Central MA Fall Fairs & Festivals Guide! Find the Fun! Central MA has tons of fairs & festivals all through the fall. Check out our fairs and festivals listing below for great events with amusements, food, crafts, music, kids activities, art, pumpkins and more! And did we mention fried dough? Lots of fried dough! Check back often as new events come in daily!
WCKC Guide to Central MA Fairs & Festivals
For a full listing of family fun events, visit our calendar! Don’t miss a thing, subscribe to our weekly e-newsletter!
2023 Central MA Fall Fairs & Festivals
Fall Festival at the Overlook
September 30
The Overlook, Charlton, MA
Lilac Hedge Farm Harvest Fest
September 30 & October 1
Wachusett St, Rutland, MA
OktoberFest
September 30 – Oct 1
Wachusett Mountain, Princeton
Phantoms of Fire
Weekends Oct 6-29th; 4:30pm – 9pm (Adv Tickets Req)
Old Sturbridge Village
Annual Apple Country Fair
October 7
Brookfield Town Common
Hollis Hills Farm Fall Fest
October 7-9
Fitchburg
Fall Fest at Wildwood Farm
October 14; 11am-4pm (Raindate: October 15)
Westminster, MA
AppleFest
October 14 – 15 and October 21-22
Wachusett Mountain
Waters Farm Fall Farm Days
October 14-15
Waters Farm, Sutton
East View Farm Harvest Festival
October 21-22
Maple Ave, Rutland
Halloween Festival
October 21
Douglas Orchard & Farm
West Boylston Fall Fest
October 21
WB Town Common
BooFest
When: October 28
Wachusett Mountain
Past Events
Charlton Old Home Days
September 2 – 3
Charlton Common
Spencer Fair
September 1-4
48 Smithville Road, Spencer
Appleseed Country Fair
September 2 – September 4
Red Apple Farm, Highland Avenue, Phillipston
Clinton Olde Home Days
September 8 – 9
Central Public Park, Clinton
Harvest Craft Fair
September 9 – 10
Brookfield Orchards, North Brookfield
Sterling Fair 2023
September 8 – 10
Sterling Airport, Greenland Road, Sterling
Marlborough Food Truck & Arts Festival
Sept 10
Downtown Marlborough
Leicester Harvest Fest
September 16
Leicester Town Common
Barre Autumn Fair
September 16
Barre Town Common, Barre
Stowe Farm Festival
September 16-17
Millbury, MA
BBQFEST
September 16 – 17
Wachusett Mountain, Princeton
stART on the Street
September 17
Park Ave, Worcester
Johnny Appleseed Festival
September 23; 9am-5pm
Downtown Leominster
Hey Day Festival
September 23
Wachusett Meadow, Princeton
Belchertown Fair
Sept 22-24
On the Common, Belchertown
KidsFest
Sept 23-24
Wachusett Mountain, Princeton
