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Widow's Walk Inn – reviews, photos

402 High St., Chestertown, MD 21620
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Ranked #5 of 11 Chestertown B&B and Inns
4.5 of 5 stars 11 Reviews
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11 reviews from our community

    Trip type
Traveller rating
    9
    2
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Date Rating
VA
1 review
1 helpful vote 1 helpful vote
“Staying at Widow's Walk "A must"”
5 of 5 stars Reviewed 14 October 2011
1
person found this review helpful

Had a wonderful weekend in Chestertown. Our stay at Widow's walk was just fantastic, walking distance to great restaurants and shops. Bob and Sue are just charming and great hosts, both of them have great sense of humor and they really make you feel at home. You will not be disappointed if you choose "Widow's walk" when you go to Chestertown or if you make it a rest stop on your way to visiting other places. Book early as the inn gets filled up quickly. :) N.M

  • Stayed October 2011, travelled with friends
    • 5 of 5 stars Value
    • 5 of 5 stars Location
    • 5 of 5 stars Sleep Quality
    • 5 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
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Ask Nick N about Widow's Walk Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Fairfax, Virginia
1 review
“Home Away From Home”
5 of 5 stars Reviewed 12 October 2011

Just returned from a week-end in Chestertown and stayed at the Widow's Walk. While we enjoyed our time in Chestertown and Rock Hall, our stay at this Bed and Breakfast made the difference. It really felt like home away from home. The place is immaculate, inside and outside. The interior design/decor is fabulous, yet cozy and inviting. Our room was impeccable not to mention super comfortable. Breakfast there is a classy affair in a lovely dining room with lovely china, and yes the much mentioned Blueberry French Toasts is quite a highlight. The best part of the place lies in the warmth and super friendly hosts Bob and Sue who use their delightful sense of humor to make their guests' stay a pleasant, fun and memorable one. The location is perfect within walking distance to fine restaurants and shops. We will be back and you should definitely check it out.

  • Stayed October 2011, travelled with friends
    • 5 of 5 stars Value
    • 5 of 5 stars Location
    • 4 of 5 stars Sleep Quality
    • 5 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
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Ask rc-1007 about Widow's Walk Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Bethesda, Maryland
1 review
“Great hospitality and delicious breakfast!”
5 of 5 stars Reviewed 27 September 2011

Widow's Walk Inn in Chestertown, MD, is a wonderful, relaxing B & B with very hospitable hosts.The best part of all was the Saturday morning breakfast of baked Blueberry French Toast which is to die for. You must request it! I am a breakfast lover and this is by far one of the best breakfast dishes I've ever had. Enjoy the beautiful historic inn and the delish breakfasts!

  • Stayed September 2011, travelled with family
    • 5 of 5 stars Value
    • 5 of 5 stars Location
    • 5 of 5 stars Sleep Quality
    • 5 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
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Ask ncr_11 about Widow's Walk Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Newtown, Connecticut
2 reviews
“We are treated like family at this jewel of Chestertown”
5 of 5 stars Reviewed 12 September 2011

We've been staying with Bob and Sue for the last four years. The Widows Walk is beautiful inside and out with huge, comfortable rooms. I get up early to chat with Bob every morning and catch up on Chestertown news. Breakfast is wonderful and, Bob will kill me, but ask for the' blueberry puffs - incredible.

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  • Stayed August 2011, travelled with family
    • 4 of 5 stars Value
    • 5 of 5 stars Sleep Quality
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
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Ask PeterO293 about Widow's Walk Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Lutherville, Maryland
Reviewer
5 reviews 5 reviews
Reviews in 3 cities Reviews in 3 cities
1 helpful vote 1 helpful vote
“Can't Wait To Go Back”
4 of 5 stars Reviewed 1 August 2011

Widow's Walk was not our first choice but will be from now on. A great Victorian house and a wonderful host in Bob. Just ignore his teasing! We looked online at others which were not available midweek in the summer so ended up at Widow's Walk and are so glad. It was in walking distancce of everything but not in the middle of the bustle. The air conditioner was a little undersized for the size of the room, but most people would be fine using the overhead fan. Just turn the temp. lower than you expect. It was 100 degrees when we were there and we were comfortable. Widow's Walk is less pretentious than some but the price is right and Bob makes a great breakfast. Since about an hour and 45 min. from Baltimore, we decided it will be our getaway when we just need to relax.

  • Stayed July 2011, travelled as a couple
    • 4 of 5 stars Value
    • 4 of 5 stars Sleep Quality
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
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Ask jw3be about Widow's Walk Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC

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Additional Information about Widow's Walk Inn

402 High St., Chestertown, MD 21620
Price range (per night):* INR1,678 - 7,549

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