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Chester Hotels from S$82

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Our top choices for Chester hotels

Riverdale Inn

Riverdale Inn
2.0 star property
West Springfield
6.0 out of 10, (1,002 reviews)
"Needs updates but if ur just swinging in and need a quick place to rest its fine staff is sweet"
United States
renee
The price is S$112
includes taxes & fees
24 Jun - 25 Jun
Riverdale Inn

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is S$207
includes taxes & fees
7 Jul - 8 Jul
The Yankee Inn

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,003 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is S$204
includes taxes & fees
7 Jul - 8 Jul
Quality Inn Lee - Lenox South

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (871 reviews)
"very friendly, room was nice and breakfast was great"
United States
Lawrence
The price is S$182
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn Westfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (947 reviews)
"The coffee was fantastic. Rooms were quiet"
United States
Richard
The price is S$144
includes taxes & fees
16 Jul - 17 Jul
Quality Inn Westfield - Springfield

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is S$172
includes taxes & fees
29 Jun - 30 Jun
Best Western Plus Berkshire Hills Inn & Suites

Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,001 reviews)
"Everything about the hotel was wonderful "
United States
Rosa
The price is S$164
includes taxes & fees
5 Jul - 6 Jul
Hampton Inn Chicopee/Springfield

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (669 reviews)
"Decent place.friendly, quiet"
United States
William
The price is S$127
includes taxes & fees
25 Jun - 26 Jun
Econo Lodge Lee - Great Barrington

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (871 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is S$143
includes taxes & fees
24 Jun - 25 Jun
Howard Johnson by Wyndham Lenox

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (829 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is S$82
includes taxes & fees
7 Jul - 8 Jul
FairBridge Inn Express

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (169 reviews)
"It's a really nice place to stay!"
United States
Vidita
The price is S$129
includes taxes & fees
4 Jul - 5 Jul
River Valley Inn

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,004 reviews)
"It was a great stay."
United States
Geovani
The price is S$155
includes taxes & fees
5 Jul - 6 Jul
Tru by Hilton Chicopee Springfield

Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield
2.5 star property
West Springfield
7.0 out of 10, Good, (1,007 reviews)
"Love the stay"
United States
Jake
The price is S$135
includes taxes & fees
28 Jun - 29 Jun
Red Roof Inn PLUS+ West Springfield

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (778 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is S$215
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,006 reviews)
"The staff was extremely friendly and the room was very clean."
Canada
Craig
The price is S$136
includes taxes & fees
5 Jul - 6 Jul
Best Western Springfield West Inn

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
West Springfield
7.8 out of 10, Good, (206 reviews)
"Front desk staff was very friendly and informative. Great location for the local colleges."
United States
Chris
The price is S$141
includes taxes & fees
24 Jun - 25 Jun
Baldwin Inn & Suites, SureStay Collection by Best Western

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very good, (1,002 reviews)
"Our room was very clean, staff was very friendly. We would stay here again."
United States
Sherry
The price is S$156
includes taxes & fees
19 Jul - 20 Jul
Hampton Inn West Springfield

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (866 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is S$113
includes taxes & fees
29 Jun - 30 Jun
Berkshire Inn

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA
3.0 star property
Metro Center
8.0 out of 10, Very good, (1,275 reviews)
"It was a place to stay and that's all I'll say."
United States
Jacqueline
The price is S$171
includes taxes & fees
5 Jul - 6 Jul
La Quinta Inn & Suites by Wyndham Springfield MA

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"The property is in terrible condition."
United States
Olga V
The price is S$102
includes taxes & fees
25 Jun - 26 Jun
Pleasant Valley Motel West Stockbridge
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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Frequently asked questions

What's the best place to stay in Chester?
Berkshire Mountain Lodge, located 17.2 mi (27.7 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 The Yankee Inn 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 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. There are 862 hotels and other accommodation options in the surrounding area. 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.

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