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Widow's Walk Inn: Traveler Reviews

402 High St., Chestertown, MD 21620
Hotel amenities
Widow's Walk Inn
Ranked #7 of 12 Chestertown B&B and Inns
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13 reviews from our community

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Traveler rating
    10
    2
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Virginia
Contributor
14 reviews 14 reviews
Reviews in 7 cities Reviews in 7 cities
10 helpful votes 10 helpful votes
“Wonderful accomodations; Gracious hosts”
5 of 5 stars Reviewed September 16, 2009

I made up my mind to attend the Pirates and Wenches Fantasy Festival in nearby (13 miles away) Rock Hall, MD. Unfortunately, I decided late and could not find a room for a Saturday night close-in Rock Hall. Since I had to pass through Chestertown, MD to get to my destination, I looked at B&B's and hotels there. I decided on the "Widow's Walk Inn" and made reservations by phone. I spoke to Bob, the innkeeper, who said I could check in early on my way to Rock Hall instead of coming back in mid-day at the normal check-in time. This was a big convenience. Upon arrival Bob walked me through the rather large house and pointed out the amenities. I stayed in the Chesapeake Room which is large and tastefully furnished and has an en suite bathroom spacious for a Victorian-era B&B (there are some rooms that have shared facilitties). Returning after a day's worth of festivities, I had a great night's sleep in a very comfortable bed. Breakfast was perfect -- a fresh fruit cup, a variation of french toast, a choice of juice and outstanding coffee. There was no rush to leave and while checking out Bob and his wife Susan spoke about the history of the house and about the attractions in Chestertown. Parking is off-street and the inn is in a quiet neighborhood. The innkeepers are very cordial. I recommend this inn to others and would stay there again.

  • Stayed August 2009, traveled solo
    • 5 of 5 stars Value
    • 5 of 5 stars Location
    • 5 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
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Ask RMG4369 about Widow's Walk Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Copenhagen, Denmark
Senior Contributor
22 reviews 22 reviews
18 hotel reviews
Reviews in 18 cities Reviews in 18 cities
22 helpful votes 22 helpful votes
“Lovely, but a bit of a museum”
4 of 5 stars Reviewed January 30, 2009

I arrived on a summer weekday & was the only guest, which I gathered was quite common during the week. As the innkeepers live in the carriage house, I had the house to myself... and saw (and heard) the innkeepers only at check-in, and then breakfast 15 hours later.

The house is large, tastefully -- even expensively -- furnished with antiques and semi-antiques. Perhaps too much so, as I felt everything had been arranged "just so" and that it would be bad form to move anything. Certainly a family with children would have to be on tiptoe here.

That said, the room and bath were spacious, comfortable and spotless -- and the price was perfect.

Innkeeper Bob had hot coffee going not long after dawn, and made me a breakfast that lacked for nothing.

The main part of the town is just five minutes walk away -- beautiful town -- and dinner at the Blue Heron is not to be missed.

  • Stayed June 2008, traveled on business
    • 5 of 5 stars Value
    • 5 of 5 stars Location
    • 4 of 5 stars Check in / front desk
    • 5 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
Was this review helpful? Yes 4
Ask Allan J about Widow's Walk Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Charlotte, North Carolina
Senior Contributor
23 reviews 23 reviews
5 hotel reviews
Reviews in 10 cities Reviews in 10 cities
12 helpful votes 12 helpful votes
“Quiet Retreat”
5 of 5 stars Reviewed June 20, 2006

We stayed two nights in this inn and found our hosts, Bob and Sue, to be extremely gracious and helpful. The rooms are spacious, clean and very comfortable. Breakfasts provided were delicious and the coffee was excellent. The public rooms of the inn were comfortable and the atmosphere was quiet and relaxed.

Even better than the ambiance of the old Victorian home was the dining guidance provided by Bob and Sue. Lunch at the Old Mill Bakery was wonderful - generous portions of all menu items - fantastic sandwiches and excellent soups, all made with top-of-the-line ingredients.

Dinner at the Blue Heron was even better - thick tenderloins that cut like butter, excellent fish and immensely wonderful crab and shellfish! A rare find in a major metropolitan area, quite unanticipated in this sleepy little town.

Exploring one day, we found a wonderful place in Chesapeake City (about an hour away) called the Bayard House. We lunched there, outside, on the canal, under an awning. This establishment had a very pleasant staff and the food was well prepared and excellent in all regards.

All told, a wonderful place for a quiet day or two of relaxation.

  • Stayed June 2006
    • 5 of 5 stars Value
    • 5 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
Was this review helpful? Yes 5
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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

Address: 402 High St., Chestertown, MD 21620
Region: United States > Maryland > Chestertown
Hotel Style:
Ranked #7 of 12 B&Bs / Inns in Chestertown
Price Range: $

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