Canaan Holidays
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Top hotels in Canaan
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is €137 per night from 25 Jun to 26 Jun
€137
25 Jun - 26 Jun
includes taxes & fees
9/10 Wonderful! (973 reviews)
"Staff, breakfast, spaciousness of the room, all fabulous."
Reviewed on 11 Jun 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is €134 per night from 14 Jun to 15 Jun
€134
14 Jun - 15 Jun
includes taxes & fees
8.8/10 Excellent! (2,392 reviews)
"This is a big beautful modern condo complex about 20 mins outside Wiilamstown (to the north) or Pittsfield (to the south). Huge swimming pools - one indoors, one out. Beautiful views of the Berkshires. Quiet rural environment. I could hear the frogs singing and the cricketa chirp at night. Excellent ..."
Reviewed on 8 Jun 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is €102 per night from 15 Jun to 16 Jun
€102
15 Jun - 16 Jun
includes taxes & fees
9.2/10 Wonderful! (1,012 reviews)
"The room was large, clean and comfortable. The location was near shopping and dining. The check in was quick and pleasant."
Reviewed on 11 Jun 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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