Book 2 Star Hotels in Canaan
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Featured Canaan 2 Stars Hotels

Cozy cabin in tranquil Canaan NY with WiFi, AC
Canaan NY
2.61 mi from city center
This cabin is a smoke-free cabin.

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
9.18 mi from city center
$101 nightly
The price is $113 total per night
$113 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include a hot tub, a seasonal outdoor pool, and coffee/tea in a common area.

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
9.36 mi from city center
$108 nightly
The price is $120 total per night
$120 total
Jan 26 - Jan 27, 2026
Total with taxes and fees
At Berkshire Mountain Lodge, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. If you decide to drive, there's free parking. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this golf lodge include a business center, an arcade/game room, and laundry facilities.

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
9.04 mi from city center
$127 nightly
The price is $142 total per night
$142 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Renovated in 2023, Berkshires Untold offers free WiFi in public areas, coffee in a common area, and express check-in. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Additional amenities include a terrace, a fireplace in the lobby, and a water dispenser.

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
10.1 mi from city center
$88 nightly
The price is $99 total per night
$99 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include a conference center, a 24-hour business center, and a computer station.

The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
11.29 mi from city center
$173 nightly
The price is $194 total per night
$194 total
Jan 26 - Jan 27, 2026
Total with taxes and fees
Guests of The Red Lion Inn have access to an outdoor pool, a gym, and free WiFi in public areas. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this historic hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free Cancellation
13.01 mi from city center
$145 nightly
The price is $162 total per night
$162 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG enjoy features like 2 indoor pools, 2 outdoor pools, and a business center. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this family-friendly hotel include a seasonal outdoor pool, an arcade/game room, and express check-out.

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
13.26 mi from city center
$126 nightly
The price is $141 total per night
$141 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.

Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd Castleton-on-Hudson NY
Free Cancellation
Reserve now, pay when you stay
16.64 mi from city center
$93 nightly
The price is $103 total per night
$103 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Guests staying at Comfort Inn & Suites East Greenbush - Albany enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include meeting rooms, a fireplace in the lobby, and a convenience store.
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.
Canaan hotels essential information
Accommodation | 1,402 hotels |
|---|---|
Lowest Price | $99 |
Highest Price | $194 |
Popular hotels | Cozy cabin in tranquil Canaan NY with WiFi, AC, Vacation Village in the Berkshires, The Yankee, Trademark Collection by Wyndham, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Red Lion Inn, Berkshire Mountain Lodge, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Comfort Inn & Suites East Greenbush - Albany |
Recent Reviews

Berkshire Mountain Lodge
5/5 Excellent
"Clean and warm, very spacious and cozy. People here are very nice too! Very good experience here. "
A verified traveler stayed at Berkshire Mountain Lodge
Posted 2 days ago


