located just minutes from the best Eastern Shore of Maryland attractions. Spend the day exploring historic Chestertown or set sail along the Chesapeake Bay. After a fabulous day of adventure, reconvene at the inn and reflect on the amazing time you had! A beautiful and fun destination is a great way to bond with loved ones, especially when you’re all staying in the same place.

Work with our venue coordinator to create an unforgettable time that your family will always cherish. Experience your getaway to the fullest when you rent our historic event venue in Maryland!

Brampton Inn isn’t just for family events. We’re also a perfect venue for small corporate retreats and meetings and group wellness getaways!


Plated salad
Feasting Over Fire Dinner Series

Brampton Inn Feasting Over Fire Dinner Series

Experience a quintessential Eastern Shore tradition and join us for an open-fire cauldron dinner that is a love letter to what’s in season.

Set on the scenic alfresco Renaissance Garden terrace, Chef Kurt Peter from Chesapeake Chef Service is firing up the flame to create an imaginative, robust menu to celebrate the diverse seasonal abundance of local farmers, watermen, cheesemakers, vintners, and brewers to highlight the subtle changes of flavor throughout the season. Also, enjoy a live music by a concert pianist!

Available September 13th and October 12th at 6pm – 8pm. Price is $120 per person plus lodging. If you would like to book the event without booking a room reservation, please click here to make your reservation.


3 people on bow of boat watching the sunset.
Brampton's Ship-to-Shore Experience!

Brampton’s Ship-To-Shore Experience with Chester River Packet Company

The Brampton Inn invites you to catch the sunset aboard the Chester River Packet Company’s, 1920’s-style, 65-foot touring yacht on a 2-hour cruise. This immersive experience allows guests to mingle and unwind with a refreshing cocktail while nibbling on an artisanal charcuterie board featuring premium cured meats, assorted cheeses, complete with a variety of seasonal accompaniments from local purveyors. Learn about Chestertown’s storied past, view the beautiful Chester River waterfront, and take in a tale of two of Brampton’s times gone by. The evening is complete with a live musician, performing a medley of soothing music that blends with sounds of the night falling on the river.

Available September 5, November 7 and December 5, 2023 – 4pm – 6pm. Price is $65 per person plus lodging. If you would like to book the event without booking a room reservation, please click here to make your reservation.



Women's feet in festive slippers in front of fireplace Thanksgiving at Brampton Bed and Breakfast
Plan a Special Family Holiday

Home-Away-From-Home During the Holidays!

Are you welcoming friends and family to Maryland’s Eastern Shore to celebrate Thanksgiving and the holidays this year? Enjoy merry times with family and loved ones and spark new traditions at the Brampton Inn! The 35-acre country estate is aglow for the season, with twinkling lights and festive décor, making it an ideal location to escape, reconnect and recharge. A buyout can sleep 30 family members or friends. Groups will enjoy our staff’s full attention and a welcoming intimate atmosphere, including exclusive use of all common areas. Envision making lasting family memories around our firepit or by the glow of the wood-burning fireplace in the library or parlor. Plan joyful family dinners in our spacious dining room. You can engage the expertise of our Venue Coordinator to design an Itinerary according to your individual ideas, which offers one-of-a-kind opportunities that make for a memorable stay, while leaving a lasting impression for anyone on your list well beyond the new year!

Buyouts of the 35-acre property require a four-night minimum stay for either November 22 – 26 or December 22 – 26 (additional dates can be added). To discuss buyout options, contact our Venue Coordinator at

Cast Your Vote!


We are honored to announce that Brampton Inn has been nominated in the “2023 Best of the Best Chesapeake” awards for the category of “Best Bed and Breakfast”!
Voting is open now through September 29th. Please Share the love by casting your vote daily!
Vote Now