Photo by Patricia Knorr

Chester Hotels from from S$88

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Check prices for these dates

Tonight
31 Mar - 1 Apr
Tomorrow
1 Apr - 2 Apr
This weekend
4 Apr - 6 Apr
Next weekend
11 Apr - 13 Apr

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Top 10 trending Chester hotels

Econo Lodge Easton Route 50
Reception

Econo Lodge Easton Route 50

2.5 star property
6.6 out of 10, (363)
"This wasn't the Hilton, but was nice for the price."
The price is S$100
includes taxes & fees
14 Apr - 15 Apr
Econo Lodge Easton Route 50
Hampton Inn Easton
Exterior

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (492)
"The check in Person(Mark) was a delight. He was quick getting me checked in and has such a great personality. Definitely made me feel welcomed. The hotel was nice and clean. I loved that the shower was larger and the water pressure was really good."
The price is S$193
includes taxes & fees
27 Apr - 28 Apr
Hampton Inn Easton
Quality Inn
Exterior

Quality Inn

2.5 star property
7.6 out of 10, Good, (699)
"One great place to stay right there in Easton Maryland lower Eastern shore"
The price is S$102
includes taxes & fees
7 Apr - 8 Apr
Quality Inn
Best Western Plus Easton Inn & Suites
Lobby

Best Western Plus Easton Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1072)
"Updated. Quiet. Home like atmosphere. Amenities were good. "
The price is S$176
includes taxes & fees
1 Apr - 2 Apr
Best Western Plus Easton Inn & Suites
Holiday Inn Express Easton by IHG
In-room safe, desk, blackout curtains, iron/ironing board

Holiday Inn Express Easton by IHG

3.0 star property
9.0 out of 10, Wonderful, (560)
"The shower had good water pressure. The beds are comfortable and the pillows were amazing! "
The price is S$165
includes taxes & fees
3 Apr - 4 Apr
Holiday Inn Express Easton by IHG
Days Inn by Wyndham Easton
Desk, iron/ironing board, free WiFi, bed sheets

Days Inn by Wyndham Easton

2.5 star property
5.6 out of 10, (834)
"Great experience."
The price is S$88
includes taxes & fees
2 Apr - 3 Apr
Days Inn by Wyndham Easton
Fairfield Inn & Suites by Marriott Easton
View from property

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (333)
"We only stayed a night as we were in town for the Graham Nash concert, but we had a fantastic stay. The hotel was clean and modern, and the staff were extremely friendly and helpful! The complimentary breakfast was better than average and everything was freshly made. The room was very quiet and we weren't able to hear others coming and going, which is a huge plus. We'd definitely recommend the Fairfield Inn for your stay, and we'll stay there again the next time we're in town for a concert at...
The price is S$151
includes taxes & fees
6 Apr - 7 Apr
Fairfield Inn & Suites by Marriott Easton
Hummingbird Inn
Porch

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (74)
"The owner and staff are exceedingly gracious, we felt quite welcome. Our room is warmly decorated and comfortable from the bed to the linens to the rain shower and tiled bath. We want to come back next year for New Year’s Eve. The other guests mirror the owner and staff in that they are very friendly. Thank you Eric and Mary!!! Sincerely, James & Chrisy "
The price is S$462
includes taxes & fees
1 Apr - 2 Apr
Hummingbird Inn
The Tidewater Inn
Terrace/patio

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (779)
"I would recommend that you have more options for breakfast Everything on the menu is heavy. A la carte options for people that do not want a full breakfast. Even the bread basket is heavy carbs."
The price is S$279
includes taxes & fees
1 Apr - 2 Apr
The Tidewater Inn
Sandaway Suites & Beach
Ecotours

Sandaway Suites & Beach

3.0 star property
9.2 out of 10, Wonderful, (133)
"We really enjoyed our stay at the Sandaway. It was quiet and peaceful in a wonderful spot, right on the water, next to the yacht club. We loved walking around Oxford, a quaint and historic little town. A quick strolling over to the Market for breakfast sandwiches and the Social Cafe for great espresso based coffees and pastries. Contactless check-in was a breeze. Having prepaid, we found our designated parking spot, went to our room and our key was in the lock. Complimentary water bottles and...
The price is S$323
includes taxes & fees
28 Apr - 29 Apr
Sandaway Suites & Beach
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (59)
"Beautiful decor, exceptional staff, food was delicious. Serene surroundings. Excellent stay!"
The price is S$570
includes taxes & fees
14 Apr - 15 Apr
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1084)
"This was the first time here and this is a good location and a good value."
The price is S$148
includes taxes & fees
1 Apr - 2 Apr
St Michaels Inn
The Wildset
Frette Italian sheets, premium bedding, iron/ironing board, free WiFi

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (303)
"Was really good, service was incredible and room was very nice. There were some detailed touches that could have been done."
The price is S$353
includes taxes & fees
1 Apr - 2 Apr
The Wildset
Inn at Perry Cabin
Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (336)
"From the welcoming to departure, everything was perfect. The staff was responsive, friendly and knowledgeable. The property was first rate and convenient to local shops. Plan on returning. "
The price is S$782
includes taxes & fees
1 Apr - 2 Apr
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (127)
"exceptional hosts: above and beyond for service, suggestions, accommodation, effort to assist . impressive found by accident, would reccommend and visit AGAIN"
The price is S$258
includes taxes & fees
1 Apr - 2 Apr
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (57)
"Very nice property, cozy and clean rooms, excellent service."
The price is S$236
includes taxes & fees
1 Apr - 2 Apr
George Brooks House B&B
Quality Inn
In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn

2.5 star property
7.8 out of 10, Good, (740)
"Very friendly staff. Older property, but kept nice"
The price is S$133
includes taxes & fees
1 Apr - 2 Apr
Quality Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (896)
"Clean and comfortable. "
The price is S$188
includes taxes & fees
3 Apr - 4 Apr
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis - Kent Island by IHG
Exterior

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (819)
"We were only in town for a 1 night stay. Location,room and morning breakfast was great. Wish we would have had more time to see more of the beautiful area. Water everywhere."
The price is S$141
includes taxes & fees
2 Apr - 3 Apr
Holiday Inn Express Annapolis - Kent Island by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1107)
"I would definitely stay here again"
The price is S$134
includes taxes & fees
6 Apr - 7 Apr
Best Western Kent Narrows Inn
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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Learn more about Chester

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

See all hotels in Chester
Photo by Patricia Knorr
Open Photo by Patricia Knorr

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 Country Inn & Suites by Radisson, Annapolis, MD and Crowne Plaza Annapolis by IHG. 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?

Country Inn & Suites by Radisson, Annapolis, MD: Offers buffet, an indoor pool and free self parking. The Westin Annapolis and Hyatt Place Kent Narrows & Marina 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 Chesapeake Bay Environmental Center, Eastern Neck National Wildlife Refuge 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.