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Widow's Walk Inn

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11/06/2017 12/06/2017
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39 Reviews from our TripAdvisor Community

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Showing 39: English reviews
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Brighton, Michigan
Reviewed 3 October 2016

My daughter and I stayed one night at this bed and breakfast in August of 2016. My daughter who lives in Maryland made advance reservations. When we arrived, our room was ready and the owner showed us to our room and provided us with the key. The owner was friendly, knowledgeable about the area and quite humorous. Our room was...

Thank Pamela S
Rockville, Maryland
Reviewed 23 August 2016

We stayed in the Maryland room and had a wonderful time. Bob, the innkeeper, was informative and entertaining. His breakfasts were first class. His wife Susan also made us feel as if we were visiting friends.

Thank Mike S
Sewickley, Pennsylvania
Reviewed 12 June 2016 via mobile

Is but a bit of wisdom from our innkeeper. We enjoyed our stay, the good breakfasts, the front porch, and our comfortable and wise innkeeper. It's a beautiful Victorian house that keeps attracting your eye. Transition is in the winds, so don't hesitate in booking.

1Thank Tim M
Reviewed 10 June 2016

We stayed at the Widow's Walk Inn for a weekend in May and absolutely enjoyed it. The accommodations were beautiful and very comfortable. The hospitality was exceptional and both Bob and Susan, the Innkeepers couldn't have been nicer, funnier and helpful. We've stayed in Chestertown 3 times before and truly regret not spending each time at Widow's Walk Inn. I...

Thank Haley M
Brisbane, Australia
Reviewed 6 June 2016

Had the best weekend at this charming and quaint B&B. Bob and Susan were just out of this world with their hospitality and charm. Would recommend a stay here. The locality was wonderful and we were lucky enough to be there on Memorial Weekend so were treated to all sorts of local activities

Thank Lynette M
Manchester, Washington
Reviewed 25 May 2016

5/20/16, In town for college graduation and stayed at Widow's Walk Inn. The B&B is an 1877 Victorian and was an absolutely wonderful place to stay. The innkeepers stay in the carriage house in the back of the property and we (two couples) had the whole house to ourselves. The house is beautifully furnished, very comfortable and is just one...

Thank holtce
Reviewed 8 March 2016

3/7/16 We stayed here this past week-end. We have stayed at many, many B&Bs in the states and overseas. This was a superior stay! The home is beautiful with an old fashioned feel. Rooms are immaculate and totally comfortable. There was nothing lacking and felt I just had to comment.

Thank Bibs48
South Burlington, Vermont
Reviewed 14 January 2016

The Innkeepers, Bob and Susan, certainly made our visit enjoyable. The breakfasts were very good and Bob never met a good joke that he didn't like (or a bad one for that matter). The Inn is in the center of the town and in walking distance from several good restaurants. We had three rooms and the Inn to ourselves. The...

Thank gregv_ma
Nashville, Tennessee
Reviewed 20 August 2015

Just a few blocks from the river. We were able to walk to restaurants and shops. Our room (downstairs) was spacious and comfortable. Great mattress. Our host was entertaining. And the breakfast was delicious.

Thank D B
County Dublin, Ireland
Reviewed 27 July 2015

We enjoyed our stay very much with Inn Keeper Bob & his wife Suzan in their beautiful period house. It was like staying with old friends. Our experience extended beyond Bobs good food to include entertaining conversation & story telling a breakfast time.

Thank Timothy E

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  • Free Parking
Room types
  • Family Rooms
  • Non-Smoking Rooms
In your room
  • Air Conditioning
  • Free Parking

Additional Information about Widow's Walk Inn

Address: 402 High St., Chestertown, MD 21620-1312
Region: United States > Maryland > Chestertown
Price Range: $41 - $187 (Based on Average Rates for a Standard Room)
Number of rooms: 6

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Questions & Answers

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Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?