Canaan Travel Guide

Tourist Guide

A red bridge over a river with snow patches and dry grass.
A stone tower surrounded by lush greenery and trees.
A waterfall cascading over rocks, a small building, and a forested hillside.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is AU$303 per night from 29 Sept to 30 Sept
AU$303
29 Sept - 30 Sept
includes taxes & fees
Stay at this historic hotel in Stockbridge. Enjoy free Wi-Fi, free parking and 3 restaurants. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (1,002 reviews)
"We were in the Steven’s house. For what we paid a night I was disappointed. The wall paper in the bathroom was lottery peeling off the walls. The whole room was rather shabby. The building exterior and grounds were in terrible shape. I took pictures just I case I could post them. I will say the meal ..."

Reviewed on 28 Aug 2026

The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
The price is AU$144 per night from 20 Sept to 21 Sept
AU$144
20 Sept - 21 Sept
includes taxes & fees
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
Quality Inn Great Barrington
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
190 Meadow Street South Lee MA
The price is AU$209 per night from 10 Sept to 11 Sept
AU$209
10 Sept - 11 Sept
includes taxes & fees
Stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business centre and a snack bar/deli. Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (976 reviews)
"Amazing time. Stayed in the Presidential units. Worth it."

Reviewed on 29 Aug 2026

Holiday Inn Club Vacations Oak 'n Spruce Resort
See all 1,021 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.
Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat

Great Barrington MA
Stay at this holiday home in Great Barrington. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Monument Mountain Reservation and Art et ...
9.6/10 Exceptional! (23 reviews)
"Very pleasant stay. We would love to come back."

Reviewed on 7 Aug 2026

Cozy Riverside Berkshires Retreat
Private Island - Largest Fresh Water Reservoir in Mass

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA
Stay at this cottage in Otis. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Larkum Pond and Otis Reservoir are located nearby.
8.6/10 Excellent! (10 reviews)
"A fantastic location with a great view of the lake, lots of friendly people, quaint, nice town. Gonna go back."

Reviewed on 23 July 2026

Private Island - Largest Fresh Water Reservoir in Mass
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Sandisfield MA
Stay at this cabin in Sandisfield. Enjoy a garden, laundry facilities and tennis courts. Popular attractions Lake Garfield and Otis Ridge are located ...
9.6/10 Exceptional! (55 reviews)
"The property was as advertised. The location was superb. The owners responded promptly. We had a great time"

Reviewed on 10 Aug 2026

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
See all 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.

Stay near popular Canaan attractions

North Canaan Town Hall

North Canaan Town Hall is just one of the places to see in North Canaan, so why not enjoy the other things to explore during your travels?
See properties

Explore a world of travel with Expedia