Brampton 1860

A place you won't want to leave.

4.9

A place you won't want to leave.

4.9
Brampton Inn Facade
Brampton Inn outdoor firepit
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Sailboat on Chesapeake Bay
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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
Carolers at Brampton 1860
Gingerbread Cookies for Oktoberfest
Group gathered for food and wine tasting
Glass of red wine with cheese platter overlooking vineyard
Make a Day of It Spa Package
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The Basics

SELECT REGISTRY MEMBER SINCE 2001

The Inn is a peaceful escape just one mile outside the historic town of Chestertown. This romantic boutique hotel 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!

Brampton Manor House at Dusk

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.

Exterior image of the brick building with trees and shrubs on a sunny day

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: Nov 25 2025

Midweek Autumn Escape Special

Fall into relaxation and Brampton 1860! This season, trade hustle and bustle for serenity and rejuvenation. We invite you to experience the...See More

Brampton 1860

Chestertown, MD

BOOK OFFER

VALID THROUGH: Nov 30 2025

Ultimate Eastern Shore Thanksgiving Getaway

Escape and relax in the upper Eastern Shore haven of Brampton 1860, the perfect destination for couples or families seeking a traditional...See More

Brampton 1860

Chestertown, MD

BOOK OFFER

VALID THROUGH: Jan 01 2026

Cheers to New Years!

Ring in the New Year Brampton 1860 style December 30th-January 1st! Experience Eastern Shore elegance on a 2-night, 3-day getaway. Guests will...See More

Brampton 1860

Chestertown, MD

BOOK OFFER

VALID THROUGH: Feb 09 2026

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 1860

Chestertown, MD

BOOK OFFER

VALID THROUGH: Jul 05 2026

Secret Getaway

How does hiding for two nights in a romantic cottage room sound to you? Blissful, we know! Spark the romance with our...See More

Brampton 1860

Chestertown, MD

BOOK OFFER

VALID THROUGH: Jul 05 2026

Grapes to Glass Tour & Tasting Experience

Grapes to Glass Tour & Tasting is the perfect way to introduce yourself, friends and family to Crow Vineyards winemaking philosophy and...See More

Brampton 1860

Chestertown, MD

BOOK OFFER

VALID THROUGH: Jul 05 2026

Make a Day of It!

Brampton 1860 has partnered with Park Row Floats for an indulgent, relaxing couples’ experience, Make a Day of It! Feel your tension...See More

Brampton 1860

Chestertown, MD

BOOK OFFER

Guest Reviews

Just beautiful! This was our very first trip to Chestertown, and booking the Brampton Inn was pure luck—and the best decision we could have made. We stayed in the Yellow Room and added the “Best of Land and Sea” package, which turned out to be such a perfect choice. The room was gorgeous, spacious, and so comfortable—every detail felt thoughtful and welcoming. From the moment we pulled up and...See More

- Lisa R

We had a wonderful weekend at Brampton. The grounds are absolutely beautiful and peaceful. The staff were helpful and friendly, and breakfasts were amazing and delicious! Our room was clean and beautiful, and we appreciated your attention to details like the mini fridge, bottles of water provided, and luxurious soaps. My husband and I were able to relax and unwind from our busy lives and just enjoy our weekend...See More

- Kelly Baker

Gorgeous retreat, ideal for couples and special occasions. The property is perfectly located only 5 minutes from downtown Chestertown. The grounds are impeccably kept and the rooms are spacious with lots of character. The units have been carefully updated to offer all the modern amenities you would expect while keeping it's historic charm. From the moment you arrive you step back in time and things slow down. You are...See More

- Augusto Cangahuala

The Brampton Inn not only met but exceeded our expectations for a relaxing getaway. The Mulberry cottage was private, quiet, and beautifully appointed. We had plenty of space and the amenities you would expect at a big 5 star hotel. Attention to detail was noted everywhere you looked. The Manor House is beautifully decorated and offered more space to sit, relax and enjoy the property.

- Eileen Saladino

I can’t say enough good things about Brampton! My husband and I first stayed here in 2020, and it’s become our favorite anniversary tradition ever since. We always choose the Mulberry Cottage — it’s the perfect blend of comfort and nature, with central A/C, a cozy wood-burning fireplace, a peaceful garden, and a lovely screened-in patio that makes relaxing effortless. The entire property is beautifully maintained, and the staff...See More

- Mary

Rooms & Suites

# of Rooms: 13

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

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

Policies

Smoking Policy: Smoke free

Family Friendly: Welcomes children over the age of 12

Learn more

Frequently Asked Questions

Does Brampton 1860 in Chestertown, MD offer free parking for guests?
Yes, free onsite parking is available.


Are spa services like massage available during a stay at Brampton 1860?
Yes, in-room massages are offered.


Can Brampton 1860 accommodate dietary restrictions for breakfast?
Yes, special diets can be accommodated.


Is breakfast included at Brampton 1860 in Chestertown, MD, and what kind of breakfast is served?
Yes, breakfast is included. We prepare hot breakfasts, fresh baked goods, and other meals daily from locally sourced ingredients.


What room features are offered at Brampton 1860 in Chestertown, MD (fireplaces, soaking tubs, porches)?
Rooms may include fireplaces, jetted tubs, private decks, private entrances, air conditioning, antique furnishings, Smart TVs, bathrobes, USB charging stations, and more.


Does Brampton 1860 have a restaurant, bar, or lounge onsite?
No, we don’t have a restaurant or pub onsite.


What are the best nearby restaurants for lunch or dinner close to Brampton 1860 in Chestertown, MD?
Here are a few favorite local spots near the inn:
• Kitchen at the Imperial Hotel – a popular spot for brunch.
• Luisa’s Cucina Italiana – wood-fired pizza and classic Italian dishes.
• Osprey Point Restaurant – American cuisine with local flavors.


Are pets allowed at Brampton 1860 in Chestertown, MD?
Yes, pets are allowed in two cottages - Robin's Nest Cottage and Russell's Cottage.


What is the cancellation policy at Brampton 1860 in Chestertown, MD?
Cancellations 14+ days before arrival receive a deposit refund minus $50. Between 8–14 days, you can reschedule or receive a voucher. No refunds within 7 days; cancellations within 72 hours owe the full amount. Special rules apply for holidays/events. See our policy page for details.


Is Brampton 1860 family-friendly, and do you allow children?
Brampton 1860 is a romantic getaway. Children 12 years old or older are welcome. We can accommodate guests younger than 12 years old if you are renting the entire property for an event.


Is there a minimum stay requirement at Brampton 1860 in Chestertown, MD?
Typically a two-night stay is required for weekends and cottages.


What are the check-in and check-out times at Brampton 1860 in Chestertown, MD?
Check-in is 3 pm and check-out is 11 am. Early check-in or late check-out may be purchased in advance and is subject to availability.


How many guest rooms or suites are at Brampton 1860 in Chestertown, MD?
We have 13 accommodations, including rooms in the manor house and private cottages.


What makes Brampton 1860 unique compared to other places to stay in Chestertown, MD?
Guest service and experience are Brampton 1860'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.


Is Brampton 1860 in Chestertown, MD accessible for guests with disabilities?
Accessibility is limited. Russell's Cottage has been renovated to be accessible.


Does Brampton 1860 support sustainable travel (eco-friendly practices, EV charging)?
Yes. We’re eco-friendly and offer EV charging, including Tesla chargers.


Can you host weddings, elopements, or private events at Brampton 1860 in Chestertown, MD?
Yes. We host weddings, elopements, receptions, rehearsal dinners, bridal luncheons, private parties, and more, with both indoor and outdoor venues available.


What are the top attractions near Brampton 1860 in Chestertown, MD?
Guests often ask about nearby attractions. Here are some highlights:
• Eastern Neck Wildlife Refuge – a birders’ paradise.
• Blue Crab Sailing Charters – set sail on the Chesapeake Bay.
• Chestertown Farmer’s Market – shop local produce, flowers, and goods.


Insider Tips:
• Explore Chestertown’s art galleries, wineries, and shops year-round.
• Join guided nature walks at Eastern Neck Wildlife Refuge.
• Enjoy nearby kayaking, sailing, biking, and outdoor adventures.
• Don’t miss Adkins Arboretum!


How far is Brampton 1860 in Chestertown, MD from the nearest major city or airport?
We’re about 54.8 miles from Washington, DC, 28.2 miles from Baltimore, and 71.3 miles from Philadelphia. The closest airport is Baltimore/Washington International (BWI), about 30.8 miles away.


Are there any packages or special offers available at Brampton 1860?
Yes, we offer a variety of packages and special offers, as well as, to enhance your stay. Visit our website for more information.

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

Explore Food & Wine

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

Explore Guest Services

Weddings & Celebrations

Wedding/Reception/Event Facilities: Indoor, Outdoor

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

Explore Event Space

Business Travel & Meetings

Meeting Types: Business Meetings, Retreats

Meeting Facilities: Yes

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Location Type: Rural, Small Town/Village