Driscoll Road Parking Area
Chalet WMA
Windsor, MA
Hunting | Fishing
Cheshire Cobble Trailhead Notch Road, Cheshire, MA
Managed by
Massachusetts Division of Fisheries & Wildlife
Part of
Chalet WMA
Allowed Uses & Features
Information
- Free
- Parking
- Primitive
A view of the beautiful fall foliage from a mountain summit. With a stream passing through the mountains.
The same view from the summit, but with green trees. Photo taken during the summer.
A view of the Berkshires from a rocky summit.
A rocky section of the trail, leading up to the summit.
A steep section of the trail, climbing towards the summit.
A dirt trail winding through the woods.
- Public Land
- Private Land
- Bus Route
- Trail
- Major Trail
Allowed Uses & Features
Information
- Free
- Parking
- Primitive
About Cheshire Cobble Trailhead
This is the parking area for the Cobbles Trail, a short, steep hiking trail in Chalet Wildlife Management Area. The path is only 1.7 miles but has a high reward with expansive scenic views from Cheshire Cobble. Visitors will enter a quiet forest and climb steadily toward the Appalachian Trail. This trail, a 2,000+ mile recreation pathway from Georgia to Maine, travels throughout the Berkshires. Going northward on the Appalachian Trail, visitors will arrive in downtown Cheshire and eventually at the summit of Mount Greylock. Regardless, for the overlook, hikers should continue southbound. The trail will gradually get rockier as it climbs. Then, it will open onto a scenic outlook toward the west. Visitors can see the Town of Cheshire, Mount Greylock, and other picturesque mountains in the distance. When the weather cools, this area bursts with the yellows and oranges of fall colors.
Wildlife viewing is excellent in this Western Massachusetts forest. In addition to birds, plenty of other animal species—including moose—live in Chalet WMA. The area is also great for hunting. Bear, turkey, white-tailed deer, and other game species thrive in these undeveloped woods.
Parking for this area of Chalet WMA is off Notch Road, just after it splits with Windsor Road. Additional parking is also at the Ashuwillticook Trailhead in downtown Cheshire.
Managed by
Massachusetts Division of Fisheries & Wildlife
Part of
Chalet WMA
Massachusetts Division of Fisheries & Wildlife
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Accessibility Assessment
Features- Accessible Parking
This site has a flat paved parking lot with no designated handicap spots. The lot connects directly to the trailhead. Immediately on the trail, there is a narrow stream crossing, and no bridge to get around it. The trail slopes down at a 7% grade to the stream on either side. Beyond this point, the trail is 4-feet wide for its duration. The trail is hilly, reaching up to a 12% grade. There are several sections of the trail with large rocks blocking the trail.
The flat paved parking area.
The stream crossing, with 7% slopes on either side. A rundown narrow bridge is seen on the right.
Explore Chalet WMA
Clubs, Retail & Rentals
Looking to meet up with others for team sports or group activities? Check out our list of clubs, guides and leagues in the Berkshires on the Resources page. Our list of summer camps will help you plan an overnight or day camp adventure for your young ones.
We also link to an array of outdoor recreation retail shops for gear and rental facilities for equipment on the Gear page.
