Brampton Inn

Little slice of Heaven nestled in the heart of Maryland's Eastern Shore.

This Chestertown Bed and Breakfast's meticulously tended grounds and gardens provide the perfect setting for guests looking for a restful escape. Immerse yourself in the natural beauty of the Maryland coastal plain and find your inner peace at Brampton Inn.

Star Rating

Orange starOrange starOrange starOrange starHalf white star

powered by
TripAdvisor Traveler Rating

Classic homestyle with a special touch.

What it's like

Brampton Inn sits on 35 acres of picturesque gardens, meadows, and forests. With peace and tranquility, gracious hospitality, fine food, and comfortable accommodations as their guiding principles, this property delivers an experience nothing short of magical. A stay here is much more than just a vacation — it's a lifelong memory to cherish forever.

Independent spirit

Authenticity. Beauty. Comfort. Service.

Small touches

Brampton Inn offers 13 unique accommodations, including seven spacious rooms in The Manor House and six private cottages in the woods. No matter which accommodation you choose, you'll enjoy luxurious amenities such as private ensuite bathrooms stocked with high-quality bath products, comfortable beds wrapped in deluxe linens, Smart TVs, and high-speed WiFi. As a guest, you'll have access to the entire property, including the communal parlor rooms with fireplaces and games to play, the expansive gardens, and the welcoming dining room where you'll enjoy homemade breakfast and afternoon treats.

Eat and drink

Brampton Inn shines in every category, but the breakfast is a head above the rest! With an à-la-carte menu of freshly prepared items that changes daily, you're sure to start your day off right. Both savory and sweet dishes find their way onto the menu, all made from locally sourced ingredients. Dietary restrictions? No need to miss out! The staff at Brampton Inn happily accommodates most preferences with 24-hour notice. Enjoy your breakfast in the Manor House dining room, or request delivery if you stay in one of the private cottages. In the afternoon, be sure to stop by the Manor House for tea and a tasty homemade treat. And when your time at Brampton comes to a close, be sure to ask for some of their favorite recipes — they're happy to share!

And more

Brampton Inn welcomes its four-legged guests with open arms! Two designated pet-friendly cottages are perfectly set up for your canine best friend (pets fees apply, subject to availability). Just like for their human guests, this bed and breakfast goes above and beyond, offering complimentary homemade dog treats, a water bowl, and extra towels and blankets. Your pup is guaranteed a great time exploring and sniffing new smells at this 35-acre retreat with woods, fields, and a pond.

Back to top

Rooms & Rates

Back to top


Located less than two miles from Chestertown, the Mid-Atlantic's most charming historic town.

Back to top


Guest Services

  • Complimentary WiFi
  • Complimentary parking
  • Complimentary electric vehicle charging stations
  • Dog-friendly accommodations available (fees apply, please contact hotel directly to book)

Eat & Drink

  • Complimentary breakfast (served daily, front porch or dining room)
  • Complimentary in-room breakfast delivery (cottages only)
  • Tea time and social hour (served daily, dining room)
  • Onsite dining packages available (please contact hotel directly for more information)

Fitness & Recreation

  • Brampton Library with books, games, and jigsaw puzzles 
  • Outdoor seating area
  • Fire pit 

In-room amenities

  • Bath products
  • Hairdryer
  • Smart TV
  • Individual climate control
  • Living room or seating area
  • Gas fireplace, wood-burning fireplace, or wood-burning stove (winter months only)

Cancellation policy

Reservations must be canceled at least 14 days prior to arrival to receive a refund of the deposit amount, equal to one night's room and tax, less a $50 cancellation fee. Cancellations made within 14 days of arrival can either transfer the stay to different dates or receive a voucher for the total deposit amount. Cancellations made within 7 days of arrival will result in forfeiture of the total deposit amount. Cancellations made within 72 hours of arrival will result in forfeiture of the total booking amount. For multiple room bookings, holidays, or special events (including Washington College graduation, Washington College Parents Weekend, Tea Party Weekend, Dickens Festival Weekend, and Downrigging Weekend), reservations must be canceled at least 30 days prior to arrival to receive a refund of the deposit amount, equal to one night's room and tax, less a $50 cancellation fee per room. Cancellations made within 30 days of arrival will result in forfeiture of the total booking amount. Please note that there are no exceptions to these policies. Travel insurance is encouraged if you have any doubts or concerns regarding your ability to travel. Please contact the Brampton Inn directly if you have any questions regarding their cancellation policies.
Back to top