The Berkshires Travel Guide
Tourist Guide





Visit The Berkshires
Where to stay in The Berkshires

Sherwood Forest
When in Sherwood Forest, you can plan a visit to Pyramid Lake and Jacob's Pillow, some noteworthy sights in the nearby area.

Vacation Village in the Berkshires
Looks way better in person than the pictures. Still old and dated but not as spooky as the pictures seem. They don't tell you this at all, just expect you to read a packet - there is no housekeeping, no nothing. You are supposed to take your own trash out. They also do not really clean the room beforehand ...
Reviewed on 7 Mar 2026

Hotel Downstreet, an Ascend Collection Hotel
For the price, is a good property. Convenient for our purposes. While not up to more modern standards, it is reasonably furnished. Location is a bit noisy due to traffic and trains. Limited decent food options.
Reviewed on 5 Mar 2026

Berkshire Mountain Lodge
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 6 Mar 2026

Vacation Village in the Berkshires
Looks way better in person than the pictures. Still old and dated but not as spooky as the pictures seem. They don't tell you this at all, just expect you to read a packet - there is no housekeeping, no nothing. You are supposed to take your own trash out. They also do not really clean the room beforehand ...
Reviewed on 7 Mar 2026

Huttopia Berkshires

The Ponds at Foxhollow
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 9 Feb 2026
Popular places to visit

Jiminy Peak Mountain Resort
Hit the slopes in Hancock with a visit to Jiminy Peak Mountain Resort. Discover the mountain views in this quaint area.

Tanglewood Music Center
You can make plans for a show at Tanglewood Music Center during your stay in Lenox. While you're in the area, stroll along the lakeside.

Williams College
Explore the campus of Williams College during your trip to Williamstown. In the area, take in the fascinating museums and mountain views.

Norman Rockwell Museum
You can spend time browsing the exhibits at Norman Rockwell Museum during your trip to Stockbridge. Wander the lakeside in this quaint area.

Massachusetts Museum of Contemporary Art
You can spend time studying the exhibits at Massachusetts Museum of Contemporary Art in North Adams. Take in the fascinating museums while you're in the area.

Bousquet Ski Area
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
- Jiminy Peak Mountain Resort
- Williams College
- Norman Rockwell Museum
- Bousquet Ski Area
- Mount Greylock
- Hancock Shaker Village
- Jacob's Pillow
- Lee Premium Outlets
- Housatonic River Walk
- Berkshire Museum
- Lenox Library
- Ventfort Hall Mansion and Gilded Age Museum
- Natural Bridge State Park
- Wyndhurst Golf & Club
- Berkshire Botanical Garden
- Mahaiwe Performing Arts Center
- Berkshire Mountain Country Store
- Mount Greylock State Reservation Visitor Center
- Shakespeare and Company
- Goose Pond Reservation
- Otis Ridge
- Colonial Theater
- Housatonic River




