We often feature easy hikes that everyone can enjoy. There are lots of great kid-friendly trails in Connecticut that are perfect for the entire family, even if you’re not in the best of shape. With that being said, those of us who are more experienced hikers often love the challenge of a more difficult trail. We might not have the soaring peaks of the Rocky Mountains, but we do have some surprisingly tall summits here. One of the most scenic areas of the state is in the foothills of the Berkshire Mountains in Fairfield County. It’s near there that you’ll find Bennetts Pond State Park and Wooster Mountain State Park, home to one of the most challenging trails in Connecticut. If you’re looking for a great way to check out these two state parks, you’ll want to explore the Hemlock Hills and Pine Mountain Trail.

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You can learn more about this challenging trail in Connecticut and other nearby trails from our friends at Alltrails. Consider signing up for a free trial of Alltrails+, which will allow you to enjoy benefits like downloadable trail maps.

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