Cooler temperatures are rolling in, the trees are putting on their annual color show, and the smell of fresh-baked fall treats is drifting through the air; a sure sign that fair and festival season is here in MetroWest! There’s no better way to embrace the season than getting out with the people you love, soaking up live music, delicious food, and all the classic fall festivities a local fair has to offer. We’ve put together a roundup of the best fall fairs and festivals in and around MetroWest so you can plan ahead and make the most of every moment this season has to offer.
Sunday, September 20
44th Annual Harvest Fair
547 Washington Street, Holliston
10am–4pm | Sept 20 (rain date Sept 27)
Antiques and crafts fair, food, and silent auction.
Saturday, September 26
24th Annual Harvest Festival
Downtown Franklin
12pm–5pm | Sept 26
More than 150 vendors, live music, activities, artwork, food, crafts, and entertainment.
West Acton Oktoberfest
Gardener Field
10am-3pm | Sept 26
Shopping, family-friendly activities, food, and a beer garden!
Saturday, October 3
Pumpkin Palooza!
Tougas Family Farm, Northborough
10am–5pm | Oct 3–4
Pick-your-own pumpkins, autumn-inspired foods, local brews, and fall activities.
Apple Fest
Wayside Inn, Sudbury
10am-2pm I Oct 3
Music, food, a craft market, activities, and seasonal fun.
Maynard Fest
Main and Nason Streets, Maynard
9am-3:30pm I Oct 3
120 vendors, local businesses, free family entertainment, & food.
Sunday, October 4
Pumpkin Palooza!
Tougas Family Farm, Northborough
10am–5pm | Oct 3–4
Pick-your-own pumpkins, autumn-inspired foods, local brews, and fall activities.
Saturday, October 17
Oktoberfest
Tougas Family Farm, Northborough
9am–5pm | Saturday, Oct 17-18
Free admission. Food, beer, music, and games.
Sunday, October 18
Oktoberfest
Tougas Family Farm, Northborough
9am–5pm | Saturday, Oct 17-18
Free admission. Food, beer, music, and games.
Fall Festival
Nelson Park, North Grafton
11am–2pm | Saturday, Oct 18
Free. Scarecrow building and pumpkin painting, music, inflatables, food trucks, and local businesses.
Fall Festival
Pilgrim Day Camp, Framingham
1pm–4pm | Saturday, Oct 18
Live band, magic show, animal encounters petting zoo, inflatable corn maze, local vendors, glitter tattoos, face painting, and more.
Friday, October 30
Pumpkin Walk
Choate Park, Medway
7pm–9pm | Friday, Oct 30
A Halloween event with tricks, treats, and family-friendly excitement for all ages.
