Canaan, CT

Travel Guide

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is AED 437 per night from Feb 24 to Feb 25
AED 437
AED 540 total
includes taxes & fees
24 Feb - 25 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 ...
8.8/10 Excellent! (595 reviews)
Greatness
"It was a great little getaway from the city, service was great and helpful nothing to complain about this spot"

Reviewed on 10 February 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is AED 437 per night from Feb 18 to Feb 19
AED 437
AED 652 total
includes taxes & fees
18 Feb - 19 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 ...
8.8/10 Excellent! (1,003 reviews)
"The Red Lion Inn is in iconic in in the heart of the berkshires. Very relaxing the staff is so friendly and accommodating very clean and a great area for getting food. Love this place"

Reviewed on 11 February 2025

The Red Lion Inn
The Little Lion
The Little Lion
3 out of 5
506 Stockbridge Road, Great Barrington, MA
The price is AED 234 per night from Mar 2 to Mar 3
AED 234
AED 262 total
includes taxes & fees
2 Mar - 3 Mar
Stay at this 3-star motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (470 reviews)
"A cozy quiet charming place to stay."

Reviewed on 9 February 2025

The Little Lion
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.
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield
Stay at this cabin in Sandisfield. Enjoy a garden, tennis courts, and patios. Popular attractions Otis Ridge and Old Baldy Wildlife Sanctuary are located ...
9.6/10 Exceptional! (35 reviews)
Nice Cabin
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."

Reviewed on 3 January 2025

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Remodeled Lakefront retreat!! Come join us for Ski Season!!
Remodeled Lakefront retreat!! Come join us for Ski Season!!
Copake
Book a stay at this family-friendly vacation home in Ancram. Enjoy free WiFi, a water park, and a garden. Popular attractions Mosquito Island and Copake Lake ...
9.6/10 Exceptional! (4 reviews)
Fantastic weekend getaway
"We skied, we played in the snow and overall just relaxed at this perfect home!"

Reviewed on 31 January 2025

Remodeled Lakefront retreat!! Come join us for Ski Season!!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Craryville
Stay at this vacation home in Copake Lake. Enjoy air conditioning. Popular attractions Copake Lake and Mosquito Island are located nearby.
9.4/10 Exceptional! (21 reviews)
good spot near Catamount and lake
"This house is on the small side but recently remodeled. Had everything we needed for a weekend stay when skiiing Catamount. A short ride to the mountain and to some great restaurants near Great Barrington made it very convenient. The location is a short walk to the lake which would be great for the ..."

Reviewed on 31 January 2025

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
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.

Popular places to visit

Reviews of Canaan

3.9
Guest rating
5 - Excellent
3
5 - Excellent 33%
4 - Good
3
4 - Good 33%
3 - Okay
2
3 - Okay 22%
2 - Disappointing
1
2 - Disappointing 11%
1 - Terrible
0
1 - Terrible 0%

4/5 - Good

Verified traveler

The people in the town are very kind.