Book Cheap Hotels in Canaan
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in Canaan
Most frequently booked Canaan hotels

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Free cancellation
Reserve now, pay when you stay
21.36 km from city centre
The price is CA $139 per night
CA $139
CA $167 total
includes taxes & fees
2 Mar - 3 Mar
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Kitchen

Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
14.55 km from city centre
The price is CA $138 per night
CA $138
CA $154 total
includes taxes & fees
9 Mar - 10 Mar
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
190 Meadow Street, South Lee, MA
Free cancellation
20.94 km from city centre
The price is CA $169 per night
CA $169
CA $209 total
includes taxes & fees
25 Feb - 26 Feb
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Restaurant

The Red Lion Inn
30 Main Street, Stockbridge, MA
Free cancellation
Reserve now, pay when you stay
18.19 km from city centre
The price is CA $212 per night
CA $212
CA $300 total
includes taxes & fees
25 Feb - 26 Feb
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Schantz Galleries and Mission House are located nearby.
Pool
Spa

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
One West Street, Pittsfield, MA
Free cancellation
16.27 km from city centre
The price is CA $148 per night
CA $148
CA $165 total
includes taxes & fees
28 Feb - 1 Mar
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
14.79 km from city centre
The price is CA $114 per night
CA $114
CA $127 total
includes taxes & fees
3 Mar - 4 Mar
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Guido's Marketplace and Bousquet Ski Area are located nearby.
Pool
Hot tub

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Free cancellation
15.07 km from city centre
The price is CA $183 per night
CA $183
CA $233 total
includes taxes & fees
2 Mar - 3 Mar
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Guido's Marketplace and Arrowhead Museum are located nearby.
Pool
Hot tub

The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Free cancellation
Reserve now, pay when you stay
18.35 km from city centre
The price is CA $144 per night
CA $144
CA $161 total
includes taxes & fees
2 Mar - 3 Mar
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.
Breakfast included
Pet-friendly

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free cancellation
Reserve now, pay when you stay
25.31 km from city centre
The price is CA $108 per night
CA $108
CA $120 total
includes taxes & fees
9 Mar - 10 Mar
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
Breakfast included
Parking included
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.
Top family friendly Canaan hotel deals

Berkshire Travel Lodge
12703 Rte 22, Austerlitz, NY
The price is CA $93 per night from Mar. 9 to Mar. 10
CA $93
CA $101 total
includes taxes & fees
9 Mar - 10 Mar
5.2/10 (396 reviews)
Top cheap Canaan hotel deals

Berkshire Travel Lodge
12703 Rte 22, Austerlitz, NY
The price is CA $93 per night from Mar. 9 to Mar. 10
CA $93
CA $101 total
includes taxes & fees
9 Mar - 10 Mar
5.2/10 (396 reviews)
Top hotels in Canaan for Extended Stay

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Hancock
10/10 Exceptional! (3 reviews)
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.
Frequently asked questions
Recent Canaan hotel reviews by fellow wanderers

Vacation Village in the Berkshires
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"What a hidden gem! Very reasonably priced and much more comfortable than a typical hotel. Would highly recommend staying here!"
A verified traveller stayed at Vacation Village in the Berkshires
Types of hotels
Hotels near…
Areas of Canaan
Most popular
Hotels
Ellicottville Golf Resorts & HotelsPlattsburgh Waterpark Hotels and ResortsPlattsburgh Spa Resorts & HotelsCheap Hotels in ParksvillePlattsburgh All Inclusive Resorts & HotelsCheap Hotels in HiltonPlattsburgh Kid Friendly HotelsSyracuse Hotels with Hot TubsCheap Hotels in Lake PlacidCheap Hotels in PlattsburghEllicottville Spa Resorts & HotelsCheap Hotels in WatertownCheap Hotels in Orchard ParkCheap Hotels in AlbanyEllicottville Ski Resorts and HotelsSyracuse Romantic Getaways & HotelsSyracuse Spa Resorts & HotelsLake Placid Ski Resorts and HotelsCheap Hotels in Lake GeorgeCheap Hotels in Niagara FallsCheap Hotels in SyracuseWatertown Spa Resorts & HotelsWatertown Hotels with Hot TubsSyracuse Kid Friendly Hotels
Activities