Brampton 1860 Bed & Breakfast Chestertown Exterior photoBrampton 1860 Bed & Breakfast Chestertown Exterior photoBrampton 1860 Bed & Breakfast Chestertown Exterior photo
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From337US$ /night
Check-in
18Apr2026Select date
Check-out
19Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

25227 Chestertown Road, Chestertown, Maryland, United States, 21620
-
Near MassoniArt Gallery
Perfect
9.5
/10
4.9
4.9
/5

Accommodations

Brampton 1860 offers rooms, suites, and cottages that accommodate up to four guests. The accommodations include king, queen, and twin beds, along with thoughtful amenities such as wood-burning fireplaces and jetted tubs. Guests have access to the entire property, including gardens and parlor rooms.

Dining Experience

A full a la carte breakfast is included for all guests each morning, along with afternoon tea featuring freshly baked treats. The hotel collaborates with local wineries, providing opportunities for wine and cheese tastings. Guests can also enjoy picnic dinners and dining packages featuring locally sourced ingredients.

Wellness Offerings

Brampton Inn provides a relaxing spa experience by partnering with Park Row Floats for float sessions and couples massages. Guests can further unwind with a trip to the infra-red sauna or enjoy an immersive experience at the salt cave. The hotel also offers yoga services and wellness packages for an enhanced stay.

Unique Experiences

The hotel partners with Crow Vineyard & Winery for exclusive vineyard tours, including tastings of fine wines and local produce. Craftsmanship workshops are available, allowing guests to create heirloom-quality furniture. Additionally, guests can participate in seasonal packages for romantic getaways or themed events.

Location Highlights

Situated on 35 acres of landscaped grounds, Brampton 1860 is in close proximity to Chestertown's historical sites and scenic waterfront. The inn offers easy access to local attractions, including art galleries and shops. Nearby outdoor activities include hiking and boating on the Chester River and the Chesapeake Bay.

Highlights

Accommodations: Rooms, suites, and cottages available

Dining: Full a la carte breakfast served daily

Wellness: Couples massages & spa treatments

Unique Experiences: Tours at Crow Vineyard & Winery

Location: 35 acres of landscaped grounds

Must-do experiences

  • Visit the historic Chestertown Tea Party Festival in May.
  • Savor a crab cake sandwich at Evergrain Bread Company.
  • Explore the stunning landscapes at Wilmer Park.
  • Check out the Chestertown Farmers Market on Saturdays.
  • Discover local art at the ArtSpace of Chestertown gallery.
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Select your room type

Brampton 1860 Bed & Breakfast offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Superior King Room
2 persons
400 sq. feet 
1 King-size bed
Shower
Heating
King Room Disability Access
2 persons
380 sq. feet 
1 King-size bed
Shower
Heating
Deluxe Queen Room
2 persons
400 sq. feet 
1 King-size bed
Shower
Heating
Deluxe King Room
2 persons
400 sq. feet 
1 King-size bed
Fireplace
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Facilities

Brampton 1860 Bed & Breakfast offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.4/10Review score

General

  • No smoking on site
  • Parking
  • Concierge desk
  • No pets allowed
  • Adults only
  • Fireplace
  • Smoke detectors
  • Electric vehicle charging station
  • Fire extinguishers

Guest Parking

  • Electric kettle
  • Cookware/ Kitchen utensils

Services

  • Pet amenities available
  • Housekeeping
  • Tours/Ticket assistance

Dining

  • Snack bar
  • Picnic area/ Tables
  • Special diet menus

Business

  • Meeting/ Banquet facilities

Children

  • Board games

Spa & Leisure

  • Sun terrace
  • Garden area
  • Leisure/ TV room

Room features

  • Free Wi-Fi in rooms
  • Air conditioning
  • Sitting area
  • Terrace
  • Garden furniture
  • Tea and coffee facilities
  • Dining table

Self-catering

  • Electric kettle
  • Cookware/ Kitchen utensils
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Brampton 1860 Bed & Breakfast Location

25227 Chestertown Road, Chestertown, Maryland, United States, 21620
Map view
25227 Chestertown Road, Chestertown, Maryland, United States, 21620
Explore Chestertown
Explore Chestertown
Top Attractions
Activities
Dining
Entertainment
Chestertown Historic District
30 minutes' walk
Historic charm with colonial buildings and cobblestone streets. A great area for photography and local shopping.
Gibson Center and Tawes Theatre
25 minutes' walk
A cultural hub featuring live performances and art exhibitions. Check the schedule for upcoming shows.
Cassinelli Winery & Distillery
Cassinelli Winery & Distillery
25 minutes' walk
Local winery offering tastings and tours. Enjoy the scenic views while sampling handcrafted wines and spirits.
Wilmer Park
30 minutes' walk
A picturesque park with walking paths and picnic areas. Ideal for families to relax and enjoy outdoor activities.
Paddleboarding on the Chester River
10 minutes' drive
Rent a paddleboard for a fun day on the water. The scenic river views and wildlife make it a great outdoor adventure.
Yoga Classes at Local Studios
5 minutes' drive
Relax and rejuvenate with nearby yoga classes suitable for all levels. Reservations recommended for preferred times.
Chestertown Farmers Market
30 minutes' walk
Enjoy fresh local produce and artisan goods. Open on weekends, it's a social hub for visitors and residents alike.
Cycling on Scenic Trails
10 minutes' drive
Explore nearby cycling paths that offer beautiful landscapes. Bike rentals are available at local shops.
Bravissimo!
10 minutes' drive
Italian cuisine in a quaint setting. The handmade pasta and seasonal ingredients make for a delightful dining experience.
The Kitchen at the Imperial
10 minutes' drive
Casual dining with locally sourced dishes. A great spot for brunch with vegetarian-friendly options and craft beers.
Blue Heron Restaurant
10 minutes' drive
Fine dining experience focused on seafood. Outdoor seating with river views makes it perfect for romantic evenings.
Evergreen Tavern
10 minutes' drive
A cozy pub atmosphere featuring classic American fare. Known for their craft cocktails and lively weekend crowd.
Garfield Center for the Arts
30 minutes' walk
Local theater hosting various performances, including dramas and musicals. Check their calendar for family-friendly shows.
Chestertown Coffee Company
25 minutes' walk
Charming café with live music events on weekends. A perfect spot to unwind with a coffee or pastry.
RiverArts Gallery
30 minutes' walk
Showcases local art and hosts community events. An engaging space for art lovers and families alike.
The Fish Whistle
10 minutes' drive
Casual dining with a lively bar scene. Known for its seafood and regular trivia nights.
Getting around
City Centre
Chestertown30 min  ·  1.6 mi
Airports
New Castle (ILG)119 min  ·  49.0 mi
Martin State (MTN)205 min  ·  84.6 mi
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Property information and rules
Check-in
from 15:00-19:00
Check-out
from 08:00-11:00
Guest Parking
Private parking is possible on site for free.
Internet
Wireless internet is available in the hotel rooms for free.
Breakfast
The hotel Brampton 1860 provides visitors with a free full breakfast. 
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
13
Former name
brampton bed and breakfast inn

Reviews and Ratings

Feedback about Brampton 1860 Bed & Breakfast from previous guests about their experience.
Review score
Based on 23 verified reviews
8.7/10
Great
83%
Recommend
Cleanliness
10.0/10
Comfort
9.7/10
Facilities
9.4/10
Free Wi-Fi
7.5/10
Location
9.7/10
Staff
9.5/10
Value for money
8.7/10
Guest reviews
based on 15 reviews
9.5/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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FAQs
About Brampton 1860
What are the check-in and check-out times at Brampton 1860?
Check-in is from 15:00 and check-out is by 11:00.
What nearby attractions can I visit while staying at Brampton 1860?
Nearby attractions include Crow Vineyard and Winery (3 km), Chestertown historic district (3 km), and Sassafras River (4 km).
Does Brampton 1860 offer on-site dining options?
The hotel features an on-site snack bar serving refreshments.
What amenities are available in the guest rooms at Brampton 1860?
Rooms are equipped with free Wi-Fi, air conditioning, a DVD player, and a private bathroom with toiletries.
What breakfast options does Brampton 1860 provide?
À la carte and American breakfast options with warm dishes, fruits, and juice are available.
How far is Brampton 1860 from New Castle Airport?
The hotel is 77 km from New Castle Airport.
What recreational activities can I enjoy at Brampton 1860?
Guests can enjoy walking tours and utilize the picnic area on-site.
Is there a spa available at Brampton 1860?
The hotel offers on-site spa services.
What types of accommodations does Brampton 1860 offer?
The hotel features rooms in a historic manor house and secluded cottages.

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Rooms and Guests2 Guests, 1 Room