Chester Hotels from ₹9,239

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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, (915 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is ₹10,178
₹11,298 total
includes taxes & fees
16 Jun - 17 Jun
Quality Inn Grasonville near Kent Island

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,003 reviews)
"Good hotel for the price"
United States
Brenda
The price is ₹10,490
₹11,644 total
includes taxes & fees
14 Jun - 15 Jun
Best Western Kent Narrows Inn

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (882 reviews)
"The staff was the best. Super nice and helpful."
United States
Christopher
The price is ₹9,689
₹10,658 total
includes taxes & fees
30 Jun - 1 Jul
Quality Inn

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (392 reviews)
"Love overnight staff"
United States
Ivvory
The price is ₹7,758
₹8,534 total
includes taxes & fees
11 Jun - 12 Jun
Econo Lodge Easton Route 50

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (142 reviews)
"We loved the quaintness of the room, complete with a gas fireplace and floor to ceiling drapes. Having a restaurant right on site was incredible. I especially loved the girl dinner deal! We enjoyed the stay and the property was beautiful."
United States
Kiana
The price is ₹14,688
₹19,545 total
includes taxes & fees
10 Jun - 11 Jun
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)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is ₹11,923
₹13,115 total
includes taxes & fees
16 Jun - 17 Jun
St Michaels Inn

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,010 reviews)
"It was one of the nicest places we've stayed in our travels."
United States
William
The price is ₹9,119
₹10,396 total
includes taxes & fees
7 Jun - 8 Jun
DoubleTree by Hilton Hotel Annapolis

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
9.0 out of 10, Wonderful, (262 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is ₹8,909
₹10,629 total
includes taxes & fees
11 Jun - 12 Jun
Candlewood Suites Annapolis 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, (1,003 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
United States
David
The price is ₹13,315
₹14,647 total
includes taxes & fees
7 Jun - 8 Jun
Best Western Plus Easton Inn & Suites

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, (1,025 reviews)
"Great location with good breakfast. 👍"
United States
David
The price is ₹9,938
₹11,329 total
includes taxes & fees
8 Jun - 9 Jun
Country Inn & Suites by Radisson, Annapolis, MD

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (386 reviews)
"Breakfast is excellent, staff very friendly"
United States
Polina
The price is ₹14,356
₹15,792 total
includes taxes & fees
7 Jun - 8 Jun
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, (1,000 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is ₹12,836
₹14,248 total
includes taxes & fees
15 Jun - 16 Jun
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,006 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is ₹8,104
₹9,239 total
includes taxes & fees
9 Jun - 10 Jun
Best Western Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,002 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is ₹9,986
₹11,384 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Garden Inn Annapolis

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is ₹17,044
₹18,918 total
includes taxes & fees
10 Jun - 11 Jun
Inn at Huntingfield Creek

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (571 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 ₹14,013
₹15,414 total
includes taxes & fees
21 Jun - 22 Jun
Hampton Inn Easton

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (454 reviews)
"Wonderful stay!"
United States
Rachel
The price is ₹22,894
₹27,291 total
includes taxes & fees
6 Jul - 7 Jul
The Wildset

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,012 reviews)
"Great place to stay for a short visit to Annapolis."
United States
Jeffrey
The price is ₹11,687
₹13,323 total
includes taxes & fees
9 Jun - 10 Jun
Crowne Plaza Annapolis by IHG

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (167 reviews)
"It was a beautiful stay!"
United States
Eliza
The price is ₹16,697
₹18,366 total
includes taxes & fees
15 Jun - 16 Jun
Sandaway Suites & Beach

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,861 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is ₹9,992
₹14,667 total
includes taxes & fees
14 Jun - 15 Jun
Historic Inns of 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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Chester attractions

Learn more about Chester

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

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 Annapolis Waterfront Hotel, Autograph Collection and DoubleTree by Hilton Hotel 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. Features free self parking, an indoor pool and complimentary wireless Internet access. The Westin Annapolis and St Michaels Inn 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 10 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 Sandy Point Beach 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.

Explore a world of travel with Expedia