Brampton Bed and Breakfast Inn

25227 Chestertown Road , Chestertown, MD 21620-3944 USA (Show map) Diamond Collection

Professionally Inspected & Certified Diamond Collection


Award Winning Chestertown Inn on 20 acres with unforgettable suites and scrumptious breakfasts! Indulge in the luxuries of modern life at our 19th century antebellum plantation in Chestertown, MD. An historic Chesapeake Bay bed and breakfast offering the luxurious amenities today's traveler deserve: en-suite baths with 2 person whirlpool tubs, body-jetted showers, steam showers, heated towel bars and Japanese style ofuro soaking tubs. Loose yourself in comfy surroundings at our Eastern Shore bed and breakfast with wood-burning fireplaces, fluffy robes, flat screen TVs with DVDs, and free Wi-Fi. Enjoy a memorable a-la-carte gourmet breakfast delivered to your cottage, or served in the formal dining room of our Chestertown, MD inn. Our Chestertown Bed and Breakfast is the ultimate romantic oasis on Maryland’s Eastern Shore, located on 20 wooded acres and gorgeously landscaped gardens. Visit nearby St. Michaels and Annapolis, both an easy 1 hour drive from our romantic Maryland getaway. Our Chesapeake B&B was the only Bed and Breakfast in Maryland selected by National Geographic Traveler for it’s first-ever, annual “Stay List”. The editor’s list included just 150 properties in the United States, Canada, and the Caribbean. When searching for romantic cottages in Maryland, a Chesapeake Bay inn, or an Eastern Shore bed and breakfast, there is one clear choice, The Brampton Inn.




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  • Guest room5.0
  • Service5.0
  • Value4.7
  • Cleanliness5.0
  • Onsite Dining4.9

Wonderful romantic weekend

5 on May 01, 2017

Enjoyed a quiet honeymoon weekend at the Brampton Inn with delicious breakfasts and wonderful afternoon tea and pastries. The innkeepers were accessible without being intrusive, and the little extras such as towel warmers, custom soaps and quality linens were a pleasure. The grounds were quiet and perfect for an early morning walk. We look forward to returning.

Lovely Getaway

4.8 on November 16, 2014

We stayed at the Brampton Bed and Breakfast in the Blue Room. Very clean. Grounds are lovely. Best muffins and pastries ever. They feature an endless supply of delicious cookies, coffee & teas. Limited TV selections but who needs that? We dined at the Blue Heron - lots of locals and delicious food. JR's Pub in town was also a top pick.

Breathing Again

5 on September 04, 2014

We had a wonderful weekend at the Brampton. Stayed in one of the out-buildings and it was perfect. The breakfast was just great, the people made us feel like we lived there and the other guests were interesting and of various ages. It was a last minute trip for us and just what we needed to face the fall and head back to school (both of us are educators). Just go...

Beautiful Site

5 on September 03, 2014

We recently stayed at this inn for two nights on a holiday weekend. We had the Sophie Suite. The experience was delightful. The room was large with a nice sized bathroom which had a shower and a jetted tub for one person. The air-conditioning was very quiet, the bed was comfortable, and the sheets were very soft. The suite had a sitting room with 2 chairs and a TV. There were windows all along the side of this room, so it was very nice. My only complaint was that the TV was very small and placed in the sitting room at an awkward location. It was difficult to sit in one of the chairs and watch TV. I would have preferred for TV to be in the room with the bed. Another option would be to put a second larger TV in the bed room. This inn has a very large wrap around porch with tables, chairs, and two swings. It was delightful to sit on this porch any time of the day. We chose to each breakfast outside each morning. Breakfast varies daily, but includes fruit, juice, coffee or tea, and an egg type dish or something like pancakes or waffles. You can also get oatmeal or eggs any style. Excellent breakfast! Another nice touch they have is that from 4 to 5 each day, they serve lemonade and ice tea along with a sweet treat and another type of treat such as quiche. A glass of sherry is also available beginning at 5 pm. Coffee and tea are available 24 hours. This site is a short drive from Chestertown and the waterfront. We found nice restaurants in Chestertown and in Rock Hall which is about 12 miles away. The family that owns the inn was very nice and accommodating. I would definitely go back.

Biking Fun

5 on August 19, 2014

We return year after year for the fun of biking we say on wonderfully flat and beautiful roads. But really we return for the friendly reception of the staff and the wonderful breakfasts, tea and cookies. It is an anchor to our rest and relaxation each May. Though we might have to start going more often we have such a good time. Thank you Danielle for your beautiful home and wonderful staff.

Very Peaceful. Loved it!

4.8 on July 10, 2014

A beautiful old building that was original except for the bathrooms. Lovely grounds and a fantastic porch. Room was wonderful. Sheets were the softest I ever felt. Danielle was very nice. Breakfast was superb. Air conditioning was fine. Will definitely stay there again.

Great B&B Stay

5 on June 08, 2014

Just ask about the possible bike tours that are in for weekend as breakfast could be noisy if they are, however they served us on the porch where it was quiet and relaxing. One of the few B&B's we've stayed that we would actually come back again. It's a stand out place!

Another wonderful stay at the Brampton Inn

4.6 on January 06, 2014

This was our second New Year's Eve stay at the Brampton Inn, and it was as perfect as the first. Every detail was right, from the warmth and professionalism of the owners and staff to the comfort of the accommodations. The breakfast was absolutely superb as well. Our only complaint is that we could only stay one night!

Wonderful 25th Anniversary!

5 on January 04, 2014

We celebrated our 25th anniversary at Brampton Inn and couldn't have been more pleased with the accommodations, service, and staff! Everything was absolutely "top-drawer" - not just the ambiance, but the warm attention from the staff (and owner), the out of the ordinary food, the snacks and the MUSIC piped into the dining room! Fireplaces in each room! And we brought our 2 cocker spaniels and they were as welcomed as we were! We are delighted and would heartily recommend this to anyone for a relaxing and beautiful getaway! Cathy & Ben Raphael, Newark, DE

A wonderful weekend

5 on October 29, 2013

We just wanted to get away from the stress and it was a delightful experience. Everybody was so nice, the breakfast was great and the room- Sophie's Suite was beautiful. Nice little touches such as local toiletries, make-up towels... afternoon tea and day-long coffee and homemade cookies. The grounds were very beautiful and peaceful and the historic house perfectly preserved.Close to town too. The best!

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Rooms & Rates

Yellow Room

Spacious 2nd floor manor house room with 4 large windows and views of the front park.

  • Maximum Capacity: 2

Red Room

Grand 3rd floor manor house room with 5 large windows and views of the front and side park.

  • Maximum Capacity: 3

Sophie's Suite

Two room suite in 1832 manor house wing.

  • Maximum Capacity: 2

Green Room

Grand 3rd floor manor house room with 5 large windows and views of the front park.

  • Maximum Capacity: 2

Simone's Retreat

Elegant 2nd floor room in the 1832 manor house wing is reached through its own steep, private staircase. Please note: This room is not suitable for very tall guests or those having trouble navigating steep stairs.

  • Maximum Capacity: 2

Fairy Hill Suite

Two story suite with downstairs sitting room and upstairs bedroom and bath.

  • Maximum Capacity: 3

Russell Cottage

Private cottage room in original 1860 smoke house.

  • Maximum Capacity: 2

Sunrise in the Garden Cottage

Large Garden Cottage room.

  • Maximum Capacity: 2

Sunset in the Garden Cottage

Spacious garden cottage room with private entrance.

  • Maximum Capacity: 2

Olivia's Cottage

A private cottage at the edge of a meadow.

  • Maximum Capacity: 2

Mulberry Cottage

A very private cottage at the edge of a woods.

  • Maximum Capacity: 2

Apartment Cottage

A contemporary cottage.

  • Maximum Capacity: 2

Blue Room

Bright and spacious manor house room with 5 large windows overlooking the front and side park.

  • Maximum Capacity: 2

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Location Type

St. Michaels, Easton, Annapolis, Oxford, Rock Hall, Countryside


Baltimore, MD (BWI-Baltimore Washington) 50 miles

Directions to property:

1 mile West of Chestertown on Rt. 20.

Area Attractions

Antique Shopping, Art Galleries, Beach, Gourmet/Fine Dining, Historical interests, Live Music, Movie Theater, Museum, National/State parks, Nature area, on National scenic byway, Eastern Neck National Wildlife Refuge, Historic Chestertown, Washington College, Chesapeake Bay, Rock Hall, Performing Theater, Picnic area, Religious Services, River, Winery

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Inn Details

Establishment type

Historic Inn

On-site amenities

Amenities Basket, Board games, CD player, Computer, Conference Rooms, DVD Player, Electric vehicle charging, Library, Microwave, Telephone, VCR, Videos, Wedding Facilities, iPhone docking station , all guest rooms with fireplaces

Room amenities

Air conditioning, Bath robes, Ceiling fans, Coffee/Tea facilities, Desk, Fireplace, Fridge, Hairdryer, Hot tub/whirlpool tub, Ironing Board, Private entrance, Radio, TV, Wi-Fi

On-site activities

Bicycle rental, Bicycle riding trails, Bird watching, Boating, Canoeing, Fishing, Golfing, Hiking trails, Horseback riding, Horseshoes, Hunting, Kayaking, Sailing, Shopping, Sight-seeing, Swimming, Tennis courts

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  • Check In:: 3 - 7pm
  • Check Out:: 11 am
  • Open All Year Round: Yes
  • Smoking Allowed: No
  • Drinking Allowed: Yes
  • Alcohol Provided No
  • Suitable For Children: Limited
  • Childcare Provided: No
  • Guest Pets Allowed: Prior approval required two cottages are pet-friendly
  • Disabled Access Limited

Terms and Conditions

  • Minimum Stay: 2 nights on weekends, 3 on holidays
  • Accepted payments AMEX, VISA, Discover, Mastercard, Cash
  • Deposit Amount Required: $150.00
  • Cancellations: All reservations require a $150 deposit per room. The balance is charged 14 days prior to your planned arrival date for single room bookings. For holidays, special events such as Washington College graduation and multiple room bookings, the balance will be charged 30 days prior to your planned arrival date. We do understand that plans can change and in case they do please note: For a single room booking: Your deposit minus a $30 cancellation/refund fee will be returned up to 14 days prior to the scheduled arrival date. Regardless of the reason there is NO refund and the reservation can NOT be moved to another date for a cancellation received less than 14 days prior to the arrival date. For holidays, special events such as Washington College graduation and multiple room bookings: The deposit minus a $30 cancellation/refund fee per room will be returned up to 30 days prior to the scheduled arrival date. Regardless of the reason there are NO refunds and the reservations can NOT be moved to another date for cancellations received less than 30 days prior to the arrival date. For Elopements and Intimate Weddings the terms and conditions of the signed agreement apply. We highly recommend trip insurance such as or if you are worried about an unexpected emergency.
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Danielle Hanscom and Rita Scardino

Languages spoken

Swiss - German, English, French, German

Resident Pets

outside cats

About the innkeepers

Lucas and Rachel Hanscom are the second generation innkeepers taking care of the guests at the Brampton Bed and Breakfast Inn.

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  • Time Served: 8:30 AM - 10 AM
  • Serving Location: Front porch, Dining Room, Guest room

Special meal options

Low fat , Restrictive , Vegetarian gluten-free, vegan

Signature Dish

Favorite Eggs
Caramelized onion, rosemary and smoked Gouda omelet


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Special Package

Putt, Paddle & Pedal Package

Summer is all about experiencing the great outdoors! We have put our favorite outdoor adventures into one convenient package with 3 adventure-packed days of golfing, kayaking, and biking. Use promo code: PPP when booking at

Thank You Teachers!

To show our appreciation for making a difference in children’s lives, teachers can enjoy two nights of bliss at our inn, afternoon tea and a full breakfast at a special rate! Starting July 5th, save $50 on a two-night stay. Use promo code: ITEACH to book online.

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