Canaan Holidays

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Top hotels in Canaan

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is S$164 per night from 4 Jan to 5 Jan
S$164
4 Jan - 5 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (2,179 reviews)
My stay was great with no problems.

Reviewed on 19 Dec, 2025

Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$121 per night from 3 Jan to 4 Jan
S$121
3 Jan - 4 Jan, 2026
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
Wonderful breakfast, amazing relaxing hot tub, Beautiful clean room, staff friendly very helpful. Will stay again !!

Reviewed on 17 Dec, 2025

The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
The price is S$141 per night from 2 Jan to 3 Jan
S$141
2 Jan - 3 Jan, 2026
includes taxes & fees
8/10 Very Good! (993 reviews)
N/a

Reviewed on 20 Dec, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
See all 1,402 properties in Canaan
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.