Canaan, CT

Travel 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
Fully refundable
The price is NT$5,021 per night from Sep 8 to Sep 9
NT$5,021
NT$7,192 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
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 NT$2,953 per night from Sep 15 to Sep 16
NT$2,953
NT$3,299 total
Sep 15 - Sep 16
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 ...
8.6/10 Excellent! (1,000 reviews)
"I would stay here again if nothing else were available, and only in that instance."

Reviewed on 2026/8/25

Quality Inn Great Barrington
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
190 Meadow Street South Lee MA
The price is NT$3,729 per night from Aug 31 to Sep 1
NT$3,729
NT$4,789 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (970 reviews)
"Oak’n’Spruce is a lovely resort in a wonderful area of the Berkshires. Very nice amenities, along with pools, tennis, mini golf, ping pong and other family activities. Best of all, it’s a short drive to the charming town of Stockbridge, a short drive to Tanglewood, and another short drive to Jacob’s ..."

Reviewed on 2026/8/23

Holiday Inn Club Vacations Oak 'n Spruce Resort
See all 1,021 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. ...
Stamford Suites
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 Hartford HealthCare Amphitheater ...
9/10 Wonderful! (111 reviews)
"Wonderful stay. The room was clean and soothing - a very comfortable space. Great location. I’m a local, needed an overnight near my home and was always curious about this hotel. Exceeded expectations!"

Reviewed on 2026/8/25

DUNE Fairfield Beach
Hyatus Luxury Residences Stamford

Hyatus Luxury Residences Stamford

4.5 out of 5
150 Broad St Stamford CT
Book a stay at this luxury aparthotel in Stamford. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Stamford Public Library - Ferguson ...
9.8/10 Exceptional! (25 reviews)
"great location, with garage spaced ( thought that is a bit confusing to figure out where the space was located); apartment was super comfy, nice size and layout, with living room/open kitchen concept (complete with all cooking and utensils ). Large bathroom w/a nice shower. Towels were wet but we ..."

Reviewed on 2026/5/3

Hyatus Luxury Residences Stamford
See all 4,144 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.

Stay near popular Canaan attractions

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?
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