DestinationWeekend of Oct 23–25: Milwaukee
about 1 hr 15 min from Madison
Boo at the Zoo runs all day Saturday this year, 9:30 to 9, so little ones can trick-or-treat in daylight.
Boo at the Zoo
New this year: daytime hours on Saturday.
The best trip within about five hours of Madison for each of the next 6 weekends, chosen for kids under 6. Every event links to the official page we checked it on.
Last checked against official pages. How we choose
Each ring is one hour of driving from Madison. Under two hours is an easy day trip; past three, pack the pajamas.
Orange dots are picks on this page. Drive times are normal driving times without traffic.
about 1 hr 15 min from Madison
Boo at the Zoo runs all day Saturday this year, 9:30 to 9, so little ones can trick-or-treat in daylight.
New this year: daytime hours on Saturday.
about 4 hr 30 min from Madison
Last weekend for the Minnesota Zoo's Jack-O-Lantern Spectacular, 5,000 carved pumpkins on a wooded trail. Go Friday or Sunday, since Halloween night is adults only, and catch Howl-O-Ween there Saturday morning.
Past three hours, make it an overnight: drive Friday, go Saturday.
A new one-hour musical about a girl and her dad building an ice rink, with ice that freezes right on stage. Best for ages 7 and up.
A wooded trail of more than 5,000 carved, glowing pumpkins with a trivia game built into the carvings. Oct. 31 is an adults-only night, and tickets are online only and usually sell out.
Daytime Halloween with a costume dance party and animals getting pumpkin treats.
about 1 hr 15 min from Madison
Family Free Day: everyone gets into the Milwaukee County Zoo free on Saturday, Nov. 7. Parking and ride fees still apply.
Everyone gets in free on the first Saturday in November.
about 1 hr 15 min from Madison
Wild Kratts LIVE! plays the Miller High Life Theatre on Sunday at 1 and 5, and BrainExpo, a free hands-on brain science fair for all ages, runs 10 to 5 both days.
Martin and Chris Kratt on stage with the rest of the team on screen, in an all-new creature-power adventure.
A free hands-on neuroscience festival built for all ages, with real brain specimens and food trucks 11 a.m.–3 p.m. both days.
about 1 hr 15 min from Madison
Wild Lights opens, plus the Holiday Folk Fair.
Closed Nov. 23–26 and Nov. 29–30. Sunday, Nov. 22 is a drive-thru night.
Food, music and dance from dozens of cultures under one roof.
Disney On Ice is at Grand Casino Arena in St. Paul Thursday through Sunday, and the Children's Theatre Company's Grinch is playing in Minneapolis.
about 1 hr 15 min from Madison
Wild Lights is open Friday and Saturday, with parking included. It's closed Sunday.
Closed Nov. 23–26 and Nov. 29–30. Sunday, Nov. 22 is a drive-thru night.
Over the next 6 weekends our picks from Madison are Milwaukee, Minneapolis–St. Paul. Each one is chosen for what's on that weekend, with the dates, times and prices checked on the official pages.
Milwaukee (about 1 hr 15 min), Minneapolis–St. Paul (about 4 hr 30 min), Des Moines (about 4 hr 45 min). Times are normal driving times without traffic.
Sometimes one city really does have the most going on two weekends in a row, like a holiday lights opening followed by a show. We don't rotate cities just for variety.
They're what each official page showed on Oct 18, 2026. Tap through to the official page before you go.