The Berkshires are one of New England’s most beautiful areas, and there’s no better way to experience that beauty than on foot. From gentle, meandering paths perfect for beginners to challenging climbs for experienced hikers, the Berkshires offer a diverse range of trails for every skill level. The region’s unique blend of history, culture, and natural landscapes makes every hike a memorable experience.
This guide is your comprehensive resource for hiking in the Berkshires. We’ll cover a variety of trails, from easy strolls to challenging climbs, and offer tips for planning your trip, including helpful resources, important considerations, and ideas for what to do after your hike.
Whether you’re planning a solo adventure, a group outing, or a family hike, you’ll find trails suited to your needs. We’ll also highlight unique hiking experiences, such as educational hikes that delve into the region’s rich history and trails that offer a glimpse into the past.