Mount Greylock State Reservation is a must-visit destination in Cheshire that offers breathtaking views of the surrounding Berkshire Mountains. You can go hiking on a variety of trails, have a picnic, or simply enjoy the serene beauty of the area.
Learn about the history of cheese-making in Cheshire at the Cheese Heritage Museum. You can see exhibits on traditional cheese-making techniques, taste some local cheeses, and even purchase some to take home as a souvenir.
Cheshire Reservoir is a great spot for fishing, kayaking, paddleboarding, or simply lounging by the water. Pack a picnic and spend a relaxing day enjoying the natural beauty of the reservoir and its surroundings.
The Appalachian Trail passes through Cheshire, offering hikers the opportunity to experience a portion of this iconic trail. You can embark on a short day hike or a longer backpacking trip, taking in the stunning scenery along the way.
Whitney's Farm Market is a local favorite for fresh produce, flowers, and plants. Take a stroll through the gardens, pick your own fruits and vegetables, and shop for unique gifts and home decor items.
Plan your visit to coincide with the Cheshire Fall Fest, an annual event that features live music, local food vendors, craft booths, and activities for the whole family. It's a great way to experience the local culture and community spirit.
The Cheshire Railroad Trail is a scenic multi-use trail that follows the route of an old railroad line. You can go for a leisurely walk or bike ride, taking in the picturesque scenery and enjoying the tranquility of the outdoors.