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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
The price is $138 total per night from Jan 11 to Jan 12
$138 total
per night
Jan 11 - Jan 12
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 ...
9/10 Wonderful! (816 reviews)
Very good
Reviewed on Jan 5, 2026

Simsbury 1820 House
731 Hopmeadow St Simsbury CT
The price is $200 total per night from Jan 11 to Jan 12
$200 total
per night
Jan 11 - Jan 12
Book a stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,000 reviews)
Beautiful historic inn - I loved the charm and the friendly staff! The breakfast was amazing ! Homemade breads and scones ❤️
Reviewed on Jan 4, 2026

The Litchfield Inn
432 Bantam Road Litchfield CT
The price is $268 total per night from Jan 13 to Jan 14
$268 total
per night
Jan 13 - Jan 14
Book a stay at this spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (965 reviews)
Custom made eggs Very tasty
Reviewed on Jan 5, 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.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Housatonic River and Housatonic ...
9.4/10 Exceptional! (39 reviews)
Everything was perfect. We hope it’s available next time we visit.
Reviewed on Nov 29, 2025

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 ...
9.4/10 Exceptional! (230 reviews)
The veiws and how peacefull it was
Reviewed on Nov 16, 2025

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located ...
10/10 Exceptional! (28 reviews)
The Turning Point stay was excellent in every respect. We had a large group (11) and all had great sleeping locations, some with ensuite bathrooms, all in short distance to them. Kitchen was awesome for large group cooking and service. Nothing lacking! Location great for Great Barrington attractions, ...
Reviewed on Oct 20, 2025
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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- Ski Butternut
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- Jacob's Pillow
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- Litchfield Town Green
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- Action Wildlife Foundation
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