Just one mile outside historic Chestertown, Maryland, Brampton Inn occupies a 35-acre 19th-century country estate on the Eastern Shore. The romantic boutique hotel features 13 total accommodations, split between seven manor house rooms and six standalone private cottages. Stays include freshly prepared multi-course breakfasts made with local ingredients, served alongside landscaped grounds with wood-burning fireplaces and outdoor seating.
Awards & Recognition
Winner of Best Craft Lodging Property - Mid-Atlantic (2025)Nominated in Best Craft Lodging Property - Mid-Atlantic (2024)
Amenities, Service and Experiences
Biking
EV Charging Available
Fireplaces in All Rooms
Full House Rental Available
Green Environmentally Friendly
National Historic Registry
Breakfast Available
LGBTQI+ Friendly
Pet Friendly
Packages and Special Offers
Grape Expectations: A Playful Plates Party” at Brampton 1860
Brampton 1860Chestertown, MD
With autumn now in full swing, Brampton 1860 invites guests to settle into the season's cozy abundance-orchard fruit, harvest vegetables, Chesapeake flavor, & glasses poured with purpose. Join us for a five-course tasting experience designed to feel warm, polished and delightfully unbuttoned, with just enough Brampton mischief to keep the evening glowing long after the last sip. Wine selections are curated by Monica Connors, WSET® Level 3, ensuring every sip and bite sing. Join us for an unforgettable evening of exquisite food, fine wine, and great company! Space is limited.
October 15, 2026, 6:00 - 8:00pm. “Autumn in Full Swing: A Harvest Supper”
Overnight guests enjoy a 15% savings* off your room rate the night of the dinner.
Limited availability, book your tickets now! Please call us at 410-778-1860 if you would like to book dinner tickets only.
**If you experience a wine you love, we'll have it available for sale by the bottle after the event with quantity discounts!
*Savings on Best Available Rate for the night of the dinner in select rooms/cottages. Can not be combined with other rate types and packages.
The Stay Awhile package is designed for guests who want to slow down and settle in and experience Brampton at an unhurried pace.
Package Includes:
A complimentary Cheese and Fruit board and bottle of bubbly, enjoyed at your own pace
Gourmet breakfast each morning, thoughtfully prepared to ease you into your day
Afternoon social hour, featuring light bites and a daily selection of tea, wine & refreshments
Complimentary Late Check-out to linger just a little longer
Add an in-room massage for even more indulgence. Whether you’re planning a romantic retreat, solo reset or getaway friends, Stay Awhile makes a longer visit feel effortless, indulgent and restorative. For more ways to weave unhurried moments into your stay, explore our Slow Travel at Brampton 1860 blog.
*For stays through November 23, 2026, with a 3-night minimum (consecutive nights) in select cottages and suites. On new reservations only. Not valid with other special offers, packages or through third-party booking sites. Subject to change at any
Escape and relax in the upper Eastern Shore haven of Brampton 1860, the perfect destination for couples or families seeking a traditional Thanksgiving retreat November 25 - 29. Explore the charming streets of our historic town, and you’ll find yourself surrounded by breathtaking natural beauty, family-owned businesses, and a thriving art scene. Click here to read all of the details! During your stay, you’ll be treated to: Champagne, local hand-crafted chocolate and live music welcome on arrival day. A lavish Thanksgiving Day feast, pianist playing during dinner. Decadent daily gourmet breakfast and tea-time treats and homemade cookies! During your stay the Inn will be transformed for the holiday. Plus save 15% off your room rate during your 4-night stay!!
$265 per couple, plus lodging and taxes. Package must be reserved 4 days in advance and requires a 4-night minimum stay, November 25 – 29, 2026, additional nights may be added. Restrictions may apply, based on availability.
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 be greeted with a glass of Champagne upon. Celebrate the arrival with a cruise about the historic Chester River Packet - enjoy live music, appetizers and the sunset onboard. Head back to the in for NYE dinner and uncork the bubbly with an after-dinner countdown! Of course enjoy a delicious full breakfast each morning! Receive 10% off your room rate with this package.
$295 per couple plus lodging and tax. Package must be reserved 4 days in advance and requires a 2-night minimum stay, December 30th-January 1st, additional nights may be added. Restrictions may apply, based on availability.
Get ready for the ultimate date night experience! Escape the city and come to Maryland’s Eastern Shore to enjoy luxurious accommodations in an idyllic country setting, as well as wine tasting, dinner for two, and more! Enjoy… The romantic room or cottage of your choice Wine tasting flight and cheese platter at award winning Crow Vineyard and Winery One of our picnic dinners for two made by our Chef and delivered to your room, a seasonal menu will be provided in advance Complimentary bottle of our featured Crow Vineyard red or white wine A delicious, locally sourced breakfast in the morning Complimentary late check-out at 12 pm Starting at $363 per couple, save $50 depending on dates and room selection. *Available Sunday-Thursday, rates vary by date and room selection. All Cottages and Fairy Hill Suite have a 2-night minimum. Gratuities and taxes are not included in the package price. Must be booked at least 48 hours in advance of stay.
Brampton 1860 has partnered with Park Row Floats for an indulgent, relaxing couples’ experience, Make a Day of It! Feel your tension and stress disappear during this two-hour session!
Your experience begins with a 30-minute Infrared Sauna together. Then separate into private Float rooms to indulge your entire body in a 60-minute Float. Finally, come back together and end with a soothing 25-minute Salt Cave.
Give your mind and body some needed attention while you enjoy a relaxing experience together!
This 2-hour treatment is $305 per couple.
Would you like to add a cold plunge to your experience? Let us know in the Special Accommodations box when you check out. With this your experience begins with in a 1-hour "Fire and Ice" session together in the sauna and cold plunge tank. Then separate into private Float rooms to indulge your entire body in a 60-minute Float. Finally, come back together and end with a soothing 25-minute Salt Cave. This 3-hour experience is only $330 per couple.
* A two-night minimum stay and three-day advance notice are required. Subject to appointment availability 9am - 5pm Thursday - Monday (not available Tuesday and Wednesday). You may request a date/time but it is not guaranteed. Request in the Special Accommodations box when you check out.
**A Float is not possible for two weeks after hair color treatment.**
Grapes to Glass Tour & Tasting is the perfect way to introduce yourself, friends and family to Crow Vineyards winemaking philosophy and wines!
On this private guided tour, you'll explore the farming relationship with the terroir and the unique climate of Maryland's Eastern Shore. Once you learn more about the vineyards and the grapes grown, participate in a tank and barrel discussion with your host. Finally, enjoy a guided tasting paired with the best seasonal produce from local farms, artisanal cheeses from craft cheese mongers and charcuterie made in-house.
Private tour dates and times are subject to availability.
*Please note that we require advance notice of at least 7 days to arrange the tour on your behalf. Please call to check for availability if less that 7 days from your stay.
How does hiding for two nights in a romantic cottage room sound to you? Blissful, we know! Spark the romance with our "Secret Getaway" package and rekindle the passion in your relationship. Getaway and focus on yourselves for a while in your own private cottage!
This two-night special features accommodations in a spacious private estate cottage and includes:
A selection of gourmet cheeses, seasonal fruit and accompaniments upon arrival
A decadent breakfast in bed each morning
A lovely picnic lunch delivered to the cottage at Noon of your second day
To close a perfectly romantic day two, enjoy a locally sourced savory dinner with wine in the privacy of your cottage at 6 pm.
There’s no need to ever leave your room!
This romantic special, with all the experiences offered, starts at $455 per night for the two of you, plus tax.
Love in Every Season at Brampton 1860
Celebrate your love with private‑estate luxury at a preferred rate. —designed for couples who crave intimacy, elegance, and Eastern Shore charm.
Weddings booked during our Champagne Season, enjoy:
10% off your base wedding package
10% off nightly room rates (two-night minimum)
Complimentary Champagne Toast to kick off your celebration in style
From our landscaped gardens to the historic Manor House, every detail is curated to make your day unforgettable. Let our team help you craft a moment that’s as timeless as your love.
Availability is limited—call 410-708-1511 or email wedding@bramptoninn.com and secure your date today!
Valid for the Elegant Wedding and All‑Inclusive Wedding packages on events held select weekends November 2026 through August 2027.
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.
Such a quaint and charming manor! Our room in the manor itself was cozy, roomy and clean. They also have cottages which look private and charming from the outside - we were not inside any of them. The parlors and dining area were cozy and warm with beautiful views of the gorgeous grounds with a pretty patio and outdoor dining area with huge old trees on the property surrounded by woods. We were there during a major rain event but still took a stroll along the vast grounds. The outdoor patio looks comfy and charming. We did spend some time seated on the covered porch under blankets on couches out of the rain - so romantic.
Breakfast was always truly amazing with fresh fruit and fresh-baked goods and a choice of 2 main entrees. Coffee was excellent by the way too. The daily high tea around 4pm always included something warm and savory as well as a fresh-baked cake and delicious cookies. Amazing food!
Everyone was so kind and helpful! We really enjoyed ourselves. Apparently this is also a popular wedding venue… And “Squeaky” the black cat will likely come up to you outside and insist on being petted while he purrs for you…
The historic and charming town of Chestertown and the Chester River (which ultimately connects to the Chesapeake Bay) are just a few minutes away. The Atlantic coast is nearby also. So pretty.
J
James Smolenski6 days ago
5/5
We always enjoy our time at the Brampton Inn and highly recommend both Marley and Mulberry Cottages
K
Kate Ponto2 weeks ago
5/5
My husband, I spent a long weekend at the Brampton Inn early September and it did not disappoint!
We stayed in the Sunrise cottage, which was perfectly quaint and warm.
Being parents of three young children, we spent most of the weekend in the cottage, relaxing in the cozy robes that were provided. We made sure to enjoy the soaking tub and the comfortable king size bed.
We were first welcomed with a small box of chocolates from Bespoke Chocolates, which were to die for. Each morning, breakfast was delivered, and each bite was scrumptious.
We were only minutes from downtown Chestertown and we were able to enjoy the farmers market Saturday morning.
The Innkeeper suggested we visit Crow Winery which was a short drive. We brought a bottle back and sipped it while we sat on the patio, being serenaded by a string quartet you could hear from the main house. The Inn was hosting a small wedding that evening.
It was the perfect getaway to celebrate our anniversary and would recommend it for anyone needing the perfect environment to unwind.
J
Jessica Velez2 weeks ago
5/5
We just had our wedding here and it was absolutely perfect! The location was beautiful, the rooms were so clean and nice, the food was delicious and the staff was amazing. They took care of everything seamlessly, were incredibly friendly, and we couldn’t have asked for a better experience.
K
Kim Royer2 weeks ago
5/5
Had a great stay at the Brampton. The staff was wonderful especially Susan. Location is very close to downtown. The tea/wine time is great- piano player on Friday. Rooms nice and spacious. They have cottages that looked like you could live in them. If we ever come back to chestertown, would stay again.
E
Elizabeth Gordon3 weeks ago
5/5
My boyfriend and I had such a lovely stay at Brampton. The property is absolutely beautiful. Our room was spacious with a very comfortable bed (we stayed in the Green Room). One of the highlights of our weekend was the Elegant Afternoon Tea - the food and the tea were delicious. We loved being able to spend time enjoying the beautiful surroundings without feeling like we needed to be constantly on the go. Brampton was exactly what we were looking for in a relaxing, romantic weekend getaway. We would definitely love to return!
