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All 12 Chestertown B&Bs / inns

Widow's Walk Inn

402 High St., Chestertown, MD 21620
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Ranked #4 of 12 Chestertown B&B and Inns
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23 people have reviewed this hotel

Traveler rating
    19
    3
    0
    1
    0
See reviews for
8
5
2
5
Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (6)
Date | Rating
  • English first
  • Any
English first
There are newer reviews for Widow's Walk Inn
See the most recent reviews
New Hope, Pennsylvania
Reviewer
5 reviews 5 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed February 4, 2013

There are a lot of us out there that need to take deep breath when writing these reviews. We have stayed with Bob three times now and plan to stay another 3-4 times while our son completes his degree at nearby Washington College. There is very private off street parking, a great front porch with rockers, etc to sit outside... More

Was this review helpful? Yes 1
Jacksonville, Florida
2 reviews
2 helpful votes 2 helpful votes
2 of 5 stars Reviewed November 30, 2012

Bob is a bully. Bob is the innkeeper and I found his attitute to be abusive. I was shocked the first morning at his disparaging and unfounded imitation of my response to the question what did I want in my coffee. My response was "Cream. Or half and half. Or milk." My response was intended to indicate flexibility. My response... More

Was this review helpful? Yes 2
Newtown, Connecticut
Reviewer
5 reviews 5 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed May 24, 2012

My wife and I had another wonderful weekend at the Widows Walk this past weekend. Bob and Susan as usual provided great conversation and advice on the local life of the historic port town. I think what we love most is the ability to park the car in the hidden parking area of the Inn and then walk to any... More

Was this review helpful? Yes 1
VA
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed October 14, 2011

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... More

Was this review helpful? Yes 1
Fairfax, Virginia
1 review
5 of 5 stars Reviewed October 12, 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... More

Was this review helpful? Yes
Bethesda, Maryland
1 review
5 of 5 stars Reviewed September 27, 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... More

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Newtown, Connecticut
Reviewer
5 reviews 5 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed September 12, 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.

Was this review helpful? Yes
Lutherville Timonium
Senior Reviewer
10 reviews 10 reviews
4 hotel reviews
4 helpful votes 4 helpful votes
4 of 5 stars Reviewed August 1, 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... More

Was this review helpful? Yes 1
Pittston, Pennsylvania
2 reviews
5 of 5 stars Reviewed June 26, 2011

My husband and I spent Memorial Day weekend at the Widow's Walk Inn in Chestertown, MD and have already been talking about returning. We have stayed in many B & B's and Inn's and this is by far one of our favorites. The Inn itself is a beautiful Victorian in an excellant location on High Street which is a quick... More

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Leola, Pe
1 review
5 of 5 stars Reviewed June 19, 2011

My husband and I have been staying at the Widow's Walk since 2005. I chose it that year from any number of inns in the area because of its proximity to the shops in Chestertiown, you literally walk out the door and onto the historic streets. We continue to return year after year because the Widow's Walk, has a comfortable... More

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Additional Information about Widow's Walk Inn

Address: 402 High St., Chestertown, MD 21620
Location: United States > Maryland > Chestertown
Hotel Style:
Ranked #4 of 12 B&Bs / Inns in Chestertown
Price Range (Based on Average Rates): $

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