2025 Waltham Fall Fun Guide: Oktoberfest, 5Ks And More

MASSACHUSETTS — The autumnal equinox on Monday, Sept. 22, signals the official arrival of fall, but the season is already in full swing in YOUR PATCH AREA with events such as corn mazes, hay rides, fall festivals and harvest events.

Sunny days and crisp evenings are perfect for outdoor fun. One can’t-miss event is the Oktoberfest celebration at Mighty Squirrel's Waltham location, which runs across the weekend of Sept. 26.

But that’s just the beginning of fun activities taking place over the next couple of months.

Are you planning an event this fall? Feature it so nearby readers see it all across Patch — including in roundups like this!

Below, find the 2025 Patch Guide to Fall Fun in Waltham:

• Jack's Abby Oktoberfest, Sept. 27-Oct. 5
• Mighty Squirrel Waltham Oktoberfest Celebration, Sept. 26-28
• Waltham High School Homecoming Parade and Football Game, Oct. 18
• New England Fall Flower Show: World in Bloom, Sept. 20
• Jack's Abby United Way 5K, Sept. 20
• MetroWest Humane Society 18th Annual Craft Fair, Sept. 20
• St. Bridget Community Fall Festival, Sept. 27
• Waltham Comic Book & Collectibles Show, Sept. 28
• Wellesley Symphony Concert - "Dissent & Beauty", Sept. 28
• Miles For Mutts 5K Race/Walk, Oct. 4
• REACH Fall Festival and 5K Race, Oct. 4
• The Plymouth Church in Framingham's Annual Fall Fair, Oct. 25
• Swiacki Children’s Literature Festival, Nov. 6

See Also

• 15 Fall Events To Add To Your Calendar In MA This Year
• MA Fall 2025 Concert Guide: Tyler Childers, Lorde, NBA Youngboy, Addison Rae And More
• 2025 MA Fall Fun Guide: The Big E, 'Hocus Pocus' Reunion And More