Canaan, CT

Travel Guide

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

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
$176 nightly
The price is $197 total per night from Jul 1 to Jul 2
$197 total
Jul 1 - Jul 2
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 ...
8.8/10 Excellent! (1,007 reviews)
"A delight every time! Can’t wait to go back"

Reviewed on Jun 25, 2026

The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
$118 nightly
The price is $132 total per night from Jul 16 to Jul 17
$132 total
Jul 16 - Jul 17
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)
"Room was clean and comfy except for the window A/C unit which quit working about an hour after we turned it on. Opened the windows later at night which helped some, but not a perfect temperature. Did not try the morning continental breakfast because we slept in too late and had to be home by a certain ..."

Reviewed on Jun 22, 2026

Quality Inn Great Barrington
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
$165 nightly
The price is $184 total per night from Jun 30 to Jul 1
$184 total
Jun 30 - Jul 1
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! (915 reviews)
"Nice people"

Reviewed on Jun 22, 2026

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

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! (16 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."

Reviewed on Jun 13, 2026

Cozy Riverside Berkshires Retreat
Little Longbow Lakefront Chalet

Little Longbow Lakefront Chalet

Becket MA
Book a stay at this family-friendly chalet in Becket. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Pyramid Lake and Jacob's ...
9.8/10 Exceptional! (28 reviews)
"Good location in the berkshires. Property is private and pretty with lots of amenities."

Reviewed on Jun 15, 2026

Little Longbow Lakefront Chalet
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Becket MA
Stay at this cabin in Becket. Enjoy a garden, laundry facilities, and furnished lanais. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (248 reviews)
"Place was very clean and had everything you need. Nice location, very quiet and love the screen porch."

Reviewed on Jun 20, 2026

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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.

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