Photo by Patricia Knorr

Chester hotels from HK$607

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Our top choices for Chester hotels

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (832 reviews)
"Checkin staff was great. The motel is advertised as a HOTEL, and it very clearly is not."
United States
Jennifer
The price is HK$662
HK$728 total
includes taxes & fees
15 Jan - 16 Jan
Quality Inn

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"Great hospitality and breakfast was good…"
United States
Martha
The price is HK$533
HK$607 total
includes taxes & fees
8 Feb - 9 Feb
Best Western Annapolis

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130 reviews)
"Beautiful and peaceful property!"
United States
Jerry
The price is HK$986
HK$1,368 total
includes taxes & fees
18 Jan - 19 Jan
Kent Island Resort

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"Good value and close to downtown."
United States
John
The price is HK$745
HK$820 total
includes taxes & fees
25 Jan - 26 Jan
St Michaels Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (365 reviews)
"nice clean room staff very nice would stay again "
United States
mario
The price is HK$779
HK$857 total
includes taxes & fees
10 Jan - 11 Jan
Knapps Narrows Marina & Inn

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, (948 reviews)
"Great staff, clean room, nice view!"
United States
Quiana
The price is HK$740
HK$821 total
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Express Annapolis East-Kent Island by IHG

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,004 reviews)
"Great stay "
United States
Jose Miguel
The price is HK$587
HK$670 total
includes taxes & fees
8 Feb - 9 Feb
DoubleTree by Hilton Hotel Annapolis

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (866 reviews)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is HK$673
HK$747 total
includes taxes & fees
19 Jan - 20 Jan
Quality Inn Grasonville near Kent Island

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (844 reviews)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is HK$1,394
HK$1,533 total
includes taxes & fees
13 Jan - 14 Jan
The Tidewater Inn

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,000 reviews)
"Spacious room, friendly staff, nice bathroom. Everyone is very accommodating."
United States
DONNA
The price is HK$927
HK$1,019 total
includes taxes & fees
11 Jan - 12 Jan
Best Western Plus Easton Inn & Suites

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"Very nice hotel. Very clean and quiet "
United States
Mary
The price is HK$825
HK$941 total
includes taxes & fees
7 Feb - 8 Feb
Crowne Plaza Annapolis by IHG

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,001 reviews)
"Nice place "
United States
Tucker T
The price is HK$650
HK$721 total
includes taxes & fees
15 Jan - 16 Jan
Best Western Kent Narrows Inn

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (171 reviews)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is HK$856
HK$976 total
includes taxes & fees
13 Jan - 14 Jan
Fairfield Inn & Suites By Marriott Annapolis

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (433 reviews)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is HK$1,285
HK$1,624 total
includes taxes & fees
18 Jan - 19 Jan
The Inn at Chesapeake Bay Beach Club

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,000 reviews)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is HK$630
HK$718 total
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Annapolis

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,000 reviews)
"Clean room and friendly staff! "
United States
Silvia
The price is HK$787
HK$897 total
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Express & Suites Annapolis by IHG

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (473 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is HK$1,044
HK$1,190 total
includes taxes & fees
11 Jan - 12 Jan
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, (1,000 reviews)
"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
The price is HK$764
HK$871 total
includes taxes & fees
15 Jan - 16 Jan
Country Inn & Suites by Radisson, Annapolis, MD

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,010 reviews)
"Great value for stay with breakfast included "
United States
Aisling
The price is HK$709
HK$808 total
includes taxes & fees
11 Jan - 12 Jan
Hilton Garden Inn Annapolis Downtown

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (695 reviews)
"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
The price is HK$903
HK$1,003 total
includes taxes & fees
19 Jan - 20 Jan
Hyatt Place Kent Narrows & Marina
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!

Kent Narrows Maryland, USA, the narrows are just north of the Chesapeake bay and about an hour from Washington DC. Here the crabs are abundant and we had a great pick and peel crab dinner and Harrah's Crab house. Boats along this area go out each morning and pick the crabs out of the crab cages and get the catch of the day out in the Chesapeake bay . The Route 50 bridge is directly straight ahead, it the route into the Chesapeake bay bridge which is  at least 3 miles long.
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 Graduate by Hilton Annapolis and Historic Inns of Annapolis. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !: This holiday home rental outside of Chester is located on the beach, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 5 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 garden and a selection of games. 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. Features free self parking, an indoor pool and complimentary wireless Internet access. Country Inn & Suites by Radisson, Annapolis, MD and Sonesta ES Suites 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 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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