Diane’s Twist

Cheshire, MA

Contact & Location

Address: 13 Main St, Cheshire, MA 01225
Phone: +1 413-743-9776
Get Directions

Shop Features

Hours VaryFrozen YogurtHard ServeCash Only

Note: Hours may vary seasonally. We recommend checking the shop's website or calling ahead before visiting.

Cheshire’s Trail-Side Ice Cream Haven

Located at 13 Main Street in Cheshire, Massachusetts, Diane’s Twist is a beloved seasonal shop serving as a welcoming oasis for Appalachian Trail hikers, Ashuwillticook Rail Trail cyclists, and the local community. Its strategic location and friendly atmosphere have made it a cherished stop in the Berkshires’ outdoor recreation corridor.

A Hub for Everyone

Diane’s Twist sits at the perfect crossroads—just off the Appalachian Trail and directly along the Ashuwillticook Rail Trail. This prime location makes it a natural gathering spot for outdoor enthusiasts and locals alike, with its shaded picnic tables providing a perfect rest stop for weary adventurers.

Menu Highlights

Diane’s Twist offers more than just frozen treats:

  • Ice Cream Selection: Creamy soft serve and hard ice cream in various flavors, plus specialty items like their popular root beer floats
  • Hearty Options: Made-to-order sandwiches, hot dogs, and grinders perfect for refueling after outdoor activities
  • Lighter Fare: Fresh salads and cold beverages for those seeking a refreshing alternative

Seasonal Operation

Open during the warmer months, Diane’s Twist provides a comfortable outdoor dining experience with ample shaded seating. Its convenient location makes it easily accessible from both the trail and Main Street, with on-site parking available for those arriving by car.

Community Connection

Diane’s Twist is known for its warm, welcoming service that extends beyond just serving food. The shop has become an integral part of the trail community, offering amenities like a water spigot for hikers and local knowledge for visitors. Its proximity to the Father Tom Campsite cements its status as a true trail town business.

With its friendly service, diverse menu, and unbeatable location, Diane’s Twist continues to be a must-visit destination for anyone exploring the beautiful Berkshire region—whether by foot, bike, or car.

Google Reviews (as of March 2025)

4.6★ 38 reviews