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Brampton Bed and Breakfast Inn

Certificate of Excellence
GreenLeadersGold level
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25227 Chestertown Road, Chestertown, MD 21620
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Labor Day Getaway
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1 room 1 guest
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Brampton Bed and Breakfast Inn
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379 Reviews from our TripAdvisor Community

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Traveler rating
    349
    28
    1
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    1
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26
288
4
4
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 (75)
Date | Rating
  • English first
  • Any
English first
  • All months
    (379)
  • Mar-May only
    (100)
  • Jun-Aug only
    (129)
  • Sep-Nov only
    (92)
  • Dec-Feb only
    (58)
All months
Westwood, NJ
1 review
5 of 5 stars Reviewed yesterday NEW

We regularly come to Chestertown/Rock Hall for a get away but this is the first time we have stayed at the Brampton. It won't be our last. The Inn is beautiful, the staff are the perfect level of attentive and the breakfast was special and delicious.

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Baltimore, Maryland
1 review
5 of 5 stars Reviewed 3 days ago NEW

Brampton is a great getaway if your looking to relax and unplug. It is very quiet and scenic. The breakfasts are fantastic and you can have it delivered to your room or go to the inn for breakfast dining. If you need a place that allows dogs, they have one apartment that will accommodate. We look forward to a return... More 

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Washington DC, District of Columbia
1 review
5 of 5 stars Reviewed 4 days ago NEW

Within hours of our arrival, we felt at home and were already planning our next visit. We stayed in the dog-friendly Apartment, where our border collie settled in right away. We went for several long walks and enjoyed the beautiful grounds and landscaping, as well as frequent deer sightings. Breakfasts were amazing, with fresh eggs, locally grown organic fruit and... More 

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

Dear DCProfessionals, Thank you for your lovely review. I'm glad you and your furry companion enjoyed your stay. Living on the Eastern Shore and very close to the Chesapeake Bay forces us to look at our impact on the environment very carefully. This is one of the reasons we try to be as green as we possible can. We look... More 

Portland, Maine
Level Contributor
4 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 5 helpful votes
4 of 5 stars Reviewed 4 days ago NEW

A decent place to stay. Admittedly I'm not into the B&B experience: too much forced awkwardness. But this place made it much easier than I thought. Breakfast was much more akin to a restaurant than a typical B&B. Pros: 5 minute drive from "Downtown" Chestertown. Nice employees (Danielle in particular) Good food Quiet location Modern amenities - hot water, etc... More 

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

Dear malibuswo, I very much appreciate your feedback. The screen door was indeed noisy and it is fixed. My husband had noticed the problem earlier and took care of it. I apologize for the pushy behavior of our cat. He is normally pretty well behaved and charming. It is good to hear that overall your experience at the Brampton was... More 

Latrobe
Level Contributor
4 reviews
5 of 5 stars Reviewed 5 days ago NEW

This was our third stay at the Brampton Inn. We stayed in the yellow room and had a wonderful time. We feel like we are coming home when we stay here. The staff is always friendly and helpful with suggestions for things to do and restaurants to go to while staying in Chestertown. We enjoyed our visits with Squeaky the... More 

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

Dear dsduda, It's great to hear you had another great visit and enjoyed Squeaky's company. He is our sweet outdoor cat who takes his job as concierge very seriously. Thank you for taking the time to write your lovely review. We appreciate it very much. Danielle More 

Fairfax, Virginia
2 reviews
5 of 5 stars Reviewed 6 days ago NEW

Chestertown is a wonderful small town with circa 1700's buildings and a rich history. The hotel is just minutes from the center of town in the midst of the multiple corn fields. The entry off the street is inviting, with a lovely archway of natural shrubs; but, don't bring the super-wide SUV, you might not be able to fit through.... More 

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

TotalT, thank you for your lovely review. Chestertown is one of Maryland's best kept "small town" secrets. It has the second largest collection of restored 18th century buildings in the state and only Annapolis has more. It is the home of Washington College ca. 1782, 10th oldest college in the US and it is a wonderful place to live. I'm... More 

virginia
Level Contributor
5 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 12 helpful votes
5 of 5 stars Reviewed 1 week ago NEW

My husband and I have been together for 10 years now. I wanted to do something a little different for his birthday this time around, and we've never been to a bed-and-breakfast. The idea of leaving the kids at grandma's so that we can escape for a couple days sounded like a wonderful way to end our summer (my summer,... More 

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

Dear fellinlove, Thank you! To be able to provide a secluded oasis for you and your husband to celebrate his birthday and your anniversary is a wonderful privilege. Please know, how utterly amazing your review made everybody who works and lives at Brampton feel. Thank you so very much! More 

Bel Air, Maryland
Level Contributor
4 reviews
5 of 5 stars Reviewed 1 week ago

What a lovely way to spend time together. To sit on the wrap-around porch, with a cool glass of iced tea, overlooking the lush gardens, was such a treat and I will surely return there in my imagination when the stresses of a busy life take over. We love the traditional decor, the modern bathrooms, the DVD selection, and the... More 

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

Dear teresan477, thank you for your review. It pleases us to no end when we know we hit the mark in providing what our guests are seeking when visiting the Brampton. Peace, relaxation and an interesting area to explore. Thank you for saying it so well. More 

Baltimore, Maryland
1 review
5 of 5 stars Reviewed 1 week ago

I booked the sunrise cottage for my wife and I to spend our honeymoon. We had the best time..... The breakfast is amazing and different every morning, they definitely kept us on our toes with what they'd serve next..... Also the afternoon tea was great to meet the other people staying at the Inn. We cannot wait to go back... More 

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

Dear rb_kace, Congratulations to both of you! It is an honor when honeymooners pick the Brampton to start their life together and we couldn't be happier to hear that you had a great time. More 

Southampton, Pennsylvania
Level Contributor
3 reviews
5 of 5 stars Reviewed 1 week ago

Have wanted to stay at the Brampton for quite awhile--it did NOT disappoint! Breakfast was wonderful, the house a historic and comfortable delight, and the hosts were great--my grandparents were Swiss and the family artwork made me feel right at home.

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

Hi ginny334, we are glad you got to stay and that your visit did not disappoint. I'm always amazed at how many guests have a Swiss connection. I love it! The paintings remind me of "home" as well. More 

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