Excellent 737 Reviews
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What We Love

  • Elegant brick mansion and 20-acre grounds date back to 1860
  • Cottages tucked away deep within the property offer absolute privacy
  • Afternoon tea features ample treats, like quiche, angel food cake with berries, and mini cupcakes.
  • The inn can arrange biking and kayak trips nearby

What To Know

  • The inn is tailor-made for romantic getaways but might not be the best for families
  • You’ll need a car to get around; parking on-site is free
  • Rooms and cottages are all decorated a bit differently
  • While the inn has flat-screen TVs with DVD players, there is no cable
  • Pets are not permitted
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The Review

Across Chesapeake Bay from Baltimore, Chestertown, Maryland, has a small-town charm and a long-reaching history possible only on the East Coast. Formerly an important port, Chestertown is the kind of place where locals mingle at the artisan farmers market on Saturday mornings and show up in droves to the tea party parade every spring.

As you wend your way along the tree-lined drive toward the Brampton Bed and Breakfast Inn, any city stress you might still be feeling will melt away: This 20-acre estate offers a perfect country idyll. Swiss-born owner Danielle Hascom has restored a 8,500-square-foot mansion with colonial-style furnishings, family antiques and knockabout pieces that retain the spot’s 19th-century feel.

The inn is made up of seven guestrooms in the main house and five free-standing cottages. Every room is a bit different; the Green Room, for instance, has Oriental rugs and a four-poster bed, plus a potbelly fireplace. A benefit of staying here is your proximity to the kitchen — the resident baker might just let you sample her test cakes, cookies and muffins.

For ultimate romance, book one of the secluded cottages. The Sunset Cottage has cherrywood floors, views of the gardens and a wood-burning fireplace; the Sunrise has a fireplace and a whirlpool tub big enough for two.

Life at the inn revolves around the morning breakfast spread, which includes selections like waffles with strawberries from the inn’s gardens, or an omelet of heirloom tomatoes and goat cheese. Afterward, guests usually explore historic Chestertown’s indie bookstores and galleries. Feeling a hunger pang? The inn has you covered. Return in time for afternoon tea, when you can nosh on oatmeal-coconut cookies, tea cakes and homemade spiced nuts.

How to Get There

The Brampton Inn
25227 Chestertown Road
Chesterown, MD 21620 United States


5.0 Excellent 737 Reviews
Brampton, once again exceeds all expectations!
Reviewed 5 days ago

This place is a "6"! This is the second trip we have made to the Eastern Shore and both times stayed at the Brampton Inn. The Olivia cottage is warm, wonderful and cozy! My wife and I could just stay in the cottage the entire time....Although we missed the "season" for it, there is a great fireplace and amenities you find in only the finest locations. We WILL be back!

Eastern Shore Elopement
Reviewed 1 week ago

We chose Brampton Inn as the destination for our fall elopement. It was absolutely perfect. The inn is spectacular and the grounds are gorgeous. We were treated so nicely upon arrival and throughout our stay. It was the perfect environment for an intimate elopement and they made our dreams of this day come true. I would highly recommend this bed and breakfast.

Fall, 2018 visit
Reviewed 2 weeks ago

Once again we enjoyed a wonderful stay at the Brampton Inn. Everyone is so warm and welcoming. The food is always delicious. We are so grateful we discovered this inn and have enjoyed many wonderful visits over the years.

Class and Comfort
Reviewed 2 weeks ago

On a recent cycling trip to the Eastern Shore, we traveled with another couple and stayed in three different inns. The Brampton was our favorite by far, and we regretted spending only one night in Chestertown. Rita welcomed us to the Inn and provided excellent recommendations on where to cycle and dine. Her warmth and professionalism set the tone for a great stay. My husband and I slept in the very spacious Red Room on the top floor. The room has windows on three sides of the main house with views of the well maintained grounds. One word of caution -- the comfortable king bed is high off the floor, but a set of antique steps is available if needed. For snacks and breakfast, the Inn provides freshly baked cookies and breads. Breakfast also included a choice of three entrees. My mushroom and cheese omelet with a side of local sausage was delicious. I can understand why the Brampton has a loyal following and many repeat guests.

First Class!
Reviewed 3 weeks ago

We booked the Brampton because all hotels in Chestertown were sold out. I’m so happy they were sold out because we would’ve never stayed here. It is so beautiful and extremely clean. The room was beautiful and the bed was so comfortable. The staff were so helpful and accommodating. The food...wow!!! The homemade cookies and biscotti for tea were so delicious. Breakfast the next morning was the best breakfast I’ve had in a long time. I would definitely recommend staying at the Brampton over any of the chain hotels in Chestertown.