Canaan Travel Guide

Tourist Guide

Red bridge over the Housatonic River
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The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is AU$319 per night from 4 June to 5 June
AU$319
4 June - 5 June
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! (1,001 reviews)
"We love the laid back shabby chic comfort of the Inn. It is our third visit in 2 years and a delightful getaway. The food is excellent. Breakfast has a good choice of menu options . We also love the pool"

Reviewed on 29 May 2026

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 AU$208 per night from 3 June to 4 June
AU$208
3 June - 4 June
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! (904 reviews)
"Spacious well-equipped units. Staff was friendly and helpful. Activity center was very nice. Would definitely stay again"

Reviewed on 28 May 2026

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

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
The price is AU$144 per night from 22 June to 23 June
AU$144
22 June - 23 June
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! (1,004 reviews)
"This place is an excellent place to stay. Not like a fancy hotel in the city but checks all the boxes of comfort in a small town. Quiet and comfortable. The day and evening staff are wonderful. Welcoming and helpful."

Reviewed on 28 May 2026

Quality Inn Great Barrington
See all 1,031 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.
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

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

Canaan CT
Stay at this family-friendly holiday home in Canaan. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Edith Scoville Memorial Sanctuary and ...
10/10 Exceptional! (15 reviews)
"The house was warm, clean, and perfect for our needs. Owner was very kind and hospitable. Definitely recommend this for a trip to the Berkshires"

Reviewed on 18 Feb 2026

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
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 ...
9.2/10 Wonderful! (14 reviews)
"Awesome location. Host was very informative and responsive."

Reviewed on 15 Apr 2026

Cozy Riverside Berkshires Retreat
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Becket MA
Stay at this cabin in Becket. Enjoy a garden, laundry facilities and furnished lanais. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (245 reviews)
"Had a great stay. I’d highly recommend!"

Reviewed on 30 May 2026

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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.

Popular places to visit

C H Pease Museum

You can spend time exploring the galleries in C H Pease Museum during your travels in Canann Village Historic District.

C H Pease Museum

Edith Scoville Memorial Sanctuary

Explore the great outdoors at Edith Scoville Memorial Sanctuary, a lovely green space in North Canaan.

Edith Scoville Memorial Sanctuary

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?

North Canaan Town Hall

Eddy Field

Explore the great outdoors at Eddy Field, a lovely green space in North Canaan.

Eddy Field

Connecticut Railroad Historical Museum

You can spend time studying the exhibits at Connecticut Railroad Historical Museum during your travels in North Canaan.

Connecticut Railroad Historical Museum

Douglas Library

Douglas Library is just one of the places to see in Canann Village Historic District, so why not enjoy the other things to explore during your travels?

Douglas Library

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