Week of Events
AppleJack Festival
AppleJack kicks off the fall at Arbor Day Farm. Come for apples and traditions, stay for the sights, sounds, and experiences that spark wonder. Every season brings something new, making each visit feel fresh.
AppleJack Festival
AppleJack kicks off the fall at Arbor Day Farm. Come for apples and traditions, stay for the sights, sounds, and experiences that spark wonder. Every season brings something new, making each visit feel fresh.
AppleJack Festival
AppleJack kicks off the fall at Arbor Day Farm. Come for apples and traditions, stay for the sights, sounds, and experiences that spark wonder. Every season brings something new, making each visit feel fresh.
Bennington Founder’s Day
There will be events all day long in Centennial Park, Downtown Bennington. Events will be from 9am - 7pm. Events Include: BBQ Contest, Farmers Market, Cornhole contest, Live Music, Petting Zoo, Bounce Houses, Kids Activities and more!
Sunday, September 20, 2026
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September 20, 2026 -Mount Michael Fall Festival
Mount Michael Fall Festival
Mass at 11am, Activities start at 12:00. Food Trucks | Cornhole Tournament | Cake Tent | Beer Garden | Gift Draw | Midway Market | Product Test | Foam Party | Kids Area | Bingo | Flower Cart | Line Dancing Lesson | Live Music by Whiskey River Band | Family Picnic Area | Kick Ball (13+) | Hayrack Rides and more.
Monday, September 21, 2026
No events on this day.
Tuesday, September 22, 2026
No events on this day.
Wednesday, September 23, 2026
No events on this day.
Thursday, September 24, 2026
No events on this day.
Friday, September 25, 2026
No events on this day.
Saturday, September 26, 2026
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September 26, 2026 -Oktoberfest
Oktoberfest
Join for a traditional Oktoberfest celebration with a modern-day twist in City Centre! Main Street will be closed to make way for music, Oktoberfest-themed games and activities, food trucks, and of course a beer garden. Live music will be provided by local bands Evans & Moore, Kenny Janak Orchestra and Charm School Dropouts. Food and beverage available for purchase. Best dressed contest, beer stein holding contest, cornhole and more.
Disclaimer: Please always confirm event details and times with the actual host of the event. This calendar is produced far in advance from a variety or sources; event details may change and listings are subject to possible errors.
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