Visit Colebrook
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is CA $128 per night from Sep 7 to Sep 8
CA $128
CA $144 total
Sep 7 - Sep 8
includes taxes & 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 ...
8.2/10 Very Good! (1,007 reviews)
"I'd say the property was adequate. The property is pretty dated, but it met our needs for a brief stay. Our unit was clean and our stay was comfortable."
Reviewed on Aug. 17, 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
The price is CA $127 per night from Sep 2 to Sep 3
CA $127
CA $161 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (697 reviews)
"I wish I had known about this place when my kids were young. Perfect family, or adult only spot to unwind and relax in the mountains."
Reviewed on Aug. 19, 2025
Simsbury 1820 House
731 Hopmeadow St, Simsbury, CT
The price is CA $234 per night from Aug 24 to Aug 25
CA $234
CA $293 total
Aug 24 - Aug 25
includes taxes & fees
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! (980 reviews)
Summertime slow down
"We stayed in the Carriage House and loved it. Coffee on the 1820 House porch watching the sun come up over the meadow with the Talcott Mountain Ridge. Simsbury is a great place to have a summertime slowdown."
Reviewed on Aug. 18, 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.
Peace and quiet on the lake
Becket
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! (216 reviews)
Lake House Getaway with Access to Berkshire Highlights
"This property provides direct access to a lovely lake for kayaking and swimming. It is also a terrific location for Berkshire musts such as Jacob's Pillow and Tanglewood. The owner is quickly responsive to questions and directions for check in were easy to follow. The house has strong WiFi for any ..."
Reviewed on Jul. 31, 2025
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Becket
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! (187 reviews)
"Great. It was peaceful and relaxing. Had everything you needed. Very nice place in a beautiful location. Wonderful screen porch. We loved everything about it."
Reviewed on Aug. 16, 2025
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
Stay at this vacation home in Canton. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mill Pond Park and Canton Green Shopping Center ...
9.8/10 Exceptional! (57 reviews)
Perfect!
"We had a perfect stay - the house is adorable and was just right for two of us. The river and neighborhood are great, as was the proximity to the center of town. We'll be back!"
Reviewed on Aug. 6, 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.