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$360 per night from 27 July to 28 July
AU$360
27 July - 28 July
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! (1,015 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"

Reviewed on 15 July 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$189 per night from 6 Aug to 7 Aug
AU$189
6 Aug - 7 Aug
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 ...
8.6/10 Excellent! (1,000 reviews)
"Comfortable rooms within walking distance to Great Barrington."

Reviewed on 13 July 2026

Quality Inn Great Barrington
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
The price is AU$261 per night from 29 July to 30 July
AU$261
29 July - 30 July
includes taxes & fees
Stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business centre and a snack bar/deli. Our guests praise the helpful staff in their ...
9.2/10 Wonderful! (936 reviews)
"We enjoyed the activities. The room was also spacious."

Reviewed on 13 July 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.
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! (9 reviews)
"Location was wonderful, panoramic lake view.Glassed in porch was the primo spot to just relax and chill. Main bedroom and living room were good size. Kitchen was well appointed except for one staple item, no microwave! Second bedroom and bathroom are very small. You’ll want to bring your own linens, ..."

Reviewed on 14 Oct 2025

Private Island - Largest Fresh Water Reservoir in Mass
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 National Shrine of the Divine Mercy and ...
9.4/10 Exceptional! (18 reviews)
"We thoroughly enjoyed our stay. The house was very comfortable and convenient. We loved Studley, the resident cat - such a sweetheart."

Reviewed on 29 June 2026

Cozy Riverside Berkshires Retreat
Charming 1870 cape cottage in Litchfield

Charming 1870 cape cottage in Litchfield

Litchfield CT
Stay at this holiday home in Litchfield. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions White Memorial Conservation Center and Bantam ...
10/10 Exceptional! (72 reviews)
"The cottage is lovely and comfortable . It is nicely furnished and well air conditioned. The bathroom is beautiful . The cottage has a fabulous attic/loft that is ideal for children. The stone pool is beautiful and a delight for swimming and relaxing . The owner Jeff was welcoming and flexible to ..."

Reviewed on 6 July 2026

Charming 1870 cape cottage in Litchfield
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

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