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All 12 Chestertown B&Bs / inns

Brampton Bed and Breakfast Inn

25227 Chestertown Road, Chestertown, MD 21620
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99%
Ranked #2 of 12 Chestertown B&B and Inns
Certificate of Excellence 2014
GreenLeadersGold level
A recent review
5 of 5 stars reviewed 2 days ago
Christina F Westminster, Maryland
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313 people have reviewed this hotel

Traveler rating
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Rating summary
  • Sleep Quality
    5 of 5 stars
  • Location
    4.5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (52)
Date | Rating
  • English first
  • Any
English first
Westminster, Maryland
1 review
5 of 5 stars Reviewed 2 days ago NEW

My boyfriend and I stayed over the weekend in Simone's Retreat. It was our first bed and breakfast experience and it was everything we could have hoped for and more. We felt so relaxed and at home. Such a quiet, beautiful and peaceful setting. The staff was very welcoming and friendly. The rooms were beautiful. The sheets and pillows were... More

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Baltimore Md
Senior Contributor
22 reviews 22 reviews
3 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 1 week ago NEW

As usual was another great experience at the Brampton. The service and breakfast was exceptional The Help and the place are above normal Such a nice relaxing place and in a quaint little town with some great seafood restaurant s. Better book early as the place is usually full but not crowded.

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danithode, Owner at Brampton Bed and Breakfast Inn, responded to this review

Dear George and Paula, it is a pleasure to welcome you back year after year. Thank you for being such loyal and wonderful guests. More

Brookfield, Connecticut
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 1 week ago

We just got back from a three night stay at the inn! We were in Olivia's meadow which is in it's own little quaint but luxurious world of it's own! Very spacious and yummy, women will understand that description when they see it. There is an old fashioned porch swing by the front door, so cute but then a modern... More

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danithode, Owner at Brampton Bed and Breakfast Inn, responded to this review

Nothing pleases us more than to know that our guest’s expectations were met. Thank you. More

Peru, Vermont
Reviewer
4 reviews 4 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 1 week ago

Quiet and beautiful setting. Grounds and gardens are well kept. Nothing formal or stuffy and the staff is helpful and pleasant, but not too overbearing. The cottages are more expensive but particlarly nice. We love staying here when visiting Chestertown.

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danithode, Owner at Brampton Bed and Breakfast Inn, responded to this review

Thank you. We feel incredibly fortunate to have an amazing staff working with us. Here at the Brampton we can only offer the level of service we do with the talent and dedication of our employees. More

Morgantown PA
Top Contributor
116 reviews 116 reviews
47 hotel reviews
64 helpful votes 64 helpful votes
5 of 5 stars Reviewed 2 weeks ago

If you do not arrive in time for the afternoon, tea the hostess will put samples of her SUPERB baked goods in your room for arrival. A historic estate with the main house and outbuilding guest rooms done in excellent taste. Fresh cookies, coffee, & tea available throughout the day. Expect great service, wonderful food and new found friends. We... More

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danithode, Owner at Brampton Bed and Breakfast Inn, responded to this review

Thank you for the kind review. It's very much appreciated. More

Godalming, United Kingdom
1 review
5 of 5 stars Reviewed 4 weeks ago

Travelling from the United Kingdom, we were looking for a week's accommodation in the Chestertown area and, having done a bit of research and being most impressed with Rita's helpful and prompt communication with us, opted to stay at Brampton Inn. This proved to be a very good decision as, from the moment we stepped through the door until the... More

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danithode, Owner at Brampton Bed and Breakfast Inn, responded to this review

Thank you for your wonderful review and I hope your return to England was uneventful. More

Washington DC, District of Columbia
Contributor
15 reviews 15 reviews
18 helpful votes 18 helpful votes
5 of 5 stars Reviewed June 11, 2014

Wow! There is peace in the valley...this lovely inn took me by complete surprise...you literally cannot make this place better. From the lemonade and tea cakes laid our for the afternoon, the decanter of sherry across from the endless cookie tray, the lovely decor of the main rooms and the fan-driven porches, to your lovely room and firm bed...why haven't... More

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danithode, Owner at Brampton Bed and Breakfast Inn, responded to this review

Thank you for your charming review. It made me laugh! We are certainly here if you need help with a "mess". More

Kansas City, Missouri
Reviewer
3 reviews 3 reviews
5 of 5 stars Reviewed June 8, 2014

Supremely private, luxurious, lush garden cottage with decadent breakfasts delivered each morning makes for a remarkably romantic get-away. Nearby Chesterton is a quaint little town with cute stores and yummy restaurants, and area marinas offer sailing and sunset cruises. Best R&R trip ever!

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danithode, Owner at Brampton Bed and Breakfast Inn, responded to this review

Thank you! More

Charlotte, Nc
Contributor
20 reviews 20 reviews
12 hotel reviews
16 helpful votes 16 helpful votes
4 of 5 stars Reviewed June 6, 2014

My husband and I were returning South after a week in New York and wanted to stay in the Chesapeake Bay area in hopes of finding a spot that offered soft shell crabs (our favorite!). We read about the The Brampton Bed and Breakfast Inn on Tripadvisor and booked our stay. We were greeted by our hostess who had done... More

Was this review helpful? Yes 1
danithode, Owner at Brampton Bed and Breakfast Inn, responded to this review

The soft shell crab is a treat enjoyed during late spring and early summer. We are so glad you had a chance to enjoy them during the short period when they are available. More

Danville, OH
Senior Reviewer
8 reviews 8 reviews
4 hotel reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed May 31, 2014

The first thing you notice as you drive up to the Brampton is the massive brick plantation house and the amazing front porch. It reminded me of the plantation houses near Savannah. This was our second visit to the Brampton and it was every bit as enjoyable as the first. We love historic properties, and this one has that well... More

Was this review helpful? Yes
danithode, Owner at Brampton Bed and Breakfast Inn, responded to this review

Thank you for your compliments and kind words. We are delighted to hear your that your second visit was as enjoyable as the first one. More

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Additional Information about Brampton Bed and Breakfast Inn

Address: 25227 Chestertown Road, Chestertown, MD 21620
Phone Number:
Location: United States > Maryland > Chestertown
Price Range (Based on Average Rates): $$$
Reservation Options:
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Also Known As:
Brampton Hotel Chestertown

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Amenities

Business Center with Internet Access Free Breakfast Free High Speed Internet ( WiFi ) Free Parking Pets Allowed ( Dog / Pet Friendly ) Suites Wheelchair access
Official Description (provided by the hotel)
Discover an historic and award winning bed and breakfast in Chestertown, MD. Our romantic Chestertown, Maryland hotel is situated on 35 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, fluffy robes, flat screen TVs, and free Wi-Fi. Treat someone special to the most romantic setting of any of Maryland’s Eastern Shore inns. ... more   less 
Number of rooms
12

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