Search hotels in Chestertown, MD
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Chestertown – 5 hotels and places to stay
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Comfort Inn & Suites Chestertown
Hotel in Chestertown
Comfort Inn & Suites Chestertown in Chestertown has 2-star accommodation with a seasonal outdoor swimming pool, a fitness centre and a shared lounge.
W
Wilson
From
United StatesFor the most part, all was good, with the exception of the fact that my room did not have cream and sugar.
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 234 reviews
Price from
£90.01
1 night, 2 adults
Carriage House Hideaway In Center of Chestertown
Chestertown
Set in Chestertown in the Maryland region, Carriage House Hideaway In Center of Chestertown features a garden. The accommodation is non-smoking. New Castle Airport is 77 km away.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 6 reviews
Price from
£228.64
1 night, 2 adults
Brampton 1860
Chestertown
Brampton 1860 in Chestertown provides adults-only accommodation with a garden and a shared lounge. Featuring a concierge service, this property also provides guests with DVD player.
C
CATHLEEN
From
United StatesWe chose the Emory suite for our wedding anniversary, to enjoy additional comfort and it’s peaceful surroundings. The rooms were delightful and we enjoyed the convenience of the location in main building. We thoroughly loved the manor, sitting on the porch outside, listening to the rain while sampling the fine selection of teas and baked goods available to guests round the clock. The breakfast options were amazing, the charcuterie tray and Cheese boards (available for order) were delicious and satisfying, and the wine and chocolate pairing was an informative and memorable experience. We loved our mid week, anniversary getaway and we plan to return!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 15 reviews
Price from
£201.86
1 night, 2 adults
Captain’s Quarters - unique home on Corsica River!
Centreville (Near Chestertown)
Boasting air-conditioned accommodation with a balcony, Captain’s Quarters - unique home on Corsica River! is situated in Centreville. Guests can benefit from a patio and an outdoor fireplace.
G
Gwen
From
United KingdomBeautiful house in perfect location for us. Would definitely recommend
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 9 reviews
Price from
£242.61
1 night, 2 adults
Inn at Huntingfield Creek
Rock Hall (Near Chestertown)
Set in Rock Hall, Inn at Huntingfield Creek offers accommodation with seating area. With a seasonal outdoor swimming pool, the 4-star bed and breakfast has air-conditioned rooms with free WiFi.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 29 reviews
Price from
£128.15
1 night, 2 adults
Haven Point Inn
Rock Hall (Near Chestertown)
Haven Point Inn in Rock Hall provides adults-only accommodation with water sports facilities and barbecue facilities. The inn also offers free WiFi as well as a paid airport shuttle service.
P
Patricia
From
United KingdomThe room was beautifully furnished with a lovely view of the garden. It is a quiet area and very friendly. The owners are very friendly and helpful. Breakfast was good too!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 70 reviews
Price from
£127.24
1 night, 2 adults
Inn at Osprey Point
Rock Hall (Near Chestertown)
Inn at Osprey Point features free bikes, seasonal outdoor swimming pool, a garden and restaurant in Rock Hall. With a bar, the property also has barbecue facilities.
B
BernardWelt
From
United StatesThe breakfast was nicely prepared and hosts were very solicitous, inquiring what I might like best.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 79 reviews
Price from
£139.56
1 night, 2 adults
Inn at Haven Harbour
Rock Hall (Near Chestertown)
Inn at Haven Harbour has free bikes, seasonal outdoor swimming pool, a garden and private beach area in Rock Hall.
Scored out of 10, guest rating 5.9
Passable - What previous guests thought, 29 reviews
Price from
£159.01
1 night, 2 adults
Best hotels with breakfast in Chestertown and nearby
Thornton
Hotel in KennedyvilleBreakfast optionsSituated in Kennedyville, Thornton features accommodation with private pool, free WiFi and free private parking for guests who drive.
What guests said about Chestertown:
- 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.Guest review byJeanneUnited States - 10.0
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.Guest review byMarilynPortugal
See reviews by guests who stayed at hotels in Chestertown
- From £96.29 per nightScored out of 10, guest rating 8.1Very good - What previous guests thought, 234 reviewsThe place has mildew and heavy mold particles in the air in the rooms. We first had room 116 where the carpet was wet and mildew strong. The attendant put us in 108 which was slightly improved but still had mold smell and particulates in the air. The room door would not lock. and the outside card reader and door stuck and was intermittent, pool was closed, and overall, the accommodations were not as advertised. I immediately got sick with asthma and could not swallow or breathe. We left and had to book a new hotel room at another hotel.Guest review byCarriUnited States
- From £96.29 per nightScored out of 10, guest rating 8.1Very good - What previous guests thought, 234 reviewsThe room was filthy it smelt like body order. The window blind was torn. There was a dirty dry face cloth hanging on the shower curtain rod. The elevator smell like a gym locker and the room decor is very dated. The mattress feels like concrete. There are not any extra blankets in the room. This hotel is disgusting.Guest review byAnonymousUnited States
- Scored out of 10, guest rating 4.5Disappointing - What previous guests thought, 84 reviewsIt was the only offering in Chestertown that was on Booking.com on the day that I made my reservation. Next time I will check a bed and breakfast site. I believe that the sheets and pillowcases were clean.Guest review byJuliaUnited States
- Scored out of 10, guest rating 10.0Exceptional - What previous guests thought, 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.Guest review byJenniferUnited States
- Scored out of 10, guest rating 4.5Disappointing - What previous guests thought, 84 reviewsClean, nice firm mattresses. The best value for the price.Guest review byDmitriyUnited States
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