Monterey, MA

Travel Guide

Photo by Elizabeth Massa Peroulakis
Photo by Fun Travelog
Photo by Fun Travelog
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
$88 nightly
The price is $99 total per night from Jan 3 to Jan 4
$99 total
Jan 3 - Jan 4, 2026
Total with taxes and 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! (1,003 reviews)
Did not have breakfast. Wish it was free but the hotel staff was amazing and the valet was great too!

Reviewed on Dec 28, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
$101 nightly
The price is $113 total per night from Jan 7 to Jan 8
$113 total
Jan 7 - Jan 8, 2026
Total with taxes and 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! (1,000 reviews)
The bed was very comfortable. The staff was helpful and courteous

Reviewed on Dec 24, 2025

The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
$108 nightly
The price is $120 total per night from Jan 29 to Jan 30
$120 total
Jan 29 - Jan 30, 2026
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! (795 reviews)
Very professional service. Great staff.

Reviewed on Dec 22, 2025

Berkshire Mountain Lodge
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

The Ponds at Foxhollow

3 out of 5
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 ...
8.4/10 Very Good! (137 reviews)
Great place

Reviewed on Dec 23, 2025

The Ponds at Foxhollow
Amazing  2-bedroom apartment sunny and quiet in Great Barrington

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)
Everything was perfect. We hope it’s available next time we visit.

Reviewed on Nov 29, 2025

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Peace and quiet on the lake

Peace and quiet on the lake

Becket MA
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 ...
9.4/10 Exceptional! (230 reviews)
The veiws and how peacefull it was

Reviewed on Nov 16, 2025

Peace and quiet on the lake
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.

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