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
$116 nightly
The price is $129 total per night from Jun 4 to Jun 5
$129 total
Jun 4 - Jun 5
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! (958 reviews)
"The hotel was funky is a good way, I liked the design and layout of the room and the dining area."
Reviewed on May 23, 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! (2,364 reviews)
"The room was clean and spacious. The kitchen was equipped with all necessary supplies to cook a full meal. Great place to stay and relax or plan family fun!"
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! (2,364 reviews)
"The room was clean and spacious. The kitchen was equipped with all necessary supplies to cook a full meal. Great place to stay and relax or plan family fun!"
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
- Norman Rockwell Museum
- Smith College
- Berkshire East Ski Resort
- Mount Greylock
- Jacob's Pillow
- The Mount
- Hancock Shaker Village
- Lee Premium Outlets
- Ski Butternut
- Historic Northampton
- Connecticut River
- Berkshire Botanical Garden
- Naumkeag Museum
- Mahaiwe Performing Arts Center
- Wyndhurst Golf & Club
- Otis Reservoir
- Goose Pond Reservation
- Bousquet Ski Area
- Berkshire Museum
- Housatonic River Walk
- Zoar Outdoor/Deerfield Valley Canopy Tours
- Deerfield River
- Ventfort Hall Mansion and Gilded Age Museum
- Lake Mansfield Park