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Find hotels in Chester, MD from ฿2,644

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Top 10 Chester hotels and places to stay

Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1607)
"This hotel was a marvelous surprise! It could not be in a better location. Just loved it! I want to stay in all 3 buildings now. "
The price is ฿5,945
per night
16 May - 17 May
Historic Inns of Annapolis
View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1069)
"Lovely hotel - everything was perfect except the coffee situation. Rubbish provision in room and then had to pay in the lobby."
The price is ฿6,850
per night
2 Jun - 3 Jun
Graduate 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 ฿4,957
per night
6 May - 7 May
Crowne Plaza Annapolis, an IHG Hotel
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Exterior
Admiral Suites
2.5 star property
6.6 out of 10, (141)
"Great"
The price is ฿3,084
per night
14 May - 15 May
Admiral Suites
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1003)
"Easy flow"
The price is ฿4,338
per night
15 May - 16 May
DoubleTree by Hilton Hotel Annapolis
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Front desk was very helpful and kind. Everything went smoothly. Great location! Pleasant hiking trail a short walk away."
The price is ฿4,230
per night
6 May - 7 May
Country Inn & Suites by Radisson, Annapolis, MD
Deluxe Studio Suite, 2 Double Beds, Non Smoking, Kitchen | Desk, laptop workspace, blackout curtains, iron/ironing board
Homestyle Suites
2.5 star property
5.6 out of 10, (715)
"Our 3rd stay, each time 3-4 days Always friendly & helpful staff! We were able to borrow kitchen essentials easily. Yes they are renovating to make it a really nice extended stay type hotel. Each time here it's been a quiet stay and they keep construction area neat as possible. Based upon how nice the bathroom has already been updated, I believe that they will update the kitchen and rest of room really nice as well."
The price is ฿3,139
per night
6 May - 7 May
Homestyle Suites
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 ฿4,920
per night
29 May - 30 May
Courtyard by Marriott Annapolis
Exterior
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1001)
"The property is okay. We found the beds to be extremely soft. The dining room in the lobby was not "welcoming" so we went elsewhere. We never received a receipt or text from the valet. The parking to be expensive. Also, the internet was not included in the cost of the room. I cannot remember the last time we paid for internet!"
The price is ฿6,206
per night
19 May - 20 May
The Westin Annapolis
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, (719)
"Very clean"
The price is ฿3,559
per night
7 May - 8 May
Microtel Inn & Suites by Wyndham Gambrills
Room, 2 Queen Beds, Balcony | Premium bedding, down duvets, pillow-top beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (706)
"…"
The price is ฿9,077
per night
27 May - 28 May
Annapolis Waterfront Hotel, Autograph Collection
Property amenity
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (411)
"Stay 2 nights everything was great 10/10 I love it breakfast was great too even the pool was great recommended to everyone with kids."
The price is ฿5,560
per night
9 May - 10 May
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
3.0 star property
8.4 out of 10, Very good, (1000)
"The place is clean and it was a pleasant stay, we had my mom in a wheelchair and had a huge handicap room. My only complaint is having to pay for parking, no free breakfast and it was $75 for my dog to stay, which was too much. "
The price is ฿3,943
per night
26 May - 27 May
Hilton Garden Inn Annapolis
Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (838)
"Clean and convenient!"
The price is ฿5,104
per night
5 May - 6 May
Hilton Garden Inn Annapolis Downtown
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, (1004)
"It’s good."
The price is ฿3,635
per night
19 May - 20 May
Comfort Inn Conference Center
Aerial view
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (67)
"Quiet and beautiful. The staff was very professional and friendly. I felt like I was home. Looking forward to my next visit!!!"
The price is ฿11,985
per night
5 May - 6 May
Kent Island Resort
Exterior
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Very nice hotel, everything worked as it should. Clean rooms. Food was decent, could have been more options. The only downside was the indoor pool was freezing and the whirlpool jets were not all working."
The price is ฿6,206
per night
26 May - 27 May
SpringHill Suites by Marriott Annapolis
TV
Village Inn
2.0 star property
6.2 out of 10, (432)
"I have stayed here multiple times and have always enjoyed it"
The price is ฿3,525
per night
5 May - 6 May
Village Inn
Exterior
Best Western Annapolis
2.5 star property
7.6 out of 10, Good, (1003)
"Clean, Comfortable, Convenient for 3 day trip to the boat show. Good breakfast."
The price is ฿3,512
per night
26 May - 27 May
Best Western Annapolis
Room, 1 King Bed, Non Smoking (Whirlpool) | In-room safe, desk, laptop workspace, blackout curtains
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 star property
8.2 out of 10, Very good, (1000)
"Very Nice! "
The price is ฿4,336
per night
12 May - 13 May
Holiday Inn Express & Suites Annapolis, an IHG Hotel
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See all available properties in Chester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More cheap stays in Chester

Days Inn by Wyndham Easton

Days Inn by Wyndham Easton

7018 Ocean Gateway, Easton, MD
The price is ฿2,644 per night from May 5 to May 6
฿2,644
per night
5 May - 6 May
5.8/10 (725 reviews)

Accommodation near Chester attractions

Image for Chesapeake Exploration Center

Chesapeake Exploration Center

Learn about the events happening in Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.

See properties
Chesapeake Exploration Center

Chester hotels information

Number of reviews
4,869
Accommodation
1,179 hotels
Lowest Price
฿2,644
Highest Price
฿11,985

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.

Chester Hotel Reviews
Expedia verified reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

5/5 Excellent
Convenient and Pleasant
"Front desk was very helpful and kind. Everything went smoothly. Great location! Pleasant hiking trail a short walk away."
A verified traveller stayed at Country Inn & Suites by Radisson, Annapolis, MD
Posted 4 days ago
Country Inn & Suites by Radisson, Annapolis, MD