HTML SitemapExplore
logo
Find Things to DoFind The Best Restaurants

Brampton 1860 — Hotel in Chestertown

Name
Brampton 1860
Description
Elegant 1860 plantation lodging offering polished rooms & cottages, plus gourmet breakfast.
Nearby attractions
Nearby restaurants
Nearby hotels
Related posts
Keywords
Brampton 1860 tourism.Brampton 1860 hotels.Brampton 1860 bed and breakfast. flights to Brampton 1860.Brampton 1860 attractions.Brampton 1860 restaurants.Brampton 1860 travel.Brampton 1860 travel guide.Brampton 1860 travel blog.Brampton 1860 pictures.Brampton 1860 photos.Brampton 1860 travel tips.Brampton 1860 maps.Brampton 1860 things to do.
Brampton 1860 things to do, attractions, restaurants, events info and trip planning
Brampton 1860
United StatesMarylandChestertownBrampton 1860

Basic Info

Brampton 1860

25227 Chestertown Rd, Chestertown, MD 21620
4.0(313)
hotel-provider
hotel-provider
hotel-provider
See all
prices

Ratings & Description

Info

Elegant 1860 plantation lodging offering polished rooms & cottages, plus gourmet breakfast.

attractions: , restaurants:
logoLearn more insights from Wanderboat AI.
Phone
(410) 778-1860
Website
bramptoninn.com

Plan your stay

hotel
Pet-friendly Hotels in Chestertown
Find a cozy hotel nearby and make it a full experience.
hotel
Affordable Hotels in Chestertown
Find a cozy hotel nearby and make it a full experience.
hotel
The Coolest Hotels You Haven't Heard Of (Yet)
Find a cozy hotel nearby and make it a full experience.
hotel
Trending Stays Worth the Hype in Chestertown
Find a cozy hotel nearby and make it a full experience.

Reviews

Things to do nearby

Big Reveal: National Heritage Area Significance and Themes
Big Reveal: National Heritage Area Significance and Themes
Wed, Dec 10 • 9:30 AM
90 East Cross Street, Galena, MD 21635
View details
Lets Do Trivia! at Ten Eyck Brewing
Lets Do Trivia! at Ten Eyck Brewing
Fri, Dec 12 • 6:30 PM
205 Grange Hall Road, Queenstown, MD 21658
View details
A Not So Silent Night Holiday Concert at QAC Centre for the Arts
A Not So Silent Night Holiday Concert at QAC Centre for the Arts
Fri, Dec 12 • 7:00 PM
206 South Commerce Street, Centreville, MD 21617
View details
Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
Wanderboat LogoWanderboat

Your everyday Al companion for getaway ideas

CompanyAbout Us
InformationAI Trip PlannerSitemap
SocialXInstagramTiktokLinkedin
LegalTerms of ServicePrivacy Policy

Get the app

© 2025 Wanderboat. All rights reserved.

Posts

Your browser does not support the video tag.
selectregistryselectregistry
Discover Brampton Inn located on Maryland’s Eastern Shore. 🦀 Here guests can choose from 13 unique accommodations, including seven spacious rooms and suites in the historic manor house and six private cottages. Enjoy 35 acres of landscaped gardens, meadows, and forest to stretch out and relax during your stay. 🔑 #stayforthestory #selectregistry #stayselect #craftlodging
Adam NiciewskiAdam Niciewski
The Brampton Inn in Chestertown, Maryland, is truly a hidden gem that offers an unforgettable experience of luxury, peace, and timeless charm. From the moment we arrived, we knew this place was something special. Nestled on over 35 acres of private grounds, the inn is surrounded by towering trees, gardens, and open meadows that immediately create a sense of calm and escape. It’s the kind of place where time slows down, and every detail feels thoughtfully curated. What made the Brampton Inn so amazing was not just its beauty, but the atmosphere of total privacy and comfort. Each room and cottage is uniquely designed with a mix of historic character and modern luxury. We stayed in one of the secluded cottages, and it was beyond perfect—complete with a fireplace, a soaking tub, and a private porch where we could sip coffee in the morning and wine in the evening. The staff managed that rare balance of being attentive without ever intruding, making our stay feel deeply personal and incredibly relaxed. The breakfast each morning was a highlight, served fresh and homemade with locally sourced ingredients. Every bite was delicious, and the setting—whether in the garden, the parlor, or delivered to your door—made the experience feel indulgent and special. There were also little touches throughout our stay that made it memorable: freshly baked cookies in the afternoon, beautifully maintained walking trails, and quiet spots to read or simply enjoy the sounds of nature. Beyond the inn itself, the town of Chestertown added even more charm to our visit. This historic town on Maryland’s Eastern Shore is picturesque, friendly, and full of character. The colonial architecture, brick-lined streets, and waterfront views made it a joy to explore. We loved strolling through the local shops, visiting the farmers market, and dining at nearby restaurants that serve fresh seafood and creative local dishes. The community has a welcoming, artsy vibe, and there’s always something to discover. In every way, our time at the Brampton Inn was private, peaceful, and perfect. It was the kind of experience that stays with you long after you leave—a retreat into beauty, history, and quiet luxury. We can’t wait to return.
Syd GernsteinSyd Gernstein
My wife and I just returned from three nights at the Brampton Inn. We literally have lost count of the number of times we have visited (including our wedding!). Somehow, it just keeps getting better. The rooms and public areas are beautiful, stylish, comfortable, and pristine. We especially loved the wood-burning fireplace in our room, jacuzzi tub, light-filled kitchen, and cozy den. The food is just insanely good. The breakfasts are unforgettable. I love sweets, so, on this last visit, I had waffles with bourbon butter the first day, French toast the second, and blueberry pancakes this morning. All-day cookies are available too. The evening “tea” time is great; there’s always a savory snack (like deviled eggs or cheese and crackers) and a sweet snack (the lemon bars and hummingbird cake are so good). My wife and I always get their chili dinner delivered to our rooms too. With all that said, what sets the Brampton Inn apart from other luxury hotels and inns we’ve stayed in is the friendly, professional, cozy, and hospitable atmosphere. And that’s all thanks to the people. Dave and Hilari (the owners) are constantly around and love to chat (and, I’m sure, keeping an eye on things to make sure that the quality of every visit stays so high). And the staff is SO great. I literally could list every staff member. Susan especially stood out as going above-and-beyond this trip… but I almost feel bad just listing her because everyone else was great too. We already booked our next visit this summer. Can’t wait for the opportunity to get away from the hustle and bustle of dc to relax at our eastern shore getaway. Last thing: Let’s keep this review to ourselves so that it remains a secret treasure, ok? 😂
See more posts
See more posts
hotel
Find your stay

Pet-friendly Hotels in Chestertown

Find a cozy hotel nearby and make it a full experience.

Discover Brampton Inn located on Maryland’s Eastern Shore. 🦀 Here guests can choose from 13 unique accommodations, including seven spacious rooms and suites in the historic manor house and six private cottages. Enjoy 35 acres of landscaped gardens, meadows, and forest to stretch out and relax during your stay. 🔑 #stayforthestory #selectregistry #stayselect #craftlodging
selectregistry

selectregistry

hotel
Find your stay

Affordable Hotels in Chestertown

Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
The Brampton Inn in Chestertown, Maryland, is truly a hidden gem that offers an unforgettable experience of luxury, peace, and timeless charm. From the moment we arrived, we knew this place was something special. Nestled on over 35 acres of private grounds, the inn is surrounded by towering trees, gardens, and open meadows that immediately create a sense of calm and escape. It’s the kind of place where time slows down, and every detail feels thoughtfully curated. What made the Brampton Inn so amazing was not just its beauty, but the atmosphere of total privacy and comfort. Each room and cottage is uniquely designed with a mix of historic character and modern luxury. We stayed in one of the secluded cottages, and it was beyond perfect—complete with a fireplace, a soaking tub, and a private porch where we could sip coffee in the morning and wine in the evening. The staff managed that rare balance of being attentive without ever intruding, making our stay feel deeply personal and incredibly relaxed. The breakfast each morning was a highlight, served fresh and homemade with locally sourced ingredients. Every bite was delicious, and the setting—whether in the garden, the parlor, or delivered to your door—made the experience feel indulgent and special. There were also little touches throughout our stay that made it memorable: freshly baked cookies in the afternoon, beautifully maintained walking trails, and quiet spots to read or simply enjoy the sounds of nature. Beyond the inn itself, the town of Chestertown added even more charm to our visit. This historic town on Maryland’s Eastern Shore is picturesque, friendly, and full of character. The colonial architecture, brick-lined streets, and waterfront views made it a joy to explore. We loved strolling through the local shops, visiting the farmers market, and dining at nearby restaurants that serve fresh seafood and creative local dishes. The community has a welcoming, artsy vibe, and there’s always something to discover. In every way, our time at the Brampton Inn was private, peaceful, and perfect. It was the kind of experience that stays with you long after you leave—a retreat into beauty, history, and quiet luxury. We can’t wait to return.
Adam Niciewski

Adam Niciewski

hotel
Find your stay

The Coolest Hotels You Haven't Heard Of (Yet)

Find a cozy hotel nearby and make it a full experience.

hotel
Find your stay

Trending Stays Worth the Hype in Chestertown

Find a cozy hotel nearby and make it a full experience.

My wife and I just returned from three nights at the Brampton Inn. We literally have lost count of the number of times we have visited (including our wedding!). Somehow, it just keeps getting better. The rooms and public areas are beautiful, stylish, comfortable, and pristine. We especially loved the wood-burning fireplace in our room, jacuzzi tub, light-filled kitchen, and cozy den. The food is just insanely good. The breakfasts are unforgettable. I love sweets, so, on this last visit, I had waffles with bourbon butter the first day, French toast the second, and blueberry pancakes this morning. All-day cookies are available too. The evening “tea” time is great; there’s always a savory snack (like deviled eggs or cheese and crackers) and a sweet snack (the lemon bars and hummingbird cake are so good). My wife and I always get their chili dinner delivered to our rooms too. With all that said, what sets the Brampton Inn apart from other luxury hotels and inns we’ve stayed in is the friendly, professional, cozy, and hospitable atmosphere. And that’s all thanks to the people. Dave and Hilari (the owners) are constantly around and love to chat (and, I’m sure, keeping an eye on things to make sure that the quality of every visit stays so high). And the staff is SO great. I literally could list every staff member. Susan especially stood out as going above-and-beyond this trip… but I almost feel bad just listing her because everyone else was great too. We already booked our next visit this summer. Can’t wait for the opportunity to get away from the hustle and bustle of dc to relax at our eastern shore getaway. Last thing: Let’s keep this review to ourselves so that it remains a secret treasure, ok? 😂
Syd Gernstein

Syd Gernstein

See more posts
See more posts

Reviews of Brampton 1860

4.0
(313)
avatar
5.0
13y

I have had the opportunity to travel and stay in lovely accommodations around the US and in Europe, and our stay at the Brampton Inn was one of the most pleasant and romantic stays I’ve had anywhere.

Our drive to the Brampton was a long transition, starting in a big city (Washington) along busy highways (Route 50), to secondary roads, and through small towns. By the time we drove through Chestertown, the anxiety that seems to permeate our urban lives had dissipated noticeably; our pace had slowed – figuratively and literally. We fell into a mood to take our time, to look around, to turn off our cell phones and to be “present.” We turned off the two-lane road and onto the grounds and the transition entered its final stage: we passed through a narrow gap between holly trees and our eyes became fixed on the stately old mansion – the jewel in the crown of meticulously kept grounds. We walked up the stairs to the front porch, a wrap-around with a 12-foot ceiling and lovely wicker furniture that beckoning us like sirens. When we took the last step – into the 150-year old inn – it was as if it had cast a spell on us, for the city where we’d started, the traffic we’d endured, the hectic routines we’d escaped – all the reasons that prompted us to book a couple days at the Brampton seemed no longer to exist.

If the journey from home to the Brampton blotted out the world we’d come from, the accommodations themselves replaced it with surroundings that took us to an entirely new world, one that combined the privacy and solitude we craved for our anniversary get-away with the thoughtful luxury that would ensure we wouldn’t want to leave our romantic retreat. We had the pleasure of staying in one of the Brampton’s cottages, which are hidden behind an old barn and surrounded by privacy walls and a meadow. Our cottage was unpretentious but extremely welcoming: comfortable furniture, a small kitchenette, and a two-person table suitable for sitting down to a small snack of wine & cheese (we also dined in on carryout from a restaurant in town). The bathing accommodations – oh my! – included a steam shower, a two-person soaking tub, and a spa tub – all spotlessly clean and furnished with fluffy towels. If this cottage doesn't melt away your tension, then you are no mere mortal (or you're there with the wrong person).

Finally, I would give 4 stars to the breakfasts at the Brampton. Sitting on the front porch of our cottage, we enjoyed fresh eggs, croissants, seasonal fruits, local sausage, coffee and juice. It was at least 50 miles from the nearest Starbucks and a cold donut – but it seemed much further than that!

It took a 25th anniversary for us to find and book a reservation at the Brampton, but it will not take us long to book our second visit. Treat yourself; you'll be...

   Read more
avatar
5.0
5y

'Had our wedding at the Brampton Inn this past weekend and couldn't have asked for a better experience, especially during a pandemic. We rented all 7 rooms (outside cottages excluded) which I would highly recommend as it seemed to make the experience even more intimate for my husband/me and my guests. The rooms were just as expected from an historic inn....the Yellow and Blue rooms were my favorites, so bright and sunny. And Covid protocols of cleanliness were maintained to make us feel our guests were safe and secure. The wrap around porch, complete with wicker furniture and porch swings, were made for daytime socializing with guests. And the fire pit, stocked and ready to light made night time gatherings during crisp fall evenings just perfect!

The Innkeepers, Dave and Hilary couldn't have been more personable and accommodating. Their staff was gracious and warm. You have no idea how touched I was the morning of our wedding to see their grounds keeper giving the wedding arbor a final cleaning, and decorating it simply with flowers from their garden. How unexpected, and appreciated. Oh, and not to be forgotten, Squeaky the (black) cat who is their greeter extraordinaire. If she wasn't such a grand part of the experience (and so well taken care of and loved) I'd have packed her up in my suitcase and taken her home!!

The food for breakfast, our wedding brunch, and tea was amazing...bravo to both the chef and pastry chef. If you have a sweet tooth do not miss the croissant bread pudding (on the wedding brunch menu), or the sun-dried tomato roulade. Or the lemon blueberry pound cake at tea. My then boyfriend, now husband and I stayed last August and were served heirloom salsa at tea time, straight from their garden, and everything peach for the season (peach muffins, peach pie). The wedding cake was adorable and the Italian buttercream perfectly not-too-sweet. No one will walk away hungry nor without the thought of what they'd like served again at their next visit.

And finally a shout-out to Chestertown itself...a undiscovered gem. Liberal, creative, it's a place you long to live. Don't miss the shop “Create” as a place to find that one treasure you must purchase to remember your trip to this lovely place, or the 2nd hand bookstore, Book Plate (also complete with black cat).

What can I say Brampton Inn....see you for our first anniversary...if we can...

   Read more
avatar
2.0
2y

Brampton Inn is a place near and dear to our hearts, thats why it pains us to have to write this review. My husband and I got married here 4 years ago today. Since then, we've made it a tradition to come back every anniversary. Previously, we've stayed in the Mulberry Cottage, the 1 room apartment, and the Sunset Cottage. This year, we decided to stay in the main house, and the room we chose was the Emory Room. We were even more excited because this year, we opted for the seafood pie and we couldn't wait to taste it. We've had some issues previously but nothing like this before. We were in bed, settling down for the night when suddenly my husband began itching. We noticed a raised patch on his arm that was warm to the touch. He decided to take a shower to feel better and got back into bed. When the itching continued, we went to a local gas station to pick up some Benadryl because we thought maybe he ate something there that contained walnuts, and he was having an allergic reaction. I'd just fallen asleep when my husband woke me up freaking out. He said he kept itching and felt like something was biting him. He turned the flashlight to his cell phone on and that's when he saw what he described as a "brown crumb". We then turned on the lights and discovered the brown crumb was a BEDBUG. We both jumped out of bed, and I called the emergency number. I told whoever picked up what we found, and he asked if it was still in the bed. I responded back with "yes, my husband is attempting to capture it in a water bottle." We immediately began checking ourselves and then got dressed. Approximately 10 minutes later, one of the owners came to the room. He took the water bottle and apologized. I told him we were leaving, requested a full refund, and we gathered our belongings. He agreed and left shortly after. It didn't take long being as though not much was unpacked. We are horrified and disgusted by this experience. We are also worried about bringing these creatures home with us. My husband now has 2 huge raised lumps on his arms that continue to be warm to the touch. Brampton holds a special place in our hearts, and the memories we have will never be forgotten but sadly, and needless to say, we will not be returning. I guess we will need to come up with a new anniversary tradition and make more...

   Read more
Page 1 of 7
Previous
Next