Canaan

Travel Guide

Red bridge over the Housatonic River
Red bridge over the Housatonic River
beckley iron furnace north caanan connecticut
Great Falls Summer Landscape Caanan
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 P5,799 per night from Mar 1 to Mar 2
P5,799
P7,611 total
Mar 1 - Mar 2
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! (840 reviews)
Super clean spacious room!

Reviewed on Feb 15, 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 P4,387 per night from Mar 3 to Mar 4
P4,387
P4,900 total
Mar 3 - Mar 4
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
Great location- easy walk to downtown. Very comfortable room, fine breakfast. I have stayed cheer several crimes and hope to return

Reviewed on Feb 17, 2026

Quality Inn
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is P8,640 per night from Mar 18 to Mar 19
P8,640
P12,241 total
Mar 18 - Mar 19
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. ...
8.8/10 Excellent! (1,000 reviews)
Love the warmth and lobby’s wood-burning fireplace. Some of the amenities could be updated (EV chargers were broken, the fitness center was messy and missing weights) but there are few inns this charming in New England, and at this price level.

Reviewed on Feb 8, 2026

The Red Lion Inn
See all 990 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.
Stamford Suites

Stamford Suites

4 out of 5
720 Bedford St Stamford CT
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (99 reviews)
Room was no like displayed I was put into the wrong room

Reviewed on Feb 15, 2026

Stamford Suites
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

3.5 out of 5
93 East Avenue Norwalk CT
Book a stay at this historic aparthotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Norwalk Islands and Stepping Stones ...
Guesthouse at Norwalk Inn
DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
1160 Reef Rd Fairfield CT
Book a stay at this beach apartment in Fairfield. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Penfield Beach and Fairfield ...
DUNE Fairfield Beach
See all 4,059 properties in Connecticut
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 browsing the exhibits at C H Pease Museum during your travels in Canann Village Historic District.

C H Pease 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

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

Edith Scoville Memorial Sanctuary

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

Edith Scoville Memorial Sanctuary

Connecticut Railroad Historical Museum

You can spend time browsing the exhibits at Connecticut Railroad Historical Museum during your trip to North Canaan.

Connecticut Railroad Historical Museum

Lawrence Field

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

Lawrence Field