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Brampton Bed and Breakfast Inn

25227 Chestertown Road
Chestertown, MD 21620

Phone 410-778-1860

EmailContact by Email

The award-winning Brampton Inn is a peaceful escape just one mile outside the historic town of Chestertown. This romantic Maryland bed and breakfast, skillfully blends the splendid sophistication of a 19th-century country estate with modern amenities and comfortable elegance.

This lovely Chestertown, MD bed and breakfast features beautiful guest rooms and cottages with whirlpool tubs, wood-burning fireplaces and glorious views, providing the perfect setting for a romantic getaway. The a-la-carte breakfast is graciously served at individual tables in the elegant dining room, or delivered to you in the privacy of your cottage.

The food is freshly prepared using whenever possible organic fruit and vegetables from our own garden. The baked goods are legendary and recipes are shared freely. Danielle is a proud member of the Eight Broads in the Kitchen.

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$200-299, $300+

  • Cash
  • Visa
  • MC
  • AmEx
  • Discover
  • Gift Certificates

Weekends, Holidays, Peak Season


Over 12


Rural, Small Town/Village


  • Free Onsite Parking
  • Gardens on Property
  • GLBT Friendly
  • Green/Enviro-Friendly
  • National Historic Registry
  • Tesla/Electric Vehicle Charging Station


Outside Only


Outside Only



The rooms, suites and cottages at our Chestertown Inn have been appointed with your comfort in mind.

All our guest rooms have private en-suite bathrooms, individually controlled air-conditioning, comfortable sitting areas, flat screen TVs with DVD player, fluffy towels and robes and lovely bath amenities. They are all uniquely decorated and have working fireplaces for you to enjoy during the cooler season. Guests staying in the cottages may choose to have their breakfast delivered in the morning. 

  • Apartment
  • Cottages
  • Non-Smoking Rooms
  • Suites

Queen, King



  • Air Conditioning
  • Antique Furnishings
  • Bathrobes
  • Fireplaces
  • Hairdryers
  • Luxury Linens
  • Whirlpool or Jacuzzi
  • Ironing Boards

  • CD Players
  • Video Library

More about our rooms

Our plentiful, freshly prepared a-la-carte breakfast will sustain you well into the afternoon. Served in our formal dining room or delivered to your cottage upon request. We use local free-range eggs and as many fruits and vegetables from our own organic garden. 



Individual Tables, Communal, Flexible Times



  • Special Diets Accommodated
  • Vegetarian Options

  • Complimentary Beverages
  • Afternoon Tea/Refreshments
  • Complimentary Snacks
  • Early Coffee/Tea
  • Picnics Available
  • Room Service

More about dining at our inn

  • Antique Shopping
  • Art Galleries
  • Biking
  • Boating
  • Canoeing/Kayaking
  • Culinary Classes
  • Fishing
  • Garden Tours
  • Golf
  • Hiking/Nature Trails
  • Historic Sites
  • Horseback Riding
  • Hunting
  • Library
  • Museums
  • Rivers/Lakes
  • Shopping
  • State/National Parks
  • Tennis
  • Winery Tours

More on what to do at our inn

More info on our packages

Brampton Intimate Wedding

An all inclusive ceremony and reception for up to Twenty.

Elopement - Just the Two of You!

An elegant elopement for the two of you.

A perfectly quiet environment for focused small business meetings and retreats.

  • Business
  • Family Reunion
  • Social








  • Onsite Catering

Indoor, Outdoor



Congratulations on your engagement! Now the planning begins for your big day. The Brampton's elegant 1860 plantation house and landscaped gardens are perfectly suited for your small Chestertown, Maryland wedding, elopement or renewal of vows, creating a memorable and romantic setting for your special day. We can host your intimate event of up to 20 guests in our formal parlor, garden or on our massive wrap around porch. Newly offering a "Brunch" wedding for up to 14 guests.

  • Ceremony
  • Receptions

  • Indoor
  • Outdoor


More about our weddings services

Check out the recipes on our website

Brampton Good Morning Waffle

This waffle is crunchy on the outside, soft in the center and light as air. It’s the perfect vehicle for one of your favorite toppings yet absolutely fabulous served just with maple syrup. The batter can be made the evening before and refrigerated. In the morning remove from refrigerator and let sit for 30 min. before cooking them in a Belgian waffle maker.

Brampton Inn Dutch Babies

One of the easiest sweet breakfast options we offer at the inn. Our guests always request the recipe for this pretty dish.

Brampton Porch Iced Coffee

For the Java addict a refreshing cold coffee drink for hot summer days.

Chesapeake Bay Crab Roll

Lobster roll move over! This Chesapeake Bay Crab Roll is absolutely delicious!

Maple Ice Cream

This is wonderful all by itself but it is really wonderful served on the side of blueberry pancakes or a berry waffle.

Olive - Ricotta Cheese Puffs

Finger food, like these puffs, are very popular with our guests for afternoon tea.

Pumpkin ~ Chocolate Chip Muffins

This is a wonderful muffin that tastes best a day after it was baked. The flavors are more intense.

Summer Afternoon Minty Iced Tea

A refreshing summer drink without caffein.

Swiss Bircher Muesli

This is very close to the muesli I grew up with in Switzerland adapted for my home in the United States.