North Canaan, CT
Travel Guide
Visit North Canaan
Blackberry River Inn
538 Greenwoods Rd W Norfolk CT
$174 nightly
The price is $200 total per night from Nov 8 to Nov 9
$200 total
Nov 8 - Nov 9
Total with taxes and fees
Stay at this B&B in Norfolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Haystack ...
Locust Tree Bed and Breakfast LLC
131 East Canaan Road East Canaan CT
$105 nightly
The price is $121 total per night from Nov 5 to Nov 6
$121 total
Nov 5 - Nov 6
Total with taxes and fees
Stay at this B&B in East Canaan. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Quality Inn Great Barrington
372 Main Street Great Barrington MA
$76 nightly
The price is $85 total per night from Nov 25 to Nov 26
$85 total
Nov 25 - Nov 26
Total with taxes and 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! (1,001 reviews)
"Office staff wonderful! Room clean but older carpet and bathroom looked dingy."
Reviewed on Nov 3, 2026
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.
Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mahaiwe Performing Arts Center and Housatonic ...
8.8/10 Excellent! (10 reviews)
"Everything was good, we had 1 hiccup that we communicated to the host about. I thought the shower was nice and the amenities in there. Overall very reasonable and nice stay!"
Reviewed on Oct 25, 2026
Leaf-Peeper Paradise in the Berkshires
Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Monument Mountain Reservation ...
9.6/10 Exceptional! (29 reviews)
"Had a wonderful stay! Excellent communication from the host and Studley was the purfect co-host. If you love cuddly cats and nature, book here!"
Reviewed on Oct 12, 2026
The Goshen Glass Chalet
Goshen CT
Book a stay at this business-friendly vacation home in Goshen. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woodridge Lake and Miranda ...
9.8/10 Exceptional! (49 reviews)
"Truly beautiful area and the property shows that off so well. A great experience overall."
Reviewed on Oct 25, 2026
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 North Canaan attractions
- Ski Butternut
- National Shrine of the Divine Mercy
- Norman Rockwell Museum
- Lee Premium Outlets
- Lime Rock Park
- Taconic State Park
- Catamount Ski Area
- Mohawk Mountain Ski Area
- Kent Falls State Park
- Jacob's Pillow
- Warner Theater
- Lake Taghkanic State Park
- Naumkeag Museum
- Catamount Aerial Adventure Park
- Music Mountain
- Mahaiwe Performing Arts Center
- Infinity Music Hall and Bistro
- Ski Sundown
- Otis Ridge
- Harwinton Conservation and Recreation Area
- Otis Reservoir
- Mohawk Mountain State Forest
- Berkshire Botanical Garden
- Connecticut Valley Winery
- Housatonic River Walk
- West Cornwall Covered Bridge
- Harlem Valley Rail Trail
- Litchfield Town Green