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Compare 28 Resorts in Cummington with updated reviews, rates, and availability.

Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
9.6 out of 10, Exceptional, (4)

Jiminy Premier Ski-In/Ski-Out Resort Bentley B
Jiminy Premier Ski-In/Ski-Out Resort Bentley B
10.0 out of 10, Exceptional, (2)

All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
9.8 out of 10, Exceptional, (38)

Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
10.0 out of 10, Exceptional, (3)

Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
10.0 out of 10, Exceptional, (6)

Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
9.6 out of 10, Exceptional, (4)

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
10.0 out of 10, Exceptional, (1)

Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
10.0 out of 10, Exceptional, (1)
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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Other property types in Cummington

The Clearing - Quiet - Close To Nature
The Clearing - Quiet - Close To Nature
10.0 out of 10, Exceptional, (187)

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
9.6 out of 10, Exceptional, (32)

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1786)
The price is AED 437
AED 520 total
includes taxes & fees
17 Mar - 18 Mar
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.
Recent reviews of Cummington hotels
Recent reviews of Cummington hotels

Holiday Inn & Suites Pittsfield-Berkshires by IHG
5/5 Excellent
Very good experience
"Arrived late and restaurant staff were very helpful preparing me a late night take out meal. Breakfast very good. Allowed me to check out late as I was waiting for a ride."
A verified traveler stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG
Posted 2 days ago
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