Sheffield’s laid-back vivacity mirrors its rural charm. A surplus of outdoor recreation, antiquities, farmstands, and welcoming nature make Sheffield well-suited for its role as the gateway to the Southern Berkshires when traveling north from the Litchfield Hills. A climb up Mount Everett or a float down the Housatonic River, Sheffield is a community deeply rooted in the philosophy – “work hard, play hard.”
The Old Covered Bridge is a scenic destination just outside the heart of Sheffield – a quintessential village which lies within the steep Berkshire Mountain Range and the Housatonic Valley’s agricultural floodplains supports the needs of the community through several locally-owned businesses, including an abundance of farm stands that decorate its scenic country roads. Sheffield’s Marketplace Kitchen attracts a steady crowd and is the perfect place to sip specialty coffee and enjoy delicious food while relaxing amidst the charismatic town vibe. Big Elm Brewing has a great taproom and serene setting built upon their philosophy that “He who plants a tree, plants hope.”
If you’re into hiking, Sheffield’s trailheads along Route 41 include Race Brook Falls and the prominent Mount Everett peak which is part of the Appalachian Trail. Route 7 In Sheffield meanders along the Housatonic River and has several put-in locations for kayaks or fly fishing. Minutes from skiing at Catamount or Butternut or enjoy Catamount’s Aerial Park in the warmer months.
Situated between Connecticut’s Litchfield Hills and the bustling town of Great Barrington, Sheffield’s phlegmatic nature is beautifully influenced by cultural flair and historic charm – a perfect pairing of modern-day intentional living and days-past nostalgia.