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Cheap Chester hotels

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$219 per night from 1 Jan to 2 Jan
NZ$219
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants and room service. Our guests praise the breakfast and the pool in their reviews. Popular ...
Opens in a new windowD. Hotel Suites & Spa
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$216 per night from 16 Dec to 17 Dec
NZ$216
16 Dec - 17 Dec
includes taxes & fees
Stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Springfield MA
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$178 per night from 16 Dec to 17 Dec
NZ$178
16 Dec - 17 Dec
includes taxes & fees
Stay at this business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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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$144 per night from 24 Dec to 25 Dec
NZ$144
24 Dec - 25 Dec
includes taxes & fees
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is NZ$228 per night from 8 Jan to 9 Jan
NZ$228
8 Jan - 9 Jan 2026
includes taxes & fees
Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowBerkshire Mountain Lodge
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$365 per night from 14 Jan to 15 Jan
NZ$365
14 Jan - 15 Jan 2026
includes taxes & fees
Stay at this historic hotel in Stockbridge. Enjoy free Wi-Fi, 3 restaurants and breakfast (surcharge). Our guests praise the helpful staff in their reviews. ...
Opens in a new windowThe Red Lion 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$211 per night from 15 Dec to 16 Dec
NZ$211
15 Dec - 16 Dec
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowBerkshires Untold
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3 out of 5
885 Riverdale Street West Springfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 21 Dec to 22 Dec
NZ$233
21 Dec - 22 Dec
includes taxes & fees
Stay at this business-friendly hotel in West Springfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the ...
Opens in a new windowCourtyard by Marriott West Springfield
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$170 per night from 22 Dec to 23 Dec
NZ$170
22 Dec - 23 Dec
includes taxes & fees
Stay at this hotel in Chicopee. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
Opens in a new windowTru by Hilton Chicopee Springfield
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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
842 hotels
Lowest Price
NZ$144
Highest Price
NZ$365
Popular hotels
D. Hotel Suites & Spa, La Quinta Inn & Suites by Wyndham Springfield MA, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Berkshire Mountain Lodge, The Red Lion Inn, Berkshires Untold, Courtyard by Marriott West Springfield, Tru by Hilton Chicopee Springfield

Most recent Chester hotel reviews

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