
Chester Hotels from S$82
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Chester
ApartĀment
Family friendly
Check prices for these dates
Our top choices for Chester hotels

Riverdale Inn
Riverdale InnWest Springfield
6.0 out of 10, (1,002 reviews)
The price is S$112
includes taxes & fees
24 Jun - 25 Jun

The Yankee Inn
The Yankee InnLenox
9.2 out of 10, Wonderful, (1,005 reviews)
The price is S$207
includes taxes & fees
7 Jul - 8 Jul

Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.4 out of 10, Very good, (1,003 reviews)
The price is S$193
includes taxes & fees
7 Jul - 8 Jul

Hampton Inn Westfield
Hampton Inn WestfieldWestfield
8.4 out of 10, Very good, (871 reviews)
The price is S$182
includes taxes & fees
29 Jun - 30 Jun

Quality Inn Westfield - Springfield
Quality Inn Westfield - SpringfieldWestfield
7.2 out of 10, Good, (947 reviews)
The price is S$144
includes taxes & fees
16 Jul - 17 Jul

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,001 reviews)
The price is S$172
includes taxes & fees
29 Jun - 30 Jun

Hampton Inn Chicopee/Springfield
Hampton Inn Chicopee/SpringfieldChicopee
9.0 out of 10, Wonderful, (1,001 reviews)
The price is S$164
includes taxes & fees
5 Jul - 6 Jul

Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great BarringtonLee
6.4 out of 10, (669 reviews)
The price is S$127
includes taxes & fees
25 Jun - 26 Jun

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
7.6 out of 10, Good, (871 reviews)
The price is S$143
includes taxes & fees
24 Jun - 25 Jun

FairBridge Inn Express
FairBridge Inn ExpressPittsfield
5.4 out of 10, (829 reviews)
The price is S$82
includes taxes & fees
7 Jul - 8 Jul

River Valley Inn
River Valley InnWest Hatfield
8.6 out of 10, Excellent, (169 reviews)
The price is S$129
includes taxes & fees
4 Jul - 5 Jul

Tru by Hilton Chicopee Springfield
Tru by Hilton Chicopee SpringfieldChicopee
9.0 out of 10, Wonderful, (1,004 reviews)
The price is S$155
includes taxes & fees
5 Jul - 6 Jul

Red Roof Inn PLUS+ West Springfield
Red Roof Inn PLUS+ West SpringfieldWest Springfield
7.0 out of 10, Good, (1,007 reviews)
The price is S$135
includes taxes & fees
28 Jun - 29 Jun

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (778 reviews)
The price is S$215
includes taxes & fees
5 Jul - 6 Jul

Best Western Springfield West Inn
Best Western Springfield West InnWest Springfield
7.8 out of 10, Good, (1,006 reviews)
The price is S$136
includes taxes & fees
5 Jul - 6 Jul

Baldwin Inn & Suites, SureStay Collection by Best Western
Baldwin Inn & Suites, SureStay Collection by Best WesternWest Springfield
7.8 out of 10, Good, (206 reviews)
The price is S$141
includes taxes & fees
24 Jun - 25 Jun

Hampton Inn West Springfield
Hampton Inn West SpringfieldWest Springfield
8.2 out of 10, Very good, (1,002 reviews)
The price is S$156
includes taxes & fees
19 Jul - 20 Jul

Berkshire Inn
Berkshire InnPittsfield
7.8 out of 10, Good, (866 reviews)
The price is S$113
includes taxes & fees
29 Jun - 30 Jun

La Quinta Inn & Suites by Wyndham Springfield MA
La Quinta Inn & Suites by Wyndham Springfield MAMetro Center
8.0 out of 10, Very good, (1,275 reviews)
The price is S$171
includes taxes & fees
5 Jul - 6 Jul

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
6.8 out of 10, (1,001 reviews)
The price is S$102
includes taxes & fees
25 Jun - 26 Jun
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
Experience the hiking, camping and waterfalls in Chester!

Photo by Chris Addams
Open Photo by Chris Addams
More cheap stays in Chester

Riverdale Inn
1500 Riverdale Street West Springfield MA
The price is S$112 per night from 24 Jun to 25 Jun
S$112
24 Jun - 25 Jun
includes taxes & fees
6/10 (1,002 reviews)
Frequently asked questions
Explore a world of travel with Expedia
- Becket Hotels
- Gay friendly Hotels in Cheshire
- Cheshire Hotels
- Chesterfield Hotels
- Budget Hotels in Chicopee
- Cummington Hotels
- Dalton Hotels
- Resorts in Dalton
- Condo Rentals in Drury
- Goshen Hotels
- Great Barrington Hotels
- Marriott Hotels & Resorts in Greenfield
- Hadley Hotels
- Hancock Hotels
- Hatfield Hotels
- Holyoke Hotels
- Huntington Hotels
- B&B in Indian Orchard
- Lanesborough Hotels
- Lee Hotels
- Lenox Hotels
- Hotels near MGM Springfield
- Monterey Hotels
- Hotels near Mount Greylock State Reservation Visitor Center
- Cottages in New Ashford
- Hotels with Hot Tubs in North Adams
- Hotels with Swimming Pools in Northampton
- Hotels with smoking rooms in Northampton
- Luxury Hotels in Northampton
- Otis Hotels
- Red Roof Inn Hotels in Palmer
- Savoy Hotels
- Sheffield Hotels
- Hotels with Air Conditioning in South Egremont
- Hotels with Restaurants in South Egremont
- Pet friendly Hotels in South Egremont
- South Hadley Hotels
- Southampton Hotels
- Southwick Hotels
- Budget Hotels in Springfield
- Hotels with Swimming Pools in Stockbridge
- Stockbridge Hotels
- B&B in Sunderland
- Hotels near Tanglewood Music Center
- Apartments in The Berkshires
- Hotels with Waterparks in The Berkshires
- Pet friendly Hotels in The Berkshires
- Motels in The Berkshires
- Resorts in The Berkshires
- Hotels with kitchenette in West Springfield
- West Springfield Hotels
- Business Hotels in West Stockbridge
- Apartments in Western Massachusetts
- Condo Rentals in Western Massachusetts
- Hotels with Hot Tubs in Western Massachusetts
- Hotels with kitchenette in Western Massachusetts
- Hotels with Swimming Pools in Western Massachusetts
- Westfield Hotels
- B&B in Wilbraham
- Windsor Hotels
- Flights to Amherst
- Flights to Cheshire
- Flights to Conway
- Flights to Deerfield
- Flights to Great Barrington
- Flights to Lee
- Flights to Ludlow
- Flights to North Adams
- Flights from Westover Metropolitan
- Flights from Cheshire
- Flights from Northampton
- Flights from Bangkok (BKK) to Springfield (CEF)
- Flights from Los Angeles (LAX) to Westfield (BAF)
- Visit Bernardston
- Deerfield Academy
- Visit Great Barrington
- Holyoke Holidays
- Visit Indian Orchard
- Mclennan Reservation
- Naismith Memorial Basketball Hall of Fame
- North Adams Public Library
- Schell Bridge
- Shakespeare and Company
- Visit South Egremont
- South Lee Holidays
- Visit Springfield
- Visit West Springfield








































































