Brampton Bed and Breakfast Inn

A place you won't want to leave.


A place you won't want to leave.

Brampton Inn Facade
Brampton Inn outdoor firepit
Brampton breakfast-avocado-toast
Brampton Olivias Screenbath
Brampton Food Tea
Brampton Inn Holiday
Brampton Manor House at Dusk
Brampton Inn Garden Terrace
Brampton Inn Sunrise Cottage
Brampton Inn Fire Pit
Brampton Inn YouTube





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The Basics


The Inn is a peaceful escape just one mile outside the historic town of Chestertown. This romantic bed and breakfast skillfully blends the splendid sophistication of a historic, 19th-century country estate with modern amenities and comfortable elegance. Join us for an unforgettable experience! Brampton Inn offers thirteen unique accommodations, including seven spacious rooms and suites in our beautiful manor house and six private cottages. They are the perfect setting for a romantic retreat.

At a Glance

  • Pet Friendly
  • Smoke-Free
  • Fireplace or Fire Pit
  • Cabins/Cottages
  • Weddings/Events
  • Hot Breakfast
  • Romantic Getaway
  • Tesla Charger

In the Know

  • Chestertown's art galleries, restaurants, farms, wineries and shops offer amazing experiences throughout the year
  • Guided nature walks at Eastern Neck Wildlife Refuge take you to inaccessible areas and amazing wildlife sitings
  • Enjoy outdoor activities from nature walks to bike rides to exciting kayaking and sailing adventures all within a few miles

  • Don't miss Adkins Arboretum!

Stay for the Story

Guest service and experience are Brampton Inn's number one priority and are instilled in everything we do from providing luxury linens and amenities to sourcing fresh foods locally to amazing outdoor landscapes of Maryland's Eastern Shore.

Sip & Savor

Here are a few things to sip & savor when you visit…

Try the amazing brunch at the Kitchen at the Imperial Hotel
Try the wood-fired pizza and other classic Italian dishes at Luisa's Cucina Italiana
Enjoy American cuisine at Osprey Point Restaruant

See & Do

Here are a few things to see & do when you visit…

Visit the Eastern Neck Wildlife Refuge, a birders paradise
Set sail with Blue Crab Sailing Charters
Shop like a local at the Chestertown Farmer's Market

Packages and Special Offers

VALID THROUGH: Mar 17 2024

Brampton's St. Paddy's Weekend!

Whether you're Irish or just Irish at heart, prepare to embrace the luck of the Irish as we celebrate with shamrocks, leprechauns,...See More

Brampton Bed and Breakfast Inn

Chestertown, MD


VALID THROUGH: Mar 31 2024

Elegant Easter Weekend

Join us for a delightful Easter weekend at Brampton Inn! Indulge in a scrumptious brunch, go on an Easter egg hunt, and...See More

Brampton Bed and Breakfast Inn

Chestertown, MD


VALID THROUGH: Jan 31 2025

Wine Country Date Night Special

Get ready for the ultimate date night experience! Escape the city and come to Maryland’s Eastern Shore to enjoy luxurious accommodations in...See More

Brampton Bed and Breakfast Inn

Chestertown, MD


VALID THROUGH: Jan 31 2025

Military and Veteran Discount

The Brampton Inn is proud to support our Military members, both past and present. In an effort to say thank you we...See More

Brampton Bed and Breakfast Inn

Chestertown, MD


VALID THROUGH: Jan 31 2025

Treasured Romance Cottage Package

Who says romance can only happen in February? Brampton Inn’s luxurious Treasured Romance package is worthy of any celebration and offers you...See More

Brampton Bed and Breakfast Inn

Chestertown, MD


Guest Reviews

The Brampton is a very special place! My husband and I have been going for years and we love the Mulberry cottage. It’s cozy, relaxing and quiet. Cookies greet you inside the main house and tea time is a fav. Breakfast is always wonderful and the owners are warm & welcoming. We also had dinner delivered to our cottage…chili one night and seafood pot pie the next. We never...See More

- Erika Nash

This was our 1st time staying at the Brampton B&B. From the time I booked my stay, up until our check-out the staff was very pleasant, friendly, and engaging. The breakfast that was brought to our cottage every morning was delicious. We enjoyed the Christmas dinner, which did not disappoint. The food & dessert was on point. The portions was more than enough. We will definitely be returning during...See More

- Tammi Phillip

All I can say is WOW! The Brampton Inn is amazing. The grounds are beautiful. The inn is absolutely gorgeous. We stayed in the Fairy Hill Sweet and it was incredible. The only downfall was it wasn't fireplace season yet. I purchased a romantic getaway package that included lunch the second day as well as dinner with wine the second night. Plus staying in a suite or cottage gets...See More

- Jeremy Durst

We had a great time at the Brampton Inn and the staff and location were terrific. We stayed in the Robin’s Nest cottage which accommodates large dogs like ours and it was fine but a little sparse on rugs and pictures on the walls. It didn’t look that way on the website and maybe there was a reason they removed some of the decorative items. It felt a little...See More

- Alan Kirk

My wife and I recently revisited the Brampton Inn. We’ve been there several times and have always had a great experience. Since last time, they have added some outdoor hardscaping and a large gas fire pit. The breakfast is what’s fantastic. Tea and fresh desserts in the afternoon are delicious. The staff is always friendly, helpful, and great to chat with. A great stay and we’ll certainly be back...See More

- Brian Sharman

Rooms & Suites

# of Rooms: 13

Room Amenities: Air Conditioning, Bathrobes, Hair Dryer, USB Charging Stations, Alarm Clocks, Antique Furnishings

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For information on ADA accessibility for the facility or its rooms, please contact the property directly.


Smoking Policy: Smoke free

Family Friendly: Welcomes children over the age of 12

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Food & Wine

Meals Offered: Breakfast, Dinner, Lunch

Special Diets Accommodated: Yes

Restaurant on Premises: No

Dining Amenities: Complimentary Afternoon Tea/Refreshments, Complimentary Beverages, Complimentary Early Coffee Tea, Complimentary Snacks, Picnics Available, Special Diets Accommodated

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Guest Services

Internet Service: Wireless

Front Desk/Security: Business Hours

Corporate Rates: Yes

Inn Amenities: Hot Breakfast, Cabins/Cottages Available, Free Onsite Parking, Full House Rental Available, Gardens on Property, Green Environmentally Friendly, LGBTQI+ Friendly, Meeting Space Available, National Historic Registry, Weddings & Events Available, Wine/Spirits Available

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Weddings & Celebrations

Wedding/Reception/Event Facilities: Indoor, Outdoor

Events Supported: Private Parties, Ceremonies, Receptions, Rehearsal Dinners, Bridal Luncheons, Elopements, Baby Showers, Tea Parties

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Business Travel & Meetings

Meeting Types: Business Meetings, Retreats

Meeting Facilities: Yes

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Location Type: Rural, Small Town/Village