Monterey, MA

Travel Guide

Those secluded lakes and those 🍁🍁 reflections. #Berkshires will always have a special place in our hearts. To know more about our last visit in that region, click the link in bio👆. We are sure you'd be inspired to head there soon! #Fall #VisitMA
Those secluded lakes and those 🍁🍁 reflections. #Berkshires will always have a special place in our hearts. To know more about our last visit in that region, click the link in bio👆. We are sure you'd be inspired to head there soon! #Fall #VisitMA
Monterey Land Trust
•New Blog• Would you drive through a forest to visit a farm that doesn't advertise, but makes what it knows best..like goat cheese? 👆🏽Check out the link in profile to read about our visit to the Rawson Brook Farm in the Berkshires, Massachusetts.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is ￥16,778 per night from Apr 1 to Apr 2
￥16,778
￥22,265 total
Apr 1 - Apr 2
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! (869 reviews)
The staff at the front desk was welcoming, the room was very nice. We enjoyed our stay. HOWEVER - on the day we were to arrive there was a major blizzard. There was no safe way to drive from the Boston area to Pittsfield. I called the hotel 2 days before to say that we would be arriving a day after ...

Reviewed on Mar 6, 2026

Berkshire Mountain Lodge
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ￥14,596 per night from Mar 16 to Mar 17
￥14,596
￥16,304 total
Mar 16 - Mar 17
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 ...
9.2/10 Wonderful! (1,009 reviews)
Clean, comfortable, nice pool and hot tub, friendly staff. Would go back

Reviewed on Mar 7, 2026

The Yankee, Trademark Collection by Wyndham
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
The price is ￥14,519 per night from Apr 7 to Apr 8
￥14,519
￥16,218 total
Apr 7 - Apr 8
includes taxes & 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! (867 reviews)
The rooms were cute. The location is nice. The heating unit was very loud. It woke me up every time it turned on throughout the night. I couldn't find anyone to help me at 7am the next morning. i locked my key in my room. I am not sure if I'd stay here again.

Reviewed on Mar 3, 2026

Berkshires Untold
See all 1,154 properties in Monterey
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.
Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Monterey MA
Stay at this vacation home in Monterey. Enjoy free WiFi, a sauna, and a garden. Popular attractions Bidwell House Museum and Ashintully Gardens are located ...
9.4/10 Exceptional! (9 reviews)
The house is beautiful - great location. Was perfect for our 3-family vacation. Plenty of space for kids to play and for adults to hang out.

Reviewed on Jan 13, 2026

Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay
Butternut Lux Ski Chalet on Lake with Hot Tub & Sauna Near Great Barrington

Butternut Lux Ski Chalet on Lake with Hot Tub & Sauna Near Great Barrington

Monterey MA
Book a stay at this family-friendly vacation home in Monterey. Enjoy free WiFi, a sauna, and a garden. Popular attractions Bidwell House Museum and Ashintully ...
10/10 Exceptional! (11 reviews)
The house was beautiful and very well stocked with all we need. We especially liked the kitchen and all the large bedrooms. The beds were very comfortable and the owners were extremely pleasant when we corresponded with them . Seems like a great year round place , will be back in the summer and hopefully ...

Reviewed on Mar 2, 2026

Butternut Lux Ski Chalet on Lake with Hot Tub & Sauna Near Great Barrington
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 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

The Ponds at Foxhollow
See all properties in Monterey
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

Cities near Monterey

Great Barrington

Great Barrington

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