Chester Holidays

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Top hotels in Chester

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 €124 per night from 5 Apr to 6 Apr
€124
5 Apr - 6 Apr
includes taxes & fees
9.4/10 Exceptional! (2,217 reviews)
Breakfast had good variety of choices. Staff were friendly and responsive. Hot tub and pool area was filled with adults and children the two time we considered going so not able to take advantage of that amenity.

Reviewed on 27 Mar 2026

D. Hotel Suites & Spa
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is €103 per night from 28 Apr to 29 Apr
€103
28 Apr - 29 Apr
includes taxes & fees
9/10 Wonderful! (888 reviews)
very clean and friendly staff

Reviewed on 24 Mar 2026

Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is €68 per night from 31 Mar to 1 Apr
€68
31 Mar - 1 Apr
includes taxes & fees
9/10 Wonderful! (882 reviews)
I spent 2 lovely nights here on my way through the Berkshires. Everyone was so kind, helpful and professional. Flatbread was delicious and a cup of tea in the cozy fire nook was perfect.

Reviewed on 28 Mar 2026

Berkshires Untold
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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