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Compare 5 Chalets in Pittsfield with updated reviews, rates, and availability.

Beautiful, Private Berkshires Retreat w Magic View, 5min to Lake Garfield Beach
Beautiful, Private Berkshires Retreat w Magic View, 5min to Lake Garfield Beach
9.8 out of 10, Exceptional, (23)

Little Longbow Lakefront Chalet
Little Longbow Lakefront Chalet
9.2 out of 10, Wonderful, (10)

28 Acre Private Luxury Chalet-Hot Tub-Heated Pool-Game Rooms-16 ppl-pet friendly
28 Acre Private Luxury Chalet-Hot Tub-Heated Pool-Game Rooms-16 ppl-pet friendly
10.0 out of 10, Exceptional, (1)

SRC-Hudson Valley/Berkshires Cultural Corridor
SRC-Hudson Valley/Berkshires Cultural Corridor

Majestic Lake Front Chalet
Majestic Lake Front Chalet
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 Pittsfield

Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is SAR 2,059
SAR 3,882 total
includes taxes & fees
28 Apr - 29 Apr

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
9.8 out of 10, Exceptional, (139)

Dancing Horse Lodge
Dancing Horse Lodge
9.6 out of 10, Exceptional, (41)
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 Pittsfield hotels
Recent reviews of Pittsfield hotels

The Black Swan Lee - Lenox, Ascend Hotel Collection
5/5 Excellent
Great stay
"Clean, comfortable and quiet. Stay here frequently. Very friendly front desk. "
A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
Posted 15 hours ago
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