Fall Events in Central Massachusetts

Dustin Whiteaker • September 23, 2022

An aerial view of a field filled with tents and cars.

The wonderful thing about living in central Massachusetts is being able to experience the colors changing in nature, plenty of apple picking, and pumpkin patches springing up in the local area. There are also hayrides, haunted houses, and corn mazes to be enjoyed; tourists come from all over to be able to experience the fall events in Central Massachusetts.

Here are a few fall events in Central Massachusetts that are happening this season:

Sterling Street Brewery Events

Sterling Street Brewery is right down the street from Pleasant View’s office, and has a multitude of events coming this fall season, including weekly trivia nights, comedy nights, Oktoberfest 2022, and more!

Maynard Fest

Saturday, October 1, 2022

Maynard Fest includes 100+ vendors, a sound stage in Memorial Park, and oodles of free and inexpensive family friendly activities.

Johnny Appleseed Arts and Cultural Festival

Saturday, September 24, 2022

The 29th Annual Johnny Appleseed Arts and Cultural Festival with crafts, food, kids games and fun, music and Famous Apple Crisp.

Disc Golf at Meadowbrook

Over 100 acres of classic New England land balanced with a mix of water, wooded, orchard, and wide open holes.

Farmers Markets and Fairs at Meadowbrook

Meadowbrook Orchards participates in two farmers markets throughout the season.

Sterling Farmers Market : Fridays, 3 – 6:30 pm, May – October. During the season, we sell apples, blueberries, raspberries, and flowers. We also sell breads, cider donuts, cookies, turnovers, scones, muffins and more.
East Boston Farmers Market : Wednesdays, 3 – 6:30 pm, July – October. During the season, we sell apples, blueberries, raspberries, and flowers. We also sell bread and apple turnovers.

Clearview Farm Stand Events

Enjoy hay rides to the orchard, apple, and pumpkin picking. Visit our bakery for cider donuts, cookies, muffins and pies. We will also be selling pizza and our fresh made cider!

Milk Room Brewing Co. Fall Events

Milk Room Brewing Co. is the perfect place to enjoy live music and try different food trucks throughout the fall season. Check out their calendar to see all of the events coming up throughout the season.

Lilac Hedge Music and Farm Events

Come enjoy everything going on at the farm with your friends, family, and four-legged friends.

Fall season is quickly approaching here in New England, which means that outdoor fall events in central Massachusetts are also popping up as summer ends.