Your Guide to Fun Fall Events in Milton, WI — October 2026 Edition
Crisp air brings a ton of fall events to Milton, Wisconsin. Ready to find fun for the whole family? We’ve rounded up a list of can’t-miss affairs in the area.
Broom Bar at Timber Hill Winery
Still need a Halloween statement piece? Stop by Timber Hill Winery! You’ll turn a rustic 3-foot broom into a one-of-a-kind decoration. It makes a fun alternative to a traditional wreath, and it’s perfect to hang outside. Your $60 ticket gets you a broom plus a selection of florals, greenery, ribbons, and more. Seats are limited, so register today!
October 7, 2026
5:00-7:00 PM
Timber Hill Winery
Celebrating 20 Years of Twilight: New Moon at Elmside Goods
It’s officially fall, and you know what that means. The beginning of Hoa, Hoa, Hoa season (IYKYK). Revisit one of the most memorable chapters of the Twilight Saga at Elmside Goods! You’ll also find our Sunny + Olive crew with an array of Twilight-inspired clothing.
October 8, 2026
5:00-8:00 PM
Elmside Goods
Chunky Knit Blanket Workshop at Good Works Brewing Company
The weather’s turning colder, which means it’s time to create a cozy chunky knit blanket. Everyone leaves with a new blanket, a bag, and a new skill. Seats are limited, and registration is required.
October 10, 2026
1:00-4:00 PM
Good Works Brewing Company
Milton Community Days Market at Parkview and College Street
Visit the Milton Community Days market and find over 90 vendors and food trucks. This open-air evening market has a ton of crafters, makers, bakers, growers, and more.
October 16, 2026
5:00-8:00 PM
Parkview and College Street
GWBC Songwriter Open Mic Night at Good Works Brewing Company
Want the world to hear your original music? Good Works Brewing Company has just the thing for you. Sign-up begins at 5:30 PM, with music running from 6:00-9:00 PM. Open to seasoned pros or people who are just starting out.
October 16, 2026
6:00-9:00 PM
Good Works Brewing Company
Harvest Jam at KANDU Industries
Ready for an exciting fall fundraiser? Come to KANDU Industries for live music, local food trucks, regional beer and wine, and more. You’ll support KANDU’s mission of creating opportunities for people with disabilities or disadvantages to pursue greater independence, meaningful employment, and fuller lives.
October 24, 2026
3:00-6:00 PM
KANDU Industries
*Written by Jessica Kusisto; Find more information on the City of Milton Calendar of Events