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

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundable
The price is NZ$265 per night from 24 Nov to 25 Nov
NZ$265
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3-star spa hotel in Holyoke. Enjoy free breakfast, free parking, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
D. Hotel Suites & Spa
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

2.5 out of 5
1254 Riverdale Street, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$165 per night from 23 Dec to 24 Dec
NZ$165
includes taxes & fees
23 Dec - 24 Dec
Stay at this hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Red Roof Inn PLUS+ West Springfield
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$149 per night from 14 Dec to 15 Dec
NZ$149
includes taxes & fees
14 Dec - 15 Dec
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
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$214 per night from 1 Dec to 2 Dec
NZ$214
includes taxes & fees
1 Dec - 2 Dec
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
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$228 per night from 24 Nov to 25 Nov
NZ$228
includes taxes & fees
24 Nov - 25 Nov
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 ...
Life House Berkshires
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is NZ$362 per night from 1 Dec to 2 Dec
NZ$362
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property ...
The Red Lion Inn
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 1 Dec to 2 Dec
NZ$178
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Yankee, Trademark Collection by Wyndham
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$197 per night from 21 Dec to 22 Dec
NZ$197
includes taxes & fees
21 Dec - 22 Dec
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
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
Fully refundableReserve now, pay when you stay
The price is NZ$181 per night from 5 Dec to 6 Dec
NZ$181
includes taxes & fees
5 Dec - 6 Dec
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
The Black Swan Lee - Lenox, Ascend Hotel Collection
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
786 hotels
Lowest Price
NZ$149
Highest Price
NZ$362
Popular hotels
D. Hotel Suites & Spa, Red Roof Inn PLUS+ West Springfield, Quality Inn West Springfield, La Quinta Inn & Suites by Wyndham Springfield MA, Life House Berkshires, The Red Lion Inn, The Yankee, Trademark Collection by Wyndham, Tru by Hilton Chicopee Springfield, The Black Swan Lee - Lenox, Ascend Hotel Collection

Most recent Chester hotel reviews

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