Name: Quality Inn Great Barrington
Price range: $85 total
Rating: 8.4

The Red Lion Inn

30 Main Street Stockbridge MA

$202 nightly

$225 total

May 18 - May 19

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! (1,008 reviews)

Everything was great

Reviewed on May 9, 2026

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

190 Meadow Street South Lee MA

$145 nightly

$162 total

May 13 - May 14

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! (891 reviews)

This was like staying in a two bedroom walk up in NYC only sooooo much bigger and better! We were pleasantly surprised at the spaciousness of our Room! (The presidential suite). Everything was clean and tidy. Very pleasant decor. While there was not a place to get coffee down in the lobby area, there ...

Reviewed on May 4, 2026

Quality Inn Great Barrington

372 Main Street Great Barrington MA

$76 nightly

$85 total

May 31 - Jun 1

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 ...

8.4/10 Very Good! (1,010 reviews)

Staff is great!

Reviewed on May 10, 2026

See all 1,037 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.

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

Canaan CT

Book a stay at this family-friendly vacation home in Canaan. Enjoy free WiFi, private pools, and a garden. Popular attractions Edith Scoville Memorial Sanctuary ...

10/10 Exceptional! (15 reviews)

The house was warm, clean, and perfect for our needs. Owner was very kind and hospitable. Definitely recommend this for a trip to the Berkshires

Reviewed on Feb 18, 2026

Peace and quiet on the lake

Becket MA

Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...

9.6/10 Exceptional! (236 reviews)

Great spot on the water!

Reviewed on Apr 23, 2026

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 Monument Mountain Reservation and Art ...

9.2/10 Wonderful! (14 reviews)

Awesome location. Host was very informative and responsive.

Reviewed on Apr 15, 2026

See all 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.

Check Canaan hotel availability

Popular places to visit

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?

C H Pease Museum

You can spend time browsing the exhibits at C H Pease Museum during your travels in Canann Village Historic District.

Edith Scoville Memorial Sanctuary

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

Eddy Field

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

Connecticut Railroad Historical Museum

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

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?