Monterey, MA
Travel Guide
Visit Monterey

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
$108 nightly
The price is $120 total per night from Sep 7 to Sep 8
$120 total
Sep 7 - Sep 8
Total includes taxes and fees
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (548 reviews)
"Reallt liked the property. Great location. Would suggest more comfortable chairs outside."
Reviewed on Aug 9, 2025

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $84 total per night from Aug 12 to Aug 13
$84 total
Aug 12 - Aug 13
Total includes taxes and fees
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
5.2/10 (764 reviews)
"This family is professional and kind. I left a $100 tip because I watched attend to her guests and her two Autistic sons as well as her elderly parent. Amazing"
Reviewed on Aug 2, 2025

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
$178 nightly
The price is $199 total per night from Sep 1 to Sep 2
$199 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (666 reviews)
"The room was fine, quiet and clean. It was somewhat small. This is a nicely refurbished old standard motel. The lobby area was very nice but the location is high atop a hill off of a major road. You can’t walk anywhere from the hotel and it can be difficult making a left turn into it."
Reviewed on Aug 7, 2025
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 3-star condo 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! (124 reviews)
"Staff was responsive and very helpful. The property was well-landscaped and clean. Check-in and out were easy. The outdoor pool area was very nice, however, the unheated pool was too cold. The property was close to Lenox, Lee, and Stockbridge, all offering lots of dining options. The apartment was ..."
Reviewed on Jul 28, 2025

Spacious 5-bedroom house in charming Lee with WiFi
Lee
Stay at this vacation home in Lee. Enjoy laundry facilities and in-room fireplaces. Popular attractions Tanglewood Music Center and Berkshire Mountain Country ...

Peace and quiet on the lake
Becket
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (216 reviews)
Lake House Getaway with Access to Berkshire Highlights
"This property provides direct access to a lovely lake for kayaking and swimming. It is also a terrific location for Berkshire musts such as Jacob's Pillow and Tanglewood. The owner is quickly responsive to questions and directions for check in were easy to follow. The house has strong WiFi for any ..."
Reviewed on Jul 31, 2025
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
Bidwell House Museum
You can spend an afternoon browsing the exhibits at Bidwell House Museum during your trip to Monterey. While you're in the area, stroll along the lakeside.
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- Bidwell House Museum
- Tanglewood Music Center
- National Shrine of the Divine Mercy
- Catamount Ski Area
- Norman Rockwell Museum
- Ski Butternut
- Lee Premium Outlets
- Jacob's Pillow
- The Mount
- Bousquet Ski Area
- Taconic State Park
- Catamount Aerial Adventure Park
- Naumkeag Museum
- Hancock Shaker Village
- Ventfort Hall Mansion and Gilded Age Museum
- Berkshire Botanical Garden
- Berkshire Museum
- Mahaiwe Performing Arts Center
- Otis Reservoir
- Infinity Music Hall and Bistro
- Housatonic River Walk
- Shakespeare and Company
- Berkshire Mountain Country Store
- Goose Pond Reservation
- Music Mountain
- Mount Frissell
- Lake Mansfield Park
- Colonial Theater