Middlefield, MA
Travel Guide
Visit Middlefield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundable
$128 nightly
The price is $143 total per night from Jun 25 to Jun 26
$143 total
Jun 25 - Jun 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! (950 reviews)
"Clean room. Very well equipped. It is a hidden gem, close to everything. Great experience"
Reviewed on May 26, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
$119 nightly
The price is $133 total per night from May 27 to May 28
$133 total
May 27 - May 28
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
$128 nightly
The price is $143 total per night from May 27 to May 28
$143 total
May 27 - May 28
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! (2,369 reviews)
"Been coming every Memorial Day. Great value for families"
Reviewed on May 25, 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! (2,369 reviews)
"Been coming every Memorial Day. Great value for families"
Reviewed on May 25, 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
Huttopia Berkshires
312 Kittle Rd Williamstown MA
Stay at this campground in Williamstown. Enjoy free parking, breakfast (surcharge), and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
9.4/10 Exceptional! (10 reviews)
"Excelente servicio"
Reviewed on Mar 8, 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