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Chester hotels from HK$870

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Our top choices for Chester hotels

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (927 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is HK$784
HK$870 total
includes taxes & fees
7 Jul - 8 Jul
Quality Inn Grasonville near Kent Island

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (612 reviews)
"A clean hotel and a great breakfast."
United States
Maura
The price is HK$1,129
HK$1,242 total
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Express Easton by IHG

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,005 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
United States
David
The price is HK$1,090
HK$1,199 total
includes taxes & fees
30 Jun - 1 Jul
Best Western Plus Easton Inn & Suites

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (894 reviews)
"A good value."
United States
Alexander
The price is HK$793
HK$873 total
includes taxes & fees
27 Jul - 28 Jul
Quality Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,004 reviews)
"Good hotel for the price"
United States
Brenda
The price is HK$982
HK$1,090 total
includes taxes & fees
5 Jul - 6 Jul
Best Western Kent Narrows Inn

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (393 reviews)
"Easy check in, clean and comfortable room. "
United States
michael
The price is HK$706
HK$776 total
includes taxes & fees
30 Jun - 1 Jul
Econo Lodge Easton Route 50

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (378 reviews)
"Had a short stay in Easton to visit family. The hotel and staff were wonderful. Breakfast was decent. I would recommend this hotel and plan to stay here in future."
United States
Linda
The price is HK$1,060
HK$1,166 total
includes taxes & fees
12 Jul - 13 Jul
Fairfield Inn & Suites by Marriott Easton

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (489 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is HK$1,856
HK$2,116 total
includes taxes & fees
30 Jun - 1 Jul
Anchored Inn at Hidden Harbour Marina

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,044 reviews)
"Friendly staff, easy parking, great breakfast"
United States
Theresa
The price is HK$849
HK$968 total
includes taxes & fees
5 Jul - 6 Jul
Country Inn & Suites by Radisson, Annapolis, MD

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (149 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is HK$1,163
HK$1,555 total
includes taxes & fees
5 Jul - 6 Jul
Kent Island Resort

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (91 reviews)
" Staff is super friendly. The rooms were very clean and the breakfast was wonderful."
United States
Lewis
The price is HK$2,322
HK$2,554 total
includes taxes & fees
2 Jul - 3 Jul
Hummingbird Inn

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (572 reviews)
"I have enjoyed Hampton Inns for years and this was no exception. The room and service were exceptional."
United States
Matthew
The price is HK$1,147
HK$1,262 total
includes taxes & fees
5 Jul - 6 Jul
Hampton Inn Easton

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,002 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is HK$1,074
HK$1,193 total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Annapolis East-Kent Island by IHG

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,004 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is HK$823
HK$906 total
includes taxes & fees
6 Jul - 7 Jul
St Michaels Inn

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,007 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"
United States
Brian
The price is HK$792
HK$903 total
includes taxes & fees
1 Jul - 2 Jul
Best Western Annapolis

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (777 reviews)
"Great Stay!!"
United States
Richard
The price is HK$1,475
HK$1,637 total
includes taxes & fees
7 Jul - 8 Jul
Hyatt Place Kent Narrows & Marina

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,013 reviews)
"The staff was great, nice hotel bar and the location was close to everything!"
United States
Diane
The price is HK$747
HK$851 total
includes taxes & fees
5 Jul - 6 Jul
DoubleTree by Hilton Hotel Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,003 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is HK$700
HK$798 total
includes taxes & fees
7 Jul - 8 Jul
Hilton Garden Inn Annapolis

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (466 reviews)
"Wonderful stay!"
United States
Rachel
The price is HK$1,953
HK$2,320 total
includes taxes & fees
28 Jul - 29 Jul
The Wildset

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,002 reviews)
"We stayed 6 nights and breakfast was good every day."
United States
Daniel Glen Zechenelly
The price is HK$1,051
HK$1,198 total
includes taxes & fees
5 Jul - 6 Jul
SpringHill Suites by Marriott Annapolis
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.
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Stay near popular Chester attractions

Learn more about Chester

Chester awaits: its island views, sunny weather, golf and more!

A boat docked at a pier during twilight with a city skyline in the background.
Photo by Patricia Knorr
Open Photo by Patricia Knorr

Top Chester Hotel Reviews

More cheap stays in Chester

Hotels in Chester with star-rating

Frequently asked questions

What's the best place to stay in Chester?
Located 13.8 mi (22.2 km) from the heart of Chester, DoubleTree by Hilton Hotel Annapolis is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Charming Annapolis WaterVIEW Home: This holiday home rental outside of Chester is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. 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?
Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. Country Inn & Suites by Radisson, Annapolis, MD and Courtyard by Marriott 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 9 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 Northern Chesapeake Bay, Matapeake State Park and Chesapeake Bay Environmental Center. You'll also find Love Point State Park and Eastern Neck National Wildlife Refuge 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.

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