Name: Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Price range: $159 total
Rating: 9.2

The Red Lion Inn

30 Main Street Stockbridge MA

$197 nightly

$220 total

Jun 11 - Jun 12

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! (1,001 reviews)

"We love the laid back shabby chic comfort of the Inn. It is our third visit in 2 years and a delightful getaway. The food is excellent. Breakfast has a good choice of menu options . We also love the pool"

Reviewed on May 29, 2026

Quality Inn Great Barrington

372 Main Street Great Barrington MA

$92 nightly

$103 total

Jun 7 - Jun 8

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! (1,004 reviews)

"This place is an excellent place to stay. Not like a fancy hotel in the city but checks all the boxes of comfort in a small town. Quiet and comfortable. The day and evening staff are wonderful. Welcoming and helpful."

Reviewed on May 28, 2026

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

190 Meadow Street South Lee MA

$143 nightly

$159 total

Jun 9 - Jun 10

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! (904 reviews)

"Spacious well-equipped units. Staff was friendly and helpful. Activity center was very nice. Would definitely stay again"

Reviewed on May 28, 2026

See all 1,034 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

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

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! (245 reviews)

"Had a great stay. I’d highly recommend!"

Reviewed on May 30, 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.

Popular places to visit

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.

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?

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?