Central MA Fall Fairs & Festivals!

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

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

Fall Fest at Wildwood Farm
October 14; 11am-4pm (Raindate: October 15)
Westminster, MA


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

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

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

Sept 23-24
Wachusett Mountain, Princeton




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