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$217 per night from 16 Mar to 17 Mar
NZ$217
includes taxes & fees
16 Mar - 17 Mar
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
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$168 per night from 23 Mar to 24 Mar
NZ$168
includes taxes & fees
23 Mar - 24 Mar
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
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$188 per night from 17 Mar to 18 Mar
NZ$188
includes taxes & fees
17 Mar - 18 Mar
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
Save an average of 15% on thousands of hotels when you're signed in
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$164 per night from 24 Mar to 25 Mar
NZ$164
includes taxes & fees
24 Mar - 25 Mar
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
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$213 per night from 6 Apr to 7 Apr
NZ$213
includes taxes & fees
6 Apr - 7 Apr
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
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

2.5 out of 5
117 Conz St, Northampton, MA
Fully refundableReserve now, pay when you stay
The price is NZ$213 per night from 19 Mar to 20 Mar
NZ$213
includes taxes & fees
19 Mar - 20 Mar
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn & Suites Northampton - Amherst
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundable
The price is NZ$256 per night from 16 Mar to 17 Mar
NZ$256
includes taxes & fees
16 Mar - 17 Mar
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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$200 per night from 30 Mar to 31 Mar
NZ$200
includes taxes & fees
30 Mar - 31 Mar
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
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is NZ$202 per night from 29 Mar to 30 Mar
NZ$202
includes taxes & fees
29 Mar - 30 Mar
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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
796 hotels
Lowest Price
NZ$164
Highest Price
NZ$256
Popular hotels
D. Hotel Suites & Spa, Red Roof Inn PLUS+ West Springfield, Life House Berkshires, The Yankee, Trademark Collection by Wyndham, La Quinta Inn & Suites by Wyndham Springfield MA, Quality Inn & Suites Northampton - Amherst, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Tru by Hilton Chicopee Springfield, Holiday Inn & Suites Pittsfield-Berkshires by IHG

Most recent Chester hotel reviews

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