Canaan Travel Guide

Tourist Guide

Red bridge over the Housatonic River
Red bridge over the Housatonic River
beckley iron furnace north caanan connecticut
Great Falls Summer Landscape Caanan

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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$217 per night from 9 Mar to 10 Mar
AU$217
9 Mar - 10 Mar
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 ...
9/10 Wonderful! (845 reviews)
Pros: Friendly staff that made check-in a breeze. Lots of activities for kids like pool, arcade room and scheduled activities (like making your own slime). Large pool, hot tub and saunas on site. Some cons were that there was not much of a selection in market for food. Another was that the rooms ...

Reviewed on 28 Feb 2026

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

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
The price is AU$104 per night from 23 Mar to 24 Mar
AU$104
23 Mar - 24 Mar
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 ...
8.4/10 Very Good! (1,001 reviews)
Everything was great except the toilet tube. That was dirty

Reviewed on 25 Feb 2026

Quality Inn
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is AU$307 per night from 3 Mar to 4 Mar
AU$307
3 Mar - 4 Mar
includes taxes & fees
Stay at this historic hotel in Stockbridge. Enjoy free Wi-Fi, 3 restaurants and breakfast (surcharge). Our guests praise the helpful staff in their reviews. ...
8.8/10 Excellent! (1,000 reviews)
great customer service

Reviewed on 18 Feb 2026

The Red Lion Inn
See all 1,000 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.
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 Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Housatonic River and Housatonic ...
9.6/10 Exceptional! (46 reviews)
Cute little place just a block from town. Served as a great home base for skiing at Butternut. Highly recommend!

Reviewed on 15 Feb 2026

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

Lee MA
Stay at this apartment in Lee. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Berkshire Mountain Country Store and Animagic ...
9.4/10 Exceptional! (72 reviews)
The place was cute and had plenty of character. The host was easy to contact and the location was super convenient.

Reviewed on 10 Dec 2025

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Egremont MA
Stay at this holiday home in Egremont. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Thom Reed UFO Monument Park and W.E.B. Du Bois ...
9.8/10 Exceptional! (28 reviews)
We had a great stay at the farmhouse. The house itself has a ton of character, lots of history to it but at the same time very comfortable, quiet and neat. The host Colin was very easy to communicate with from start to finish and responsive throughout as well. Would definitely stay here again.

Reviewed on 25 Feb 2026

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
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

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

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

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

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

Edith Scoville Memorial Sanctuary

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

Edith Scoville Memorial Sanctuary

Lawrence Field

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

Lawrence Field

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