Book Chester hotels

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Chester

Cheap Chester hotels

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
Berkshire Mountain Lodge
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$179 per night from 9 Sept to 10 Sept
NZ$179
9 Sept - 10 Sept
includes taxes & fees
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Quality Inn West Springfield
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundableReserve now, pay when you stay
The price is NZ$190 per night from 14 Sept to 15 Sept
NZ$190
14 Sept - 15 Sept
includes taxes & fees
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
D. Hotel Suites & Spa
Save an average of 15% on thousands of hotels when you're signed in
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

3 out of 5
100 Congress Street, Springfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$223 per night from 2 Sept to 3 Sept
NZ$223
2 Sept - 3 Sept
includes taxes & fees
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
La Quinta Inn & Suites by Wyndham Springfield MA
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$134 per night from 7 Sept to 8 Sept
NZ$134
7 Sept - 8 Sept
includes taxes & fees
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
FairBridge Inn Express
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 out of 5
440 Memorial Dr, Chicopee, MA
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 24 Aug to 25 Aug
NZ$217
24 Aug - 25 Aug
includes taxes & fees
Stay at this hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Tru by Hilton Chicopee Springfield
Riverdale Inn

Riverdale Inn

2 out of 5
1500 Riverdale Street, On Route 5, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$154 per night from 19 Aug to 20 Aug
NZ$154
19 Aug - 20 Aug
includes taxes & fees
Stay at this motel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Big E and Eastern States Exposition are ...
Riverdale Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$302 per night from 24 Aug to 25 Aug
NZ$302
24 Aug - 25 Aug
includes taxes & fees
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Berkshires Untold
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street, Northampton, MA
Stay at this 3.5-star historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Hotel Northampton
Don't see what you're looking for?
See all available properties in Chester
View all properties
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.

Hotels In Chester

Chester's accommodation scene is certainly nothing to write home about, however lastminute.co.nz features 15 other options, all within an easy drive from Chester's heart.

The Holiday Inn Express & Suites Westfield, Massachusetts, which is the nearest accommodation, is 25 kilometres from downtown Chester. Another nearby choice is the Sunset Inn, which is situated in Massachusetts, found 20 kilometres from the heart of Chester.

20 kilometres from the heart of Chester is the Pilgrim Inn. Alternatively, the Econo Lodge is 30 kilometres away. Two other accommodation options include the Super 8 Lee/Berkshires/Outlet Area and the Quality Inn Westfield - Springfield.

Don't be a Wally and leave without enjoying the other cool things to see and do in Western Massachusetts. Western Massachusetts offers mountains and rolling hills, along with common Western Massachusetts tourist attractions like the history museums. Active tourists can also enjoy skiing, cross-country skiing and mountain biking here.

Don't skedaddle before you have checked out the Volleyball Hall of Fame and Mount Tom in Holyoke. Holyoke hotels and accommodations are the Homewood Suites by Hilton Holyoke-Springfield/North and Howard Johnson Holyoke/Springfield. 30 kilometres to the east of Chester you may also choose to stay at Northampton, home to the Hotel Northampton and Hampton Inn Hadley/Amherst area. The Calvin Theater and Smith College Botanic Garden are some of the most popular places to experience when visiting Northampton.

Australians are some of the world's greatest sports lovers, so why not indulge with a visit to Times Union Center? Discover Times Union Center 75 kilometres to the northwest of Chester. The Hilton Albany and the TownePlace Suites by Marriott Albany Downtown/Medical Center are both good options if you hope to get amongst it.

Bradley International Airport is the most frequently used airport for accessing Chester and is 45 kilometres from the heart of town. If you would like to stay nearby, try the Sheraton Hartford Hotel at Bradley Airport or the Holiday Inn Express & Suites Bradley Airport.

Chester hotels essential information

Accommodation
836 hotels
Lowest Price
NZ$134
Highest Price
NZ$302
Popular hotels
Berkshire Mountain Lodge, Quality Inn West Springfield, D. Hotel Suites & Spa, La Quinta Inn & Suites by Wyndham Springfield MA, FairBridge Inn Express, Tru by Hilton Chicopee Springfield, Riverdale Inn, Berkshires Untold, Hotel Northampton

Most recent Chester hotel reviews

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.