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Chester Hotels

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Top 10 trending Chester hotels

Outdoor pool, a heated pool
Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (59)
"Stayed here during wedding night. Host accommodated requests to make the night check in go smoothly. Property is amazing, the Star was everything we thought and more. Would absolutely stay again!"
The price is €424
per night
5 May - 6 May
Waterfront Oasis of Annapolis Star
Smart TV
Cass-Away Luxury Houseboat
10.0 out of 10, Exceptional, (80)
"The Cass Away was exactly as described. Clean, well-appointed (with some fun extras!), and within walking distance to several restaurants and bars. The cute getaway had everything we could need for our two-night stay, and the roof deck was our favorite part! Sitting up there in the evening with a book and a blanket, watching the birds fly by and the boats sail through...paradise!"
Cass-Away Luxury Houseboat
Beach nearby
Inn at Horn Point
3.0 star property
9.6 out of 10, Exceptional, (18)
"I booked the trip to celebrate an anniversary weekend away with my husband. The property came up through a Yelp review so I checked it out. I was impressed with the location, the detail to cleanliness, and the commitment to the environment. Once I booked the room, the innkeepers were very helpful in offering things to do and places to eat, as well as offering to help make our anniversary stay more memorable. Once we arrived, Cory took the time to greet us as we came in and share some of the...
The price is €343
per night
3 Jun - 4 Jun
Inn at Horn Point
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View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1070)
"Lovely hotel - everything was perfect except the coffee situation. Rubbish provision in room and then had to pay in the lobby."
The price is €182
per night
27 May - 28 May
Graduate Annapolis
Desk, iron/ironing board, free cots/infant beds, free WiFi
Courtyard by Marriott Bowie
3.0 star property
9.4 out of 10, Exceptional, (636)
"Stayed for one night. I had no issues. "
The price is €183
per night
2 Jun - 3 Jun
Courtyard by Marriott Bowie
Front of property
Anchored Inn at Hidden Harbour Marina
2.5 star property
9.4 out of 10, Exceptional, (363)
"Would stay here again "
The price is €264
per night
6 May - 7 May
Anchored Inn at Hidden Harbour Marina
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (340)
"Everyone was so friendly including the manager. We had a great experience and I cant wait to go back soon. "
The price is €247
per night
6 May - 7 May
The Inn at Chesapeake Bay Beach Club
TV
TownePlace Suites Bowie Town Center
2.5 star property
9.2 out of 10, Wonderful, (458)
"The best"
The price is €114
per night
2 Jun - 3 Jun
TownePlace Suites Bowie Town Center
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1005)
"Front desk was very helpful and kind. Everything went smoothly. Great location! Pleasant hiking trail a short walk away."
The price is €120
per night
27 May - 28 May
Country Inn & Suites by Radisson, Annapolis, MD
Room, 2 Queen Beds, Balcony
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (706)
"…"
The price is €263
per night
27 May - 28 May
Annapolis Waterfront Hotel, Autograph Collection
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, (1004)
"It’s good."
The price is €104
per night
19 May - 20 May
Comfort Inn Conference Center
Beach
Indulge or be still near Naval Academy/ Annapolis
9.0 out of 10, Wonderful, (8)
"Karen was absolutely wonderful! I had several questions and she responded within just a few moments. The place was immaculate, cozy it felt like it was a home away from home. Very close to anything you could possibly need and the view is absolutely breathtaking. The bed was so comfortable that I found out the type of mattress and I’ll be buying one. I highly recommend staying with Karen. I will certainly be booking again in the future. 5 Stars across the board!"
Indulge or be still near Naval Academy/ Annapolis
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1002)
"Parking limited on weekend evenings "
The price is €143
per night
12 May - 13 May
Crowne Plaza Annapolis, an IHG Hotel
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, (719)
"One of my favorites "
The price is €103
per night
8 May - 9 May
Microtel Inn & Suites by Wyndham Gambrills
Property amenity
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (411)
"Property clean very small things could of been improved like wiping down fridge and making sure housekeeping sweeps better, other than that facility was nice definitely would book again. Staff friendly."
The price is €159
per night
9 May - 10 May
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (610)
"Exactly what we were looking for - just a good nights sleep along our way. "
The price is €130
per night
29 May - 30 May
Sonesta ES Suites Annapolis
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1003)
"Easy flow"
The price is €117
per night
12 May - 13 May
DoubleTree by Hilton Hotel Annapolis
Exterior
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (855)
"Awesome staff very professional and knowledgeable. Exceptionally clean"
The price is €142
per night
29 May - 30 May
Courtyard by Marriott Annapolis
Suite, 1 Bedroom, Terrace | Living area
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (838)
"The staff is excellent in their customer service. They are attentive and courteous. The staff is professional and welcoming. Keep up the great work. The restaurant was great, the breakfast options are wonderful. Highly recommend the oats. The room was clean, spacious and provided a wonderful view. The parking was so accommodating. Truly recommend for anyone to stay here. "
The price is €147
per night
5 May - 6 May
Hilton Garden Inn Annapolis Downtown
Exterior
Lower Level Loft - Adorable Studio Apt. Near BWI
8.6 out of 10, Excellent, (4)
"Very nice for a short stay"
The price is €121
per night
8 May - 9 May
Lower Level Loft - Adorable Studio Apt. Near BWI
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See all available properties in Chester
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Chester hotels information

Number of reviews
4,868
Accommodation
1,179 hotels
Lowest Price
€74
Highest Price
€424

Frequently asked questions

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes! You'll find that most hotel bookings are refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

What is staying in Chester like?

Visitors can enjoy all that Chester has to offer, including the waterfront, seafood restaurants and golf courses. In Chester, there are 13 hotels and other accommodation options to choose from. Find out more about Chester.

What is there to see in Chester?

Places to visit in the wider area include Matapeake State Park, Chesapeake Bay Environmental Center and Sandy Point Beach. You'll also find Queenstown Harbor Golf Club and Chesapeake Bay Bridge in the area. Take a look at what more there is to see and do in Expedia's Chester guide.

What's the weather like in Chester?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chester is 1414 mm.

Recent Reviews in Chester
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