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Brampton Bed and Breakfast Inn

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Traveller (150)
Room & Suite (48)
Video (1)
Certificate of Excellence


Certificate of Excellence
GreenLeaders Gold level
Discover an historic and award winning bed and breakfast in Chestertown, MD. Our romantic Chestertown, Maryland hotel is situated on 20 beautiful acres with gorgeous gardens, glorious views and scrumptious breakfasts! Unforgettable rooms and suites at our Chesapeake bed and breakfast offer whirlpool tubs, body-jetted showers, wood burning fireplaces, robes, flat screen TVs, and free Wi-Fi. Treat someone special to the most romantic setting of any of Maryland's Eastern Shore inns.
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Property amenities
Free parking
Breakfast included
Free High Speed Internet (WiFi)
Electric vehicle charging station
Multilingual Staff
Non-smoking hotel
Wheelchair access
Room features
Air conditioning
Accessible rooms
Non-smoking rooms
Good to know
Historic Hotel
Great View
Hotel links
Visit hotel website
Offers & Announcements:Winter Special, Save $33%
Hotel packages
100Room tips
Traveller rating
  • 713
  • 48
  • 3
  • 0
  • 1
Time of year
Traveller type
  • Filter
  • English
Popular mentions
We stayed in the Blue Room over St. Patrick's Day Weekend and we had such a wonderful time. The inn is so beautiful and the entire staff was perfectly hospitable. We had never been to Chestertown before, so it was fun to explore new places. The breakfasts were delicious and the
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Property's Favourite Review
We stayed at Olivia's Cottage for a recent weekend. Brampton is a lovely place to stay. The main house is well-maintained with period decor. Landscaping is gorgeous. The wrap-around porch is inviting. They have all the amenities to make you comfortable--the amount of thought
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Response from daniellehanscom, Owner at Brampton Bed and Breakfast Inn
Responded 13 Aug 2018
Thank you so much for your wonderful review! There is nothing better than to hear that our inn provides great food and a comfortable escape to those seeking a quiet getaway. I am incredibly proud of the people who work with us at the Brampton B&B to make our guests feel pampered and spoiled. Danielle Hanscom Thode
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What a lovely find! Spent two nights while exploring the Eastern Shore. Sunset is a beautiful room with lots of space and a cozy working fireplace. Delicious breakfast in a cheerful sunny room. Very special place to unwind!
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We visited the Brampton inn for a quiet birthday weekend. The antebellum house was lovingly restored by the owners and is on the National Registry of Historic Places. That said it is not your fusty B and B with teddy bears and potpourri! Danielle and her staff did everything to
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Consistently wonderful inn to visit in Chestertown. The owners and staff couldn’t be more accommodating. The breakfast is the best B&B breakfast in miles. This is the place to stay if you are visiting Chestertown, Rock Hall and the surrounding area.
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Photo provided by managementBrampton Bed and Breakfast Inn
Brampton Bed and Breakfast Inn
Our suite included a sitting room that looked out over the side yard - very comfy area
We had dinner at Luisa's Italian restaurant. Was delicious. We had brunch at lemon leaf, awesome chicken salad!
1 vote
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Hi Taylor, each room has a TV and a DVD player. FYI, during Memorial Day weekend we celebrate the "Tea Party" festival in Chestertown. It's about history, with re-enactments, a street fair and a whole lot of fun. We look forward to seeing you!
1 vote
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Can we be on your cancellation list for Sept 22-25?
I apologize for the delay in response. Truth be told, I just learned about the "questions" feature! We have 2 rooms available for checking in on the 22nd and checking out on the 25th. Were you hoping to check out on the 26th? Kind regards, Rachel Hanscom, Innkpeeper
0 votes
"All of the rooms are beautiful. In the manor house, you will need to climb the stairs."
"Cottages are more private but from the look of the normal rooms they are beautiful"
"All of the rooms are tasteful and large."
"I liked the third floor with windows overlooking three sides of the property."
"We stayed in the blue room and it was great, privacy, fireplace, everything we wanted."
US$187 - US$309 (Based on Average Rates for a Standard Room)
brampton hotel chestertownbrampton bed and breakfast inn
United StatesMarylandChestertown
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