The Connecticut towns are Canaan, Colebrook, Cornwall, Kent, Norfolk, North Canaan, Salisbury, Sharon, and Warren. The Massachusetts towns are Alford, Becket, Dalton, Egremont, Great Barrington, Hancock, Hinsdale, Lanesboro, Lee, Lenox, Monterey, Mount Washington, New Marlboro, Pittsfield, Richmond, Sheffield, Stockbridge, Tyringham, Washington, and West Stockbridge.

With a visit to the Upper Housatonic Valley, you can reach beyond the typical tourist experience and immerse yourself in a region with deep New England roots, a rich legacy of work, culture, outdoor gems and great stories. You can learn of a  literary tale on your hike up Monument Mountain; you can encounter impressive historical and contemporary stories of Black and Native Americans’ impact on our region. You may learn how skilled immigrants contributed to the architecture behind opulent summer “cottages.” The region’s industrial past in paper making, textiles, iron and other industries will surprise you.

You can also swim, hike, bike, walk, paddle and wander to your heart’s content. You can take a deep dive into our region’s music, theater, art, and local cuisine. You can explore back roads, meet farmers and visit their farms, find artisan studios and take in some street music on a summer afternoon, or take up a seat at Tanglewood. There is something for everyone, of all ages, here in this special corner of New England.

You’ll want to come back for more, and Housatonic Heritage is happy to be your tour guide.