Canaan Holidays
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Top hotels in Canaan
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is S$163 per night from 20 Jan to 21 Jan
S$163
20 Jan - 21 Jan
includes taxes & fees
8.6/10 Excellent! (2,205 reviews)
The amount of space and super comfortable bed was such a pleasure!
Reviewed on 13 Jan, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is S$141 per night from 23 Jan to 24 Jan
S$141
23 Jan - 24 Jan
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Staff was very courteous and rooms clean.
Reviewed on 12 Jan, 2026
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 22 Jan to 23 Jan
S$133
22 Jan - 23 Jan
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Everything was great!
Reviewed on 8 Jan, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
