Find hotels in Chester, MD from ฿2,839

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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, (875 reviews)
"Nice staff and rooms"
United States
Walter
The price is ฿2,616
฿2,904 total
includes taxes & fees
8 Mar - 9 Mar
Quality Inn Grasonville near Kent Island

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (846 reviews)
"Checkin staff was great. The motel is advertised as a HOTEL, and it very clearly is not."
United States
Jennifer
The price is ฿2,641
฿2,905 total
includes taxes & fees
5 Mar - 6 Mar
Quality 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, (963 reviews)
"Clean room, I enjoy staying here every time I'm in the area"
United States
Peter
The price is ฿2,958
฿3,284 total
includes taxes & fees
4 Mar - 5 Mar
Holiday Inn Express Annapolis East-Kent Island by IHG

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (388 reviews)
"Staff was great"
United States
Andre
The price is ฿2,517
฿2,768 total
includes taxes & fees
4 Mar - 5 Mar
Econo Lodge Easton Route 50

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,003 reviews)
"Nice friendly staff, clean room and lobby"
United States
Joi
The price is ฿4,008
฿4,409 total
includes taxes & fees
2 Mar - 3 Mar
Best Western Plus Easton Inn & Suites

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is ฿2,921
฿3,242 total
includes taxes & fees
4 Mar - 5 Mar
Best Western Kent Narrows Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (370 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
The price is ฿2,797
฿3,076 total
includes taxes & fees
27 Feb - 28 Feb
Knapps Narrows Marina & Inn

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ฿4,726
฿5,388 total
includes taxes & fees
2 Mar - 3 Mar
Anchored Inn at Hidden Harbour Marina

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (370 reviews)
"Staff was very frienly and courteous. There were needed gluten-free breakfast items and if something wasn’t out the staff kindly went to storage to provide it. The room was spotless. I highly recommend staying there!"
United States
Karen
The price is ฿4,475
฿4,922 total
includes taxes & fees
22 Mar - 23 Mar
Fairfield Inn & Suites by Marriott Easton

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
St Michaels Inn

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (559 reviews)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is ฿3,380
฿3,718 total
includes taxes & fees
8 Mar - 9 Mar
Hampton Inn Easton

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (718 reviews)
"Amazing location and staff!"
United States
Bobbi J.
The price is ฿3,418
฿3,794 total
includes taxes & fees
23 Mar - 24 Mar
Hyatt Place Kent Narrows & Marina

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (597 reviews)
"Everything was great!"
United States
HEATHER
The price is ฿4,011
฿4,412 total
includes taxes & fees
15 Mar - 16 Mar
Holiday Inn Express Easton by IHG

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is ฿5,565
฿6,345 total
includes taxes & fees
1 Mar - 2 Mar
The Westin Annapolis

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is ฿3,287
฿3,648 total
includes taxes & fees
4 Mar - 5 Mar
Hilton Garden Inn Kent Island Marina

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 ฿2,491
฿2,839 total
includes taxes & fees
8 Mar - 9 Mar
Best Western Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,876 reviews)
"Great rooms, very clean, loved our stay "
United States
Matthew
Historic Inns of Annapolis

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (853 reviews)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is ฿5,562
฿6,118 total
includes taxes & fees
2 Mar - 3 Mar
The Tidewater Inn

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,014 reviews)
"Nice hotel"
United States
Jane
The price is ฿3,207
฿3,656 total
includes taxes & fees
28 Feb - 1 Mar
Crowne Plaza Annapolis by IHG

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,001 reviews)
"Great location and friendly staff. "
United States
Shana
The price is ฿2,351
฿2,680 total
includes taxes & fees
15 Mar - 16 Mar
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!

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

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 Graduate by Hilton Annapolis. See all available top hotels, or 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. Offers 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 Paul Reed Smith Guitars, Northern Chesapeake Bay and Matapeake State Park. You'll also find Chesapeake Bay Environmental Center and Love Point State Park 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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