Chester Holidays
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Chester Holiday
Our pick of the best Chester Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is NZ$202 per night from 25 May to 26 May
NZ$202
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (931 reviews)
These are all 1 bedroom suites. There was plenty of room in kitchen cupboards for our groceries. The kitchen was well supplied with cooking utensils, dishes and glassware. The location is excellent with several grocery stores and restaurants close by. Everything was perfect except for the height ...
Reviewed on 11 May 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is NZ$235 per night from 25 May to 26 May
NZ$235
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (941 reviews)
Great experience
Reviewed on 13 May 2026
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
Fully refundable
The price is NZ$178 per night from 9 June to 10 June
NZ$178
9 June - 10 June
includes taxes & fees
7/10 Good! (1,012 reviews)
Room was nice and clean. AC worked great. Nice bathroom. Breakfast was just OK, but overall no issues. It's an older property but my room was nicely updated.
Reviewed on 13 May 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
