Cheshire, MA
Travel Guide
Visit Cheshire

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is NT$3,311 per night from Sep 14 to Sep 15
NT$3,311
NT$4,034 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,911 reviews)
"Room was very clean. There is a lot to do at the property, 2 pools, activities for the kids. Lots of things to do in the area"
Reviewed on 2025/8/28

Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
The price is NT$4,597 per night from Oct 1 to Oct 2
NT$4,597
NT$5,135 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is NT$3,017 per night from Oct 1 to Oct 2
NT$3,017
NT$4,053 total
Oct 1 - Oct 2
includes taxes & 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 ...
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.

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,911 reviews)
"Room was very clean. There is a lot to do at the property, 2 pools, activities for the kids. Lots of things to do in the area"
Reviewed on 2025/8/28

Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 hot tubs. Our guests praise the property condition in our reviews. Popular ...

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 ...
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
St Mary's of the Assumption Church
St Mary's of the Assumption Church is just one of the places to see in Cheshire, so why not enjoy the other things to explore during your travels? Discover the area's mountain views, or seek out its ski slopes.
- National Shrine of the Divine Mercy
- Massachusetts Museum of Contemporary Art
- The Clark Art Institute
- Norman Rockwell Museum
- Lee Premium Outlets
- Bousquet Ski Area
- Mount Greylock State Reservation Visitor Center
- Berkshire Botanical Garden
- Williamstown Theatre Festival
- Grafton Lakes State Park
- Bridge of Flowers
- Goose Pond Reservation