Weatogue
Travel Guide
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The Red Lion Inn
30 Main Street Stockbridge MA
The price is CA $209 per night from Sep 23 to Sep 24
CA $209
CA $303 total
Sep 23 - Sep 24
includes taxes & 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 ...
Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is CA $128 per night from Sep 16 to Sep 17
CA $128
CA $143 total
Sep 16 - Sep 17
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 ...
8.6/10 Excellent! (1,000 reviews)
"I would stay here again if nothing else were available, and only in that instance."
Reviewed on Aug 25, 2026
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
The price is CA $162 per night from Aug 31 to Sep 1
CA $162
CA $208 total
Aug 31 - Sep 1
includes taxes & 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. ...
9.2/10 Wonderful! (971 reviews)
"Oak’n’Spruce is a lovely resort in a wonderful area of the Berkshires. Very nice amenities, along with pools, tennis, mini golf, ping pong and other family activities. Best of all, it’s a short drive to the charming town of Stockbridge, a short drive to Tanglewood, and another short drive to Jacob’s ..."
Reviewed on Aug 23, 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.
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 ...
9.6/10 Exceptional! (23 reviews)
"Very pleasant stay. We would love to come back."
Reviewed on Aug 7, 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
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield MA
Stay at this cabin in Sandisfield. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Lake Garfield and Otis Ridge are located ...
9.6/10 Exceptional! (55 reviews)
"The property was as advertised. The location was superb. The owners responded promptly. We had a great time"
Reviewed on Aug 10, 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.
