Things to do in Cheshire

The main outdoor activity is using the Ashuwillticook Rail Trail, which is good for biking, walking, and cross-country skiing in winter. It’s a flat, old train route, so it’s easy for families and dogs. Otherwise, you can visit Whitney’s Farm Market & Garden Center for garden supplies and fresh produce, though that’s more of a stop than an activity.

Yes, the trail is good for children. It’s a paved, relatively flat path along a former rail line, so it’s suitable for young bikers or walkers. Dogs are also allowed, which makes it a convenient spot for a family outing. Just bring water and sunscreen, as there’s limited shade in some sections.

Whitney’s sells a range of plants, flowers, and garden supplies, plus vegetables, breads, and seasonal pies. It’s a typical farm market with a nursery attached, so you can pick up both garden items and fresh food in one stop. Seasonal pies are a highlight, though availability varies by time of year.

Yes, the Ashuwillticook Rail Trail is used for cross-country skiing in winter. Because it’s a flat, old rail bed, it provides an easy skiing surface when there’s enough snow. There are no rental shops in town, so you’ll need to bring your own gear.

Yes, the trail is dog-friendly. You can walk or bike with your dog on the path. The trail is flat and open, which makes it a good option for a straightforward dog walk. Just keep your dog leashed and clean up after them, as is standard on shared-use trails.