7 family-friendly Labor Day Weekend Fairs

Baystateparent Magazine
There's something for everyone at the fairs and festivals happening around the state this fall.

Three County Fair - Northampton, MA 

Labor Day Weekend, Sept. 3-6 

American’s oldest continuously operated fair features livestock and agricultural contests and exhibits, music, a farm museum, delicious food vendors, demolition derbies, and a midway with rides and games for all ages. 3countyfair.com.

Woodstock Fair - Woodstock, CT 

Labor Day Weekend, Sept. 3-6 

Connecticut’s second-oldest agricultural fair features crafts, food, livestock shows, a petting zoo, free stage shows, midway, go-kart races, produce, and more. woodstockfair.com.

Gloucester Schooner Festival - Gloucester, MA 

Labor Day Weekend, Sept. 3-6 

Gloucester’s beautiful harbor is the backdrop for a unique mix of the old and new, as a variety of schooners and vessels sail through in celebration of the town’s fishing and maritime history. The seaport comes alive with family-friendly activities, music, and boat parades. maritimegloucester.org.

Spencer Fair - Spencer, MA

Labor Day Weekend, Sept. 3-6 

An old-time, traditional country fair with ox and horse pulls, livestock shows, hall exhibits, midway, outdoor entertainment and lots of food. spencerfair.org.

Appleseed Country Fair - Phillipston, MA 

Labor Day Weekend, Sept. 4-6

Country fair with hayrides, live music, Brew Barn, tethered hot air balloon rides, locally-made gifts and goodies, animals, children’s activities and more. appleseedcountryfair.com.

Old Home Day - Charlton, MA

Labor Day Weekend, Sept. 3-6

Craft fair, art show, highland games and even a frog jumping contest highlight this charming small-town festival. townofcharlton.net.