Name: Holiday Inn Club Vacations Oak 'n Spruce Resort
Price range: $150 total

Quality Inn Great Barrington

372 Main Street Great Barrington MA

$101 nightly

$113 total

Oct 18 - Oct 19

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! (1,010 reviews)

"Good place"

Reviewed on Sep 21, 2026

The Red Lion Inn

30 Main Street Stockbridge MA

Fully refundable

$211 nightly

$236 total

Sep 30 - Oct 1

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! (1,003 reviews)

"This is a wonderful, historic inn. Check out the Red Lion Den for music. We heard a terrific local group. We ate in the Tavern and the food was tasty. This is not a luxurious place. It dates back to the 1700s. But it is really charming. My friends and I stayed in a suite in an out building. We had ..."

Reviewed on Sep 21, 2026

Holiday Inn Club Vacations Oak 'n Spruce Resort

190 Meadow Street South Lee MA

$135 nightly

$150 total

Sep 27 - Sep 28

Total with taxes and fees

Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...

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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.

The Ponds at Foxhollow

3 Foxhollow Drive Route 7 Lenox MA

Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...

8.6/10 Excellent! (149 reviews)

"Our unit was very comfortable for 2 senior couples. We were only there for the weekend so we didn’t use any of the amenities but, the property is lovely."

Reviewed on Sep 4, 2026

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT

Stay at this cottage in Lakeville. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Holley-Williams House Museum and Gay Woods Hill are located ...

9.6/10 Exceptional! (91 reviews)

"We had such a great stay here for my 25th birthday weekend. The cabin was exactly what we were looking for and was a great place to spend the weekend with a group of friends. It was comfortable, clean, and had everything we needed for a relaxing getaway.The space was especially great for having a ..."

Reviewed on Sep 14, 2026

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! (10 reviews)

"A fantastic location with a great view of the lake, lots of friendly people, quaint, nice town. Gonna go back."

Reviewed on Jul 23, 2026

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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 Southfield attractions

Umpachene Falls Park

10.0/10 (1 review)

Explore the great outdoors at Umpachene Falls Park, a lovely green space in New Marlborough. Discover the area's breweries or seek out the hiking trails.

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