The Best Berkshire crossing in Sheffield, Massachusetts

Welcome to the Upper Sheffield Covered Bridge, a charming and historic landmark nestled in the picturesque town of Sheffield, Massachusetts. Located on Covered Bridge Lane, this iconic structure offers visitors a glimpse into the rich heritage and scenic beauty of the Berkshires. The Upper Sheffield Covered Bridge is more than just a crossing; it's a journey back in time. Originally constructed in the 19th century, this bridge is a testament to the skilled craftsmanship of the era and serves as a beloved symbol of the local community. Whether you're a history enthusiast, a nature lover, or simply seeking a peaceful retreat, the bridge provides a perfect setting for a leisurely stroll, photography, or quiet contemplation.

Welcome to the Roger and Virginia Drury Preserve, a captivating natural sanctuary nestled in the heart of Sheffield, Massachusetts. As the first Nature Conservancy preserve in the southern Berkshires, this cherished site was established in 1997 in honor of Roger and Virginia Drury's generous donation of 65 acres in 1984. Today, it stands as part of the expansive Schenob Brook wetland complex, a vital area renowned for its calcareous wetlands and diverse ecosystems. Visitors to the Drury Preserve can explore a lightly marked, approximately 3-mile trail that meanders through a stunning array of lowland forests and plant communities. The trail, which gently slopes through a variety of wet and dry environments, offers a unique opportunity to immerse oneself in nature's beauty. Along the way, you'll encounter a rich understory of northern hardwoods, vibrant spring ephemeral wildflowers, and fall-blooming asters. The path also winds around distinctive cobbles typical of the southern Berkshires, adding to the scenic charm.