Photo by Elizabeth Massa Peroulakis

Chester Hotels from S$97

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Jun - 11 Jun
Tomorrow
11 Jun - 12 Jun
This weekend
13 Jun - 15 Jun
Next weekend
20 Jun - 22 Jun

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Chester hotels

Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (734)
"Beautiful hotel , restaurant adjacent is amazing"
The price is S$241
includes taxes & fees
30 Jun - 1 Jul
Hotel On North
The Little Lion
Aerial view

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (492)
"A adjunct to the famed and expensive Red Lion Inn, this staff-free all digital check in facility offered a clean quiet overnight rest. Checked all the boxes for what we wanted. Good value for money."
The price is S$122
includes taxes & fees
16 Jun - 17 Jun
The Little Lion
Hotel Northampton
2 restaurants, breakfast, lunch, dinner served; American cuisine

Hotel Northampton

3.5 star property
9.2 out of 10, Wonderful, (1000)
"Location was great, the staff was great, the accommodations were great."
Hotel Northampton
Naomi's Inn Bed & Breakfast
2 bedrooms, individually decorated, individually furnished

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (390)
"Nice"
The price is S$163
includes taxes & fees
22 Jun - 23 Jun
Naomi's Inn Bed & Breakfast
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"The staff was pleasant, the room was clean. Breakfast was good, and had a nice swim at the pool."
The price is S$206
includes taxes & fees
23 Jun - 24 Jun
Hampton Inn & Suites Berkshires-Lenox
Residence Inn by Marriott West Springfield
Exterior

Residence Inn by Marriott West Springfield

3.0 star property
8.6 out of 10, Excellent, (430)
"Great stay"
The price is S$184
includes taxes & fees
15 Jun - 16 Jun
Residence Inn by Marriott West Springfield
The Black Swan Lee - Lenox, Ascend Hotel Collection
Lobby

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1009)
"Very good service and breakfast!"
The price is S$183
includes taxes & fees
18 Jun - 19 Jun
The Black Swan Lee - Lenox, Ascend Hotel Collection
Daniel Stebbins House
Exterior

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (45)
"Lovely old inn, beautifully maintained and well-appointed with antiques, overlooking pretty gardens, convenient to the college and town, cared for by delightful proprietors."
The price is S$388
includes taxes & fees
24 Jun - 25 Jun
Daniel Stebbins House
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Helpful staff, clean room and good breakfast. Would stay again. "
The price is S$145
includes taxes & fees
30 Jun - 1 Jul
Quality Inn
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2269)
"I really like this hotel and feel comfortable to stay there. Room is great, and dinner close to hotel is perfect."
D. Hotel Suites & Spa
Hampton Inn Westfield
Premium bedding, desk, laptop workspace, blackout curtains

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very good, (739)
"Easy check in, nice clean room."
The price is S$194
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn Westfield
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (468)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is S$211
includes taxes & fees
17 Jun - 18 Jun
The Constance by the Lenox Collection
Monument Mountain Motel
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (715)
"Clean, warm, comfy bedding. Bathroom spotless. Friendly management."
Monument Mountain Motel
Homewood Suites by Hilton Hadley Amherst
Terrace/patio

Homewood Suites by Hilton Hadley Amherst

3.0 star property
9.4 out of 10, Exceptional, (656)
"Clean, convenient, very roomy!"
The price is S$264
includes taxes & fees
18 Jun - 19 Jun
Homewood Suites by Hilton Hadley Amherst
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"Very homy kind of Inn. Owner was very accommodative and friendly. Very safe place with great ambience. "
Brook Farm Inn
Hampton Inn Chicopee/Springfield
Indoor pool

Hampton Inn Chicopee/Springfield

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very clean and convenient. Appeared to be recently renovated. "
The price is S$182
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Chicopee/Springfield
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (244)
"Always a great place to stay and the location is excellent!"
The price is S$243
includes taxes & fees
17 Jun - 18 Jun
The Whitlock
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (364)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (84)
"Beautiful room and property. Perfect weekend getaway!"
The price is S$450
includes taxes & fees
11 Jun - 12 Jun
The Old Inn On The Green
Gedney Farm
Front of property

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (119)
"Beautiful and rustic, less than 15 minutes to Butternut and Great Barrington."
Gedney Farm
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
Sign in
Sign up, it's free

Learn more about Chester

Experience the hiking, camping and monuments in Chester!

See all hotels in Chester
Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis

More cheap stays in Chester

More cheap stays in Chester

Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St, Northampton, MA
The price is S$194 per night from 6 Jul to 7 Jul
S$194
6 Jul - 7 Jul
includes taxes & fees
7/10 Good! (1,005 reviews)

Hotels near Chester Attractions

Hotels near Chester Attractions

Recent Reviews in Chester

Recent Reviews in Chester

The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

5/5 Excellent
"We started our stay with a text letting us know when our room was ready. Check in was very pleasant and efficient. Our room was as described and very clean. House keeping was very friendly and did a superior job cleaning room. Excellent customer service. Overall a great stay. Plan on returning again. thank you"
A verified traveller stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
Posted 20 hours ago
The Black Swan Lee - Lenox, Ascend Hotel Collection

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's the best place to stay in Chester?

D. Hotel Suites & Spa, located 19.1 mi (30.7 km) from the heart of Chester, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are La Quinta Inn & Suites by Wyndham Springfield MA and Quality Inn West Springfield. 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, the majority of room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

What are some hotels with pools in Chester?

La Quinta Inn & Suites by Wyndham Springfield MA: 3-star hotel located near Springfield Museums. Offers a children's pool, an indoor pool and a snack bar. Tru by Hilton Chicopee Springfield and D. Hotel Suites & Spa are two additional hotels 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 waterfalls, shopping and riverfront. Tourists can also enjoy the city's restaurants, theatres and monuments. In Chester, there are 2 hotels and other accommodation options to choose from. Find out more about Chester.

What is there to see in Chester?

A favourite place to visit is Chester Town Hall. You'll also find Glendale Falls and Pyramid Lake 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 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chester are January, February, November and March, with each month seeing an average of 15 cm of snowfall.