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Chester Hotels

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Check Chester hotel prices

Tonight
Jun 14 - Jun 15
Tomorrow night
Jun 15 - Jun 16
This weekend
Jun 14 - Jun 16

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Top 10 trending Chester hotels

Historic Inns of Annapolis
Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, 1,623 reviews
"It was our first stay in Annapolis. We were very impressed with the condition of the hotel. "
The price is €145
per night
1 Jul - 2 Jul
Historic Inns of Annapolis
Graduate Annapolis
View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, 1,033 reviews
"Friendly staff, clean and comfortable room"
The price is €189
per night
1 Jul - 2 Jul
Graduate Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, 1,002 reviews
"The front desk staff was very professional. The bartender in the restaurant was superb! He was friendly and very attentive. "
The price is €134
per night
30 Jun - 1 Jul
Crowne Plaza Annapolis, an IHG Hotel
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Admiral Suites
Exterior
Admiral Suites
2.5 star property
6.6 out of 10, 172 reviews
"Quiet and clean"
The price is €94
per night
16 Jun - 17 Jun
Admiral Suites
DoubleTree by Hilton Hotel Annapolis
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, 1,000 reviews
"It’s a ridiculously long trip from the lobby to the 6th of the north tower but easy going. The pool is huge for a hotel. The staff was far beyond courteous and friendly. "
The price is €125
per night
30 Jun - 1 Jul
DoubleTree by Hilton Hotel Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, 1,004 reviews
"Excellent customer service!"
The price is €107
per night
2 Jul - 3 Jul
Country Inn & Suites by Radisson, Annapolis, MD
Homestyle Suites
Deluxe Studio Suite, 2 Double Beds, Non Smoking, Kitchen
Homestyle Suites
2.5 star property
5.6 out of 10, 732 reviews
"It was good"
The price is €86
per night
18 Jun - 19 Jun
Homestyle Suites
Courtyard by Marriott Annapolis
Exterior
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, 869 reviews
"Property was great minus a pool."
The price is €130
per night
19 Jun - 20 Jun
Courtyard by Marriott Annapolis
The Westin Annapolis
Exterior
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, 1,001 reviews
"Very nice area"
The price is €217
per night
8 Jul - 9 Jul
The Westin Annapolis
Microtel Inn & Suites by Wyndham Gambrills
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, 755 reviews
"Very clean"
The price is €93
per night
4 Jul - 5 Jul
Microtel Inn & Suites by Wyndham Gambrills
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Balcony
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, 716 reviews
"Beautiful upscale accommodations. Within walking distance to everything you'll want to see and do. You want a view and a high level of service, then you'll pay for it. Loved the vallet setvice so quick and easy. That is the only option you have at this hotel. Downtown and Historic Annapolis are so pretty with lots of shops and eateries. Lots of taverns too if you travel with no kids. View of the Chesapeake Bay and Bridge. "
The price is €228
per night
1 Jul - 2 Jul
Annapolis Waterfront Hotel, Autograph Collection
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Property amenity
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, 431 reviews
"The hotel was clean and the staff was friendly. Free breakfast and free laundry. "
The price is €159
per night
30 Jun - 1 Jul
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Hilton Garden Inn Annapolis
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, 1,006 reviews
"It was fine. Paying for parking on top of the stay seemed gougy. "
The price is €114
per night
3 Jul - 4 Jul
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis Downtown
Suite, 1 Bedroom, Terrace | Living area
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, 860 reviews
"Nice place but parking is a challenge. Small space and lot fills up fast at times. Staff personality is meh... i felt like I was bothering the cool girl with my questions... "
The price is €158
per night
30 Jun - 1 Jul
Hilton Garden Inn Annapolis Downtown
Comfort Inn Conference Center
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, 1,004 reviews
"Only complaint is that restaurant closed a little early. "
The price is €136
per night
16 Jun - 17 Jun
Comfort Inn Conference Center
Kent Island Resort
Aerial view
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, 69 reviews
"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 €249
per night
17 Jun - 18 Jun
Kent Island Resort
SpringHill Suites by Marriott Annapolis
Exterior
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, 1,003 reviews
"This is the cleanest hotel that I’ve ever stayed in! Beds were comfortable. Rooms were super clean. Staff was amazing and helpful. Nice pool and hot tub. Close to everything. "
The price is €142
per night
14 Jul - 15 Jul
SpringHill Suites by Marriott Annapolis
Village Inn
TV
Village Inn
2.0 star property
6.2 out of 10, 437 reviews
"It’s extremely affordable and for the price the room was basic and clean. Parking is directly in front of your room and there wasn’t much around the motel, so it feels safe. The room had a smell which we think was cleaning products that was a little strong."
The price is €102
per night
17 Jun - 18 Jun
Village Inn
Best Western Annapolis
Exterior
Best Western Annapolis
2.5 star property
7.6 out of 10, Good, 1,001 reviews
"Had to switch here from the Hilton, and it was worth it! There were issues with the plumbing throughout our stay, but staff and service were awesome. The kids loved the pool! "
The price is €100
per night
11 Jul - 12 Jul
Best Western Annapolis
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Room, 1 King Bed, Non Smoking (Whirlpool)
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 star property
8.2 out of 10, Very good, 1,002 reviews
"Nice place "
The price is €118
per night
30 Jun - 1 Jul
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Don't see what you're looking for?
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

Homestyle Suites

Homestyle Suites

1 Womack Dr, Annapolis, MD
The price is €86 per night from Jun 18 to Jun 19
€86
per night
18 Jun - 19 Jun
5.6/10 (732 reviews)

Near an Attraction

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
4,487
Accommodation
1,182 hotels
Lowest Price
€86
Highest Price
€249

Frequently asked questions

What's the best place to stay in Chester?

Located 10.8 mi (17.3 km) from the heart of Chester, Historic Inns of Annapolis is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are DoubleTree by Hilton Hotel Annapolis and Crowne Plaza Annapolis, an IHG Hotel. See all available top hotels, or vacation rentals in Chester.

What are some of the best holiday rentals that Chester has to offer?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This holiday home rental outside of Chester offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind. See all vacation rentals in Chester.

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 are some accommodation options with pools in Chester?

Country Inn & Suites by Radisson, Annapolis, MD: Offers buffet, an indoor pool and free self parking. Sonesta ES Suites Annapolis and The Westin Annapolis are a couple of other choices that offer an on-site pool. View all hotels with pools 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 11 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
Expedia verified reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

5/5 Excellent
"We only stayed one night but staff was helpful and our room was very quiet and comfortable. I will definitely stay again. "
A verified traveller stayed at Historic Inns of Annapolis
Posted 3 days ago
Historic Inns of Annapolis