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What Guests Said About Chestertown:
- 4.0Scored 4.0
Mondays, Tuesdays and Wednesdays restaurants are not open...
Mondays, Tuesdays and Wednesdays restaurants are not open because of shortage of workforce. Owners are working long hours during this Covid 19 restart. River cruise was pleasant evening. Fresh crab is available near waterfront. The new Y is great for exercise, swimming and pickleball.
JeanneUnited States of America - 10Scored 10
Chestertown is a beautiful historic small town founded in...
Chestertown is a beautiful historic small town founded in 1706. It has an historic district of wonderful old houses, along the Chester River on the eastern shore of Maryland. This is a very walkable town with historic houses. Several small eateries on the main street for lunch and a few restaurants for dinner, but be warned: restaurants close at 8 or 9 pm, so plan to eat early. Take a short trip to Rock Hall and have a dozen blue crabs on the dock of the Waterman's Crab Shack at a very reasonable price.
MarilynPortugal - 10Scored 10
First time visit as our son moved there in the summer with...
First time visit as our son moved there in the summer with his family. Very interesting area. The town itself was lovely. Information centre very interesting. The river and surroundings lovely and interesting history.
DavidUnited Kingdom
Explore guest reviews of hotels in Chestertown
- From $68.58 per night5.8Scored 5.8Above averageRated okay· 91 reviewsWe came in late and left early, only looking for a bed for the night and a roof over our heads, which this satisfied. The location was in the center of the commercial area of Chestertown, easy to get to, and within walking distance of several breakfast options. Some reviewers said they felt the area unsafe; we didn't have that feeling but we were traveling as a family and not alone.
KimberlyUnited States of America - From $68.58 per night5.8Scored 5.8Above averageRated okay· 91 reviewsThe girl who works the desk is the same girl that cleans i s awesome, friendly, cool personality. If it weren’t for her this would be a terrible rating . The owner walked in my room ( like he owns the place) come on dude knock! A little shady not the Marriott but for the money great and location is unbeatable. Beer across the lot.PPaulUnited States of America
- From $131.15 per night7.6Scored 7.6GoodRated good· 251 reviewsOur room was spotlessly clean, the bed was very comfortable. The hotel was quiet and within 5 minutes driving time from historic Chestertown. The price was quite reasonable for a weekend with a big event in town. Would not hesitate to stay here again.JulieUnited States of America
- 9.5Scored 9.5ExceptionalRated exceptional· 33 reviewsBeen here Many times and was always great as far as relaxing the best New ownership and the place looks fabulous and the service is as good if not a touch better then before Breakfast was excellent and different day .We will be back againGGeorgeUnited States of America
- 10Scored 10ExceptionalRated exceptional· 2 reviewsThis cottage was absolutely beautiful! It had all the amenities you could think of or want. It is a short walk from historic Chestertown. It was a relaxing and comfortable space.JenniferUnited States of America
- From $68.58 per night5.8Scored 5.8Above averageRated okay· 91 reviewsI found the Driftwood Inn to be very pleasant and affordable for great little weekend getaway !ByrnesUnited States of America
- From $131.15 per night7.6Scored 7.6GoodRated good· 251 reviewsLocation was great, overall condition of the hotel was clean, attendant was friendly.CherylUnited States of America
- From $131.15 per night7.6Scored 7.6GoodRated good· 251 reviewsCentral location in Chestertown. Good variety of breakfast options.
Cara-MarieUnited States of America - From $131.15 per night7.6Scored 7.6GoodRated good· 251 reviewsTHE HOTEL WASNT BAD THE ROOMS ARE NICE
MargaretUnited States of America - From $68.58 per night5.8Scored 5.8Above averageRated okay· 91 reviewsconvenient to ChestertownEEdUnited States of America
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