Monterey, MA
Travel Guide
Visit Monterey
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
The price is SAR 368 per night from Jan 23 to Jan 24
SAR 368
SAR 411 total
23 Jan - 24 Jan
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,007 reviews)
Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN
Reviewed on 4 January 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is SAR 370 per night from Feb 1 to Feb 2
SAR 370
SAR 497 total
1 Feb - 2 Feb
includes taxes & 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! (807 reviews)
I've stayed here several times over the past two years. A real gem of a location, especially if you are staying several nights.
Reviewed on 5 January 2026
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
The price is SAR 379 per night from Jan 19 to Jan 20
SAR 379
SAR 424 total
19 Jan - 20 Jan
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,010 reviews)
All of the above!
Reviewed on 3 January 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.
Berkshires Ski House on Lake Garfield w/HT Near Great Barrington
Monterey MA
Stay at this vacation home in Monterey. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Bidwell House Museum and Ashintully Gardens are ...
9.8/10 Exceptional! (7 reviews)
Wonderful house and location.
Reviewed on 2 January 2026
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
8.6/10 Excellent! (138 reviews)
Condo was a great space. Bathroom walls should be repainted as stains are evident. There were also stains on the couch which I cleaned.
Reviewed on 3 January 2026
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Housatonic River and Housatonic ...
9.4/10 Exceptional! (39 reviews)
Very nice and clean house with all amenities. Main Street is just around the corner, with all the shops and restaurants a 5-minute walk. Ski Butternut is a 7-minute drive. The host responds very quickly to all questions. I highly recommend stay at this house.
Reviewed on 27 December 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.
- Bidwell House Museum
- Tanglewood Music Center
- Ski Butternut
- National Shrine of the Divine Mercy
- Catamount Ski Area
- Bousquet Ski Area
- Norman Rockwell Museum
- Lee Premium Outlets
- Jacob's Pillow
- The Mount
- Taconic State Park
- Catamount Aerial Adventure Park
- Colonial Theater
- Mahaiwe Performing Arts Center
- Naumkeag Museum
- Housatonic River Walk
- Housatonic River
- Wyndhurst Golf & Club
- Infinity Music Hall and Bistro
- Berkshire Botanical Garden
- Hancock Shaker Village
- Blandford Ski Area
- Goose Pond Reservation
- Highland Lake
- Otis Reservoir
- Ventfort Hall Mansion and Gilded Age Museum
- Berkshire Museum
- Otis Ridge
- Shakespeare and Company
- Maple Corner Farm Cross Country Ski Area
