Southfield
Travel Guide
Visit Southfield
The Red Lion Inn
30 Main Street Stockbridge MA
The price is CA $208 per night from Sep 23 to Sep 24
CA $208
CA $301 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 ...
8.8/10 Excellent! (1,012 reviews)
"We loved our stay here. It’s not a modern cookie cutter experience. We loved the history and antique nature of the property."
Reviewed on Aug 22, 2026
Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is CA $127 per night from Sep 13 to Sep 14
CA $127
CA $142 total
Sep 13 - Sep 14
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! (1,022 reviews)
"A nice little hotel. Friendly staff. Well-maintained. And the nice thing is the location - it's in downtown Great Barrington, so you can walk to restaurants and other attractions without having to get into your car. No more than 30 minutes from Tanglewood, Shakespeare and Co., and Jacob's Pillow. ..."
Reviewed on Aug 23, 2026
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
The price is CA $161 per night from Aug 31 to Sep 1
CA $161
CA $207 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! (969 reviews)
"Lovely setting. Comfortable and well equipped townhouse. We are not much for the pool or mini golf type “activities” but we like the location near biking, hiking, theater and dance venues. And the ability to have meals in instead of using restaurants every meal. Looks like a great place for family ..."
Reviewed on Aug 22, 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.
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! (146 reviews)
"Liked that there were indoor and out door pools. Tennis courts in need of major repair."
Reviewed on Aug 23, 2026
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Stockbridge MA
Book a stay at this family-friendly vacation home in West Stockbridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music ...
10/10 Exceptional! (145 reviews)
"We had a great time at the property. It was just as described, easy check-in, showers great, beds comfortable. There was plenty of parking for our 3 cars (there were 4 of us on a girls trip long weekend), towels, staples. We all said we would definitely stay again! Thanks!"
Reviewed on Jul 12, 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 ...
9.6/10 Exceptional! (23 reviews)
"Very pleasant stay. We would love to come back."
Reviewed on Aug 7, 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.
