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Chester Hotels from S$84

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12 Jul - 13 Jul
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Top 10 trending Chester hotels

Econo Lodge Easton Route 50
Free continental breakfast

Econo Lodge Easton Route 50

2.5 star property
6.6 out of 10, (366)
"The staff was VERY nice"
The price is S$114
includes taxes & fees
10 Aug - 11 Aug
Econo Lodge Easton Route 50
Hampton Inn Easton
Exterior

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (518)
"Staff was very friendly"
The price is S$210
includes taxes & fees
17 Jul - 18 Jul
Hampton Inn Easton
Quality Inn
Exterior

Quality Inn

2.5 star property
7.6 out of 10, Good, (744)
"We were very pleased with everything at this location. Continental breakfast was great."
The price is S$130
includes taxes & fees
20 Jul - 21 Jul
Quality Inn
Best Western Plus Easton Inn & Suites
Lobby

Best Western Plus Easton Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Wonderful staff"
The price is S$182
includes taxes & fees
14 Jul - 15 Jul
Best Western Plus Easton Inn & Suites
Holiday Inn Express Easton by IHG
Free daily buffet breakfast

Holiday Inn Express Easton by IHG

3.0 star property
9.0 out of 10, Wonderful, (582)
"Friendly and efficient staff, and very clean accommodations."
The price is S$224
includes taxes & fees
27 Jul - 28 Jul
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, (872)
"The staff members were Great very helpful "
The price is S$84
includes taxes & fees
15 Jul - 16 Jul
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, (350)
"Very nice stay"
The price is S$214
includes taxes & fees
21 Jul - 22 Jul
Fairfield Inn & Suites by Marriott Easton
Hummingbird Inn
Porch

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (76)
"Hummingbird Inn is so gracious to all guests. I was there for a triathlon and Eric and Mary made sure I was taken care of to race! Love this Inn!"
Hummingbird Inn
The Tidewater Inn
Terrace/patio

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (803)
"Nice place"
The price is S$238
includes taxes & fees
20 Jul - 21 Jul
The Tidewater Inn
Sandaway Suites & Beach
Private beach, sun-loungers, kayaking, fishing

Sandaway Suites & Beach

3.0 star property
9.4 out of 10, Exceptional, (142)
"It was such a beautiful place to stay at!! We only spent one night but definitely can see myself coming back with my family here! The view is to DIE for too!"
The price is S$403
includes taxes & fees
11 Aug - 12 Aug
Sandaway Suites & Beach
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (32)
" Beautiful property, wonderful staff, excellent food service."
The price is S$582
includes taxes & fees
14 Jul - 15 Jul
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1005)
"Great spot to be close to town for a modest price. "
The price is S$158
includes taxes & fees
15 Jul - 16 Jul
St Michaels Inn
The Wildset
1 bedroom, Frette Italian sheets, premium bedding, iron/ironing board

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (333)
"The room was lovely - comfortable beds, it bathroom, nice toiletries. It’s quiet yet right in the center of town so you can walk to all the shops and restaurants. "
The price is S$337
includes taxes & fees
14 Jul - 15 Jul
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, (353)
"Grounds are beautiful. Staff very friendly and attentive "
The price is S$955
includes taxes & fees
16 Jul - 17 Jul
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (128)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is S$366
includes taxes & fees
21 Jul - 22 Jul
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (60)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is S$342
includes taxes & fees
14 Jul - 15 Jul
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, (787)
"full breakfast, comfortable bed and nice pillows"
The price is S$140
includes taxes & fees
10 Aug - 11 Aug
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, (958)
"Great stay. We have stayed multiple times throughout the years and the quality has always been excellent."
The price is S$216
includes taxes & fees
28 Jul - 29 Jul
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (868)
"Great place"
The price is S$169
includes taxes & fees
21 Jul - 22 Jul
Holiday Inn Express Annapolis East-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, (1000)
"Second time staying, it’s priced right, great staff, and amazing restaurants right across the street, quiet area right by the bay bridge. "
The price is S$180
includes taxes & fees
24 Jul - 25 Jul
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 DoubleTree by Hilton Hotel Annapolis and Hilton Garden Inn Annapolis Downtown. 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. Best Western Annapolis 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 14 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 Matapeake State Park, Chesapeake Bay Environmental Center and Love Point State Park. You'll also find Sandy Point Beach and Queenstown Harbor Golf Club 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.