Middlefield, MA
Travel Guide
Visit Middlefield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$113 nightly
The price is $126 total per night from May 25 to May 26
$126 total
May 25 - May 26
Total with taxes and fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (946 reviews)
"The stay was great . No complains at all . Definitely will be staying in the near future ."
Reviewed on May 22, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
$119 nightly
The price is $133 total per night from May 25 to May 26
$133 total
May 25 - May 26
Total with taxes and fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (959 reviews)
"Great location, clean and spacious room, lobby area was very relaxing! We enjoyed the coffee available at the front as well."
Reviewed on May 24, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$108 nightly
The price is $120 total per night from May 25 to May 26
$120 total
May 25 - May 26
Total with taxes and fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,365 reviews)
"The rooms were very clean. Kodos to the housekeeping department. The checking in was a bit of a issue. We asked for a apartment that had no stairs as my wife has a problem with stairs but instead we we given a 3rd storie walkup. The picture of the bathroom is very decieving. The advertized pictures ..."
Reviewed on May 24, 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.
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,365 reviews)
"The rooms were very clean. Kodos to the housekeeping department. The checking in was a bit of a issue. We asked for a apartment that had no stairs as my wife has a problem with stairs but instead we we given a 3rd storie walkup. The picture of the bathroom is very decieving. The advertized pictures ..."
Reviewed on May 24, 2026
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! (141 reviews)
"I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ..."
Reviewed on Feb 9, 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 ...
9.2/10 Wonderful! (14 reviews)
"Awesome location. Host was very informative and responsive."
Reviewed on Apr 15, 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.
Popular places to visit
Skyline Trail
You can take time to visit Skyline Trail during your travels to Middlefield. Stroll along the area's lakeside, or simply savor its charming coffeehouses.
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- Skyline Trail
- Tanglewood Music Center
- National Shrine of the Divine Mercy
- Jiminy Peak Mountain Resort
- Smith College
- Norman Rockwell Museum
- Berkshire East Ski Resort
- Mount Greylock
- Jacob's Pillow
- The Mount
- Hancock Shaker Village
- Ski Butternut
- Lee Premium Outlets
- Historic Northampton
- Connecticut River
- Berkshire Botanical Garden
- Naumkeag Museum
- Otis Reservoir
- Mahaiwe Performing Arts Center
- Wyndhurst Golf & Club
- Barrington Stage Company
- Goose Pond Reservation
- Bousquet Ski Area
- Berkshire Museum
- Housatonic River Walk
- Shakespeare and Company
- Ventfort Hall Mansion and Gilded Age Museum
- Zoar Outdoor/Deerfield Valley Canopy Tours