We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
$25 Amazon.com Gift Card Get yours when you book a hotel on TripAdvisor and review your stay!

Brampton Bed and Breakfast Inn

Show Prices
Certificate of Excellence
GreenLeadersGold level
Book on TripAdvisor
Trusted partner. We work with to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
Enter dates for best prices
powered by PriceFinder
Check In Check Out
1 room 2 adults 0 children
Book on
or compare prices from up to 200 sites including:
Professional photos
Brampton Bed and Breakfast Inn
View Map
{"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","moduleList":["handlers","shims"],"js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","shims":"(ta.prwidgets.getjs(this,'shims'))"}},"containerClass":null}
Add Photo Write a Review

561 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Language
Showing 561: English reviews
Baltimore, Maryland
1 review
5 of 5 stars Reviewed yesterday NEW

This was a wonderful Bed and Breakfast that truly lived up to its name. We felt like we were right at home. The grounds were beautiful and the room was cozy and comfortable. In addition, the breakfast and tea were amazing. We will definitely be back.

Helpful?
Thank dawnblake30
wilmington
1 review
5 of 5 stars Reviewed 5 days ago NEW

I loved my stay here. It was for my first anniversary. We stayed in russles cottage. Beautiful room, amazing bed, sheets, pillows. I will be getting those sheets for christmas. The whole place was beautiful. Relaxing! Details everywhere. Even the way the toilet paper was folded. We will be back

Review collected in partnership with this hotel

Helpful?
Thank AmandaThatcher
Pennsylvania
Level Contributor
8 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 5 days ago NEW

This was the 4th stay for my husband Charlie and I, but the first time we've stayed in the main house. We will definitely do that again! Our first time stay several years ago was a gift from our family for our wedding anniversary. We invited friends to join us this time, who had never been to the inn previously,... More 

Helpful?
Thank jrichcreek
Exton, Pennsylvania
Level Contributor
13 reviews
11 hotel reviews
common_n_hotel_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed 6 days ago NEW

This is the cleanest historical property imaginable. I started off with a clean pair of socks right out of the bag, and after walking around all day and night they were still spotlessly white! The Bed and Breakfast has a great entrance and beautiful, but not too ‘flowery’ gardens. The check in process was smooth, with a quick tour of... More 

Helpful?
Thank Michelle B
Swoyersville
Level Contributor
6 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 5 helpful votes
4 of 5 stars Reviewed 1 week ago via mobile

As we drove into the charming, woodsy grounds, we realized this was going to be very different from our typical overnighter. We typically do east coast cities. This was more like a rural setting from the nineteenth century. From the initial walk-around to the smooth exit, the staff couldn't be more gracious and accommodating. The rooms were spotless and well... More 

Helpful?
Thank Lcalabro
Level Contributor
9 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 1 week ago

First and foremost, I am and was familiar with Chestertown, MD, before finding this diamond in the rural rough. This classy stay makes the quaint charm of this small, historic town all the better. But to focus: you will not want to explore Chestertown once you arrive. The Brampton Bed and Breakfast Inn is just that good. That said, luckily,... More 

Helpful?
Thank Ebon K
Mount Laurel, New Jersey
1 review
5 of 5 stars Reviewed 1 week ago

Wonderful facility (we took a cottage), great food, lovely people. Couldn't have been better. We are gluten-free and they had no problem accommodating us. Very relaxing time with side trips to Chestertown, Rock Hall, and Annapolis.

Review collected in partnership with this hotel

Helpful?
Thank charlesplisa
Gaithersburg, Maryland
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 1 week ago

This is our second stay at the Inn. We stayed in the Red Room which was lovely and very quiet. There was nothing but top quality in the room and bathroom. The shower was to die for. We were served a delicious ample breakfast each morning which always included a choice of the main dish. We enjoyed the selection of... More 

Review collected in partnership with this hotel

Helpful?
Thank ltsoule
rachelhanscom, Manager at Brampton Bed and Breakfast Inn, responded to this review

I'm so happy to hear that you liked the Red Room, the cookies and breakfasts, and the lovely Rita. Thanks so much for taking the time to write a review. We do appreciate it! With kind regards, Rachel and the whole Brampton team More 

Philadelphia, Pennsylvania
Level Contributor
4 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
4 of 5 stars Reviewed 1 week ago

We were visiting family who sail from Rock Hall, Maryland, and stayed at the Brampton Inn. This is our fourth stay, and as in the past everything was great from the inn itself to the staff. I highly recommend the Brampton Inn - the rooms are lovely, the public areas tasteful, and everyone who works there goes out of their... More 

Helpful?
Thank williamsjg3
rachelhanscom, Manager at Brampton Bed and Breakfast Inn, responded to this review

Thank you so much for your review! We're glad to hear that you enjoyed your stay. Thank you also for your feedback on the sign. Lucas took a look at it after receiving your review and there was a bulb out that we hadn't noticed. We try to keep up with these things but every once in a while, an... More 

Hamilton, Virginia
Level Contributor
7 reviews
4 hotel reviews
5 of 5 stars Reviewed 1 week ago

We have been staying at Brampton Inn several times each year for over twenty years. We love the staff, the inn, the food - the entire experience is wonderful. It is always delightful to be visiting our home away from home in Chestertown.

Review collected in partnership with this hotel

Helpful?
Thank Roni7Virginia
rachelhanscom, Manager at Brampton Bed and Breakfast Inn, responded to this review

We are always so happy to see you! Thanks very much for taking the time to write a review. We hope you'll come see us soon! Warmly, The Hanscoms and the whole Brampton team More 

Questions? Get answers from hotel staff and past guests. Ask a question

128 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All Traveler Photos (88)
Viewed
Hotel & Grounds (21)
Viewed
View from Room (4)
Viewed
Room/Suite (27)
Viewed
Dining (3)
Viewed
Bathroom (1)
Viewed
0:48
Videos (2)
Viewed
Other (30)

Management photos: Courtesy of the property manager

Viewed
All Management Photos (40)
Viewed
Hotel & Grounds (4)
Viewed
Dining (11)
Viewed
Room/Suite (9)
Viewed
Bathroom (2)
Viewed
Business Center/Function Rooms (1)
Viewed
Other (13)
Check In Check Out
Hotels you might also like...
Also consider these accommodations in or near Chestertown
1.7 mi away
Holiday Inn Express Hotel & Suites Chestertown
1.8 mi away
Quality Suites
Quality Suites
#2 of 2 in Chestertown
4.0 of 5 stars 106 reviews
20.4 mi away
The Inn at Chesapeake Bay Beach Club
Show Prices
Show Prices
Show Prices
20.8 mi away
Kent Manor Inn
Kent Manor Inn
#1 of 2 in Stevensville
4.5 of 5 stars 225 reviews
18.7 mi away
Hilton Garden Inn Kent Island
7.0 mi away
Great Oak Manor
Great Oak Manor
#2 of 12 in Chestertown
5.0 of 5 stars 309 reviews
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities

Highlights
  • Free Breakfast
  • Free High Speed Internet ( WiFi )
  • Free Parking
GreenLeadersGold level
About the property
  • Non-Smoking Hotel
  • Wheelchair access
Room types
  • Suites
  • Non-Smoking Rooms
  • Accessible rooms
In your room
  • Air Conditioning
Internet
  • Free Internet
  • Free High Speed Internet ( WiFi )
Services
  • Free Breakfast
  • Multilingual Staff
  • Free Parking
  • Business Center with Internet 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 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. ... more   less 

Additional Information about Brampton Bed and Breakfast Inn

Address: 25227 Chestertown Rd, Chestertown, MD 21620-3944
Location: United States > Maryland > Chestertown
Price Range: $237 - $316 (Based on Average Rates for a Standard Room)
Number of rooms: 13
Reservation Options:
TripAdvisor is proud to partner with Booking.com, Priceline, Agoda and Odigeo so you can book your Brampton Bed and Breakfast Inn reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.
Also Known As:
Brampton Hotel Chestertown
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing
Enter dates for best prices
Check In Check Out
Price Your Stay