Canaan, CT

Travel Guide

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is ¥22,312 per night from Jan 14 to Jan 15
¥22,312
¥31,917 total
Jan 14 - Jan 15, 2026
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,002 reviews)
I had always wanted to stay at The Red Lion Inn and decided to treat myself to a one-night stay. Since it was in December I was especially excited to have a fireplace in the room. Sadly, I learned the fireplace didn’t work and that they are renovating some of the systems, but offered no partial refund ...

Reviewed on Dec 23, 2025

The Red Lion Inn
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 ¥20,010 per night from Jan 4 to Jan 5
¥20,010
¥25,411 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9/10 Wonderful! (808 reviews)
Perfect for a weekend away. Stagg was friendly. Room was clean and spacious. It was everything we needed and more.

Reviewed on Dec 24, 2025

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

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
The price is ¥45,487 per night from Jan 1 to Jan 2
¥45,487
¥52,310 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (963 reviews)
A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state.

Reviewed on Dec 14, 2025

The Litchfield Inn
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.
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

Canaan CT
Book a stay at this family-friendly vacation home in Canaan. Enjoy free WiFi, private pools, and a garden. Popular attractions Edith Scoville Memorial Sanctuary ...
9.8/10 Exceptional! (13 reviews)
The house and property are beautiful. And the location is great for teams/drivers racing at Line Rock Park. 2 minute drive to grocery store. 5 minute drive into town for dinner. Highly recommend

Reviewed on Oct 19, 2025

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
Amazing  2-bedroom apartment sunny and quiet in Great Barrington

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Housatonic River and Housatonic ...
9.4/10 Exceptional! (39 reviews)
Everything was perfect. We hope it’s available next time we visit.

Reviewed on Nov 29, 2025

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Peace and quiet on the lake

Peace and quiet on the lake

Becket MA
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.4/10 Exceptional! (230 reviews)
The veiws and how peacefull it was

Reviewed on Nov 16, 2025

Peace and quiet on the lake
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.

Cities near Canaan