Chester Holidays
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Top hotels in Chester
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 30 Mar to 31 Mar
S$162
30 Mar - 31 Mar
includes taxes & fees
9.4/10 Exceptional! (2,221 reviews)
We spent a weekend at this hotel. To be honest, I think I was expecting a little better based on the strong reviews. The property was in decent shape but the rooms were incredibly sparse and basic: our bathroom shower curtain liner fell off repeatedly, no ventilation in there, room furniture was ...
Reviewed on 24 Mar, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$158 per night from 29 Mar to 30 Mar
S$158
29 Mar - 30 Mar
includes taxes & fees
9/10 Wonderful! (885 reviews)
very clean and friendly staff
Reviewed on 24 Mar, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$99 per night from 2 Apr to 3 Apr
S$99
2 Apr - 3 Apr
includes taxes & fees
9/10 Wonderful! (880 reviews)
Wonderful place, great toiletries and great friendly staff. We will be back
Reviewed on 22 Mar, 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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