Canaan, CT
Travel Guide
Visit Canaan
The Red Lion Inn
30 Main Street Stockbridge MA
$231 nightly
The price is $259 total per night from Jul 23 to Jul 24
$259 total
Jul 23 - Jul 24
Total with taxes and 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 ...
Quality Inn Great Barrington
372 Main Street Great Barrington MA
$118 nightly
The price is $132 total per night from Aug 6 to Aug 7
$132 total
Aug 6 - Aug 7
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! (1,000 reviews)
"Comfortable rooms within walking distance to Great Barrington."
Reviewed on Jul 13, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$159 nightly
The price is $178 total per night from Jul 29 to Jul 30
$178 total
Jul 29 - Jul 30
Total with taxes and 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 ...
9.2/10 Wonderful! (936 reviews)
"We enjoyed the activities. The room was also spacious."
Reviewed on Jul 13, 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.
Private Island - Largest Fresh Water Reservoir in Mass
Otis MA
Stay at this cottage in Otis. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Larkum Pond and Otis Reservoir are located nearby.
8.6/10 Excellent! (9 reviews)
"Location was wonderful, panoramic lake view.Glassed in porch was the primo spot to just relax and chill. Main bedroom and living room were good size. Kitchen was well appointed except for one staple item, no microwave! Second bedroom and bathroom are very small. You’ll want to bring your own linens, ..."
Reviewed on Oct 14, 2025
Cozy Riverside Berkshires Retreat
Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions National Shrine of the Divine Mercy and ...
9.4/10 Exceptional! (18 reviews)
"We thoroughly enjoyed our stay. The house was very comfortable and convenient. We loved Studley, the resident cat - such a sweetheart."
Reviewed on Jun 29, 2026
Charming 1870 cape cottage in Litchfield
Litchfield CT
Stay at this vacation home in Litchfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions White Memorial Conservation Center and Bantam ...
10/10 Exceptional! (72 reviews)
"The cottage is lovely and comfortable . It is nicely furnished and well air conditioned. The bathroom is beautiful . The cottage has a fabulous attic/loft that is ideal for children. The stone pool is beautiful and a delight for swimming and relaxing . The owner Jeff was welcoming and flexible to ..."
Reviewed on Jul 6, 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 Canaan attractions
Explore a world of travel with Expedia
- B&B in North Canaan
- Cabin Rentals in Connecticut
- Resorts in Canaan
- Hotels near Lime Rock Park
- Condo Rentals in Canaan
- Motels in Weatogue
- Vacation Homes in Canaan
- Independent Hotels in Canann Village Historic District
- Inns in North Canaan
- Connecticut Hotels
- Motels in Canaan
- Resorts in North Canaan
- Rv Parks in Canaan
- Cabin Rentals in East Canaan
- Family Hotels in Canaan
- Apartments in Canaan
- Lakeville Hotels
- Torrington Hotels
- 2 Star Hotels in Canaan
- B&B in Canaan
- East Canaan Hotels
- Hotels near Bradley Intl.
- B&B in Weatogue
- Cabin Rentals in Falls Village
- Resorts & Hotels with Spas in Canaan
- Norfolk Hotels
- New Haven Hotels
- Cottages in Canaan
- Resorts & Hotels with Spas in East Canaan
- Hartford Hotels
- B&B in East Canaan
- North Canaan Hotels
- Salisbury Hotels
- Canaan Hotels
- Hotels with a Pool in North Canaan
- Weatogue Hotels
- Flights from Las Vegas (LAS) to Hartford (BDL)
- Flights to Bradley Intl.
- Flights from Detroit (DTW) to Hartford (BDL)
- Flights from Tampa (TPA) to Hartford (BDL)
- Flights from Fort Lauderdale (FLL) to Hartford (BDL)
- Flights from Washington (DCA) to Hartford (BDL)
- Flights from Chicago (ORD) to Hartford (BDL)
- Flights from San Francisco (SFO) to Hartford (BDL)
- Flights to Connecticut
- Flights from Fort Myers (RSW) to Hartford (BDL)
- Flights from Dallas (DFW) to Hartford (BDL)
- Flights from Miami (MIA) to Hartford (BDL)
- Flights from Atlanta (ATL) to Hartford (BDL)
- Flights from Phoenix (PHX) to Hartford (BDL)
- Flights from Orlando (MCO) to Hartford (BDL)
- Flights from Los Angeles (LAX) to Hartford (BDL)
- Flights to Canaan
- Flights to Hartford
- Flights from Bradley Intl.
- Flights from Charlotte (CLT) to Hartford (BDL)
- Flights from Raleigh (RDU) to Hartford (BDL)
- Flights from New York (JFK) to Hartford (BDL)
- Flights from Denver (DEN) to Hartford (BDL)
- Visit Morris
- Visit Bantam
- Visit East Canaan
- Visit New Haven
- Visit Colebrook
- Visit Connecticut
- Visit Canann Village Historic District
- Visit Salisbury
- Visit New Hartford
- Visit Hartford
- Visit Cornwall Bridge
- Visit Milton Center Historic District
- Visit Torrington
- Visit Barkhamsted
- Visit Litchfield
- Visit Riverton
- Visit West Cornwall
- Land of Nod Vineyard and Winery
- East Canaan Vacations
- Visit Litchfield Historic District
- Visit Kent
- Visit Lime Rock
- Visit Norfolk
- Visit Washington
- Visit Winsted
- Visit Harwinton
- Visit Lakeville
- Visit Warren
- Visit New Preston
- Visit Falls Village
- Visit East Hartland
- Visit City Meadow Boardwalk
- Lime Rock Park
- National Shrine of the Divine Mercy
- Lee Premium Outlets
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Millbrook Vineyards and Winery
- Kent Falls State Park
- Ski Butternut
- Jacob's Pillow
- Catamount Ski Area
- Taconic State Park
- Lake Waramaug
- Lake Waramaug State Park
- Lake Taghkanic State Park
- Harlem Valley Rail Trail
- Berkshire Botanical Garden
- Wing's Castle
- Catamount Aerial Adventure Park
- Mohawk Mountain State Forest
- Connecticut Valley Winery
- Otis Reservoir
