TOP 10 City bike tours in Sheffield, Massachusetts

Welcome to Appalachian Train at Sheffield-Egremont Rd, a serene park nestled in the picturesque landscape of Great Barrington, Massachusetts. Located at 39 Sheffield-Egremont Road, our park offers a delightful escape into nature, where visitors can immerse themselves in the tranquil beauty of the Appalachian region. Whether you're a local resident or a traveler seeking a peaceful retreat, our park provides a perfect setting for relaxation, recreation, and exploration. Discover the charm of our well-maintained trails that wind through lush greenery, offering a perfect opportunity for hiking, jogging, or a leisurely stroll. The park is ideal for nature enthusiasts, bird watchers, and families looking to enjoy a day out in the fresh air. With plenty of open spaces, it's also a great spot for picnics, outdoor games, and simply unwinding amidst nature.

Welcome to Ashley House, a captivating museum and tourist attraction located at 117 Cooper Hill Road, Sheffield, Massachusetts. Nestled in the picturesque Berkshires, this historic site offers a profound journey through time, exploring the narratives of two influential figures who fought for freedom and liberty, forever altering the course of our region’s history. The Colonel John Ashley House, a cornerstone of the Upper Housatonic Valley African American Heritage Trail, stands as one of the earliest European-style dwellings in the Berkshires. Built in 1735, this remarkable Colonial-era house was once the epicenter of white political and social life in colonial Sheffield. Colonel John Ashley, a prominent and wealthy figure, owned vast lands and businesses, prospering significantly from the institution of slavery.