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Compare 36 Resorts in Old Chatham with updated reviews, rates, and availability.

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)

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)

Ski Jiminy Peak - Lg 1 Bd - Vacation Village in the Berkshires
Ski Jiminy Peak - Lg 1 Bd - Vacation Village in the Berkshires
10.0 out of 10, Exceptional, (2)

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out

SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
9.6 out of 10, Exceptional, (16)

In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
8.6 out of 10, Excellent, (10)

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

5 STAR ESTATE w/ POOL, POND, ARCADE, GYM, TRAILS! ASK ABOUT FANTASTIC DISCOUNT!
5 STAR ESTATE w/ POOL, POND, ARCADE, GYM, TRAILS! ASK ABOUT FANTASTIC DISCOUNT!
9.6 out of 10, Exceptional, (85)

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1794)
The price is SAR 446
SAR 531 total
includes taxes & fees
8 Apr - 9 Apr

Micosta Leisure Inn
Micosta Leisure Inn
9.2 out of 10, Wonderful, (94)
The price is SAR 487
SAR 526 total
includes taxes & fees
27 Apr - 28 Apr
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 Old Chatham hotels
Recent reviews of Old Chatham hotels

The Yankee, Trademark Collection by Wyndham
5/5 Excellent
"Love them"
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 2 days ago
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