The world's largest motorcycle festival is surprisingly perfect for families.

Whether you're catching opening-night fireworks at Lowell Park or hunting for candy-filled penguin eggs with your kids, JanBoree delivers exactly what Milwaukee-area families need: affordable outdoor fun that makes January feel less like a frozen slog and more like an adventure.

Winterfest is more than sculpture viewing—it's bonfires with s'mores on the beach, fire performances at dusk, heated kids' igloos serving hot chocolate, and a walkable downtown sparkling with ice art outside every shop window.

The Storm the Bastille 5K returns in 2026 for a milestone celebration—the 40th anniversary of this beloved Milwaukee tradition. As downtown's only nighttime run, this 9 PM start sends over 5,000 runners and walkers charging through the illuminated streets of East Town and the Historic Third Ward, kicking off four days of French-themed festivities at Bastille Days.

Join Milwaukee's free Holiday Lights Festival Kickoff on November 20 at Pere Marquette Park. Enjoy live entertainment, fireworks, Santa, free cocoa & half a million twinkling lights

Milwaukee's beloved multicultural festival returns for its 82nd year, transforming Wisconsin State Fair Park into a vibrant celebration of global cultures where families can taste authentic dishes from 60+ countries, watch traditional dance performances, and explore interactive exhibits—all under one roof across three festive days.

Milwaukee and its surrounding communities transform into a pumpkin paradise each fall, offering more than festivals, farms, and celebrations where families can carve jack-o-lanterns, navigate corn mazes, and celebrate the harvest season.

Celebrate the magic of fall in the heart of Milwaukee with the return of Halloween Village at Baird Community Commons (400 W. Wisconsin Avenue).

Bookworm Gardens in Sheboygan is once again transforming into a twinkling wonderland for its annual Happily Haunted celebration — and it’s one of the most family-friendly fall traditions around!

Plan your perfect family visit to China Lights 2025 at Boerner Botanical Gardens. Get ticket prices, parking tips, timing advice, and insider secrets for the Magical Forest lantern festival in Hales Corners, WI.

Saturday, October 4, brings the 10th annual Beet Street Fall Festival to Bay View—a free, all-ages celebration featuring legendary Brazilian psychedelic rockers Os Mutantes, 20+ community organizations, pie competitions, and activities designed specifically for children.

Discover QWERTYFEST MKE, Milwaukee’s one-of-a-kind typewriter festival happening October 3–5, 2025. This family-friendly event features creative workshops, kid activities, live shows, and hands-on fun—perfect for parents and children looking for a unique fall adventure.