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Things to Do in Wisconsin Dells This May (2026 Guide)

  • Apr 15
  • 3 min read

If you’re planning a spring getaway, Wisconsin Dells in May is one of the best times to visit. With warmer weather, lighter crowds, and exciting seasonal events, it’s the perfect time to experience the Dells before peak summer hits. Whether you're visiting for a weekend or a longer stay, May offers a mix of family-friendly attractions, outdoor adventure, and limited-time events you won’t want to miss.


Kick Off the Season at the Automotion Classic Car Show

One of the biggest events of the month is the Automotion Classic Car Show, taking place May 16–17, 2026. Hosted at Mt. Olympus Water & Theme Park, this event brings nearly 1,000 classic cars to the area for a full weekend of nostalgia, entertainment, and high-energy fun.


Visitors can enjoy:

  • Classic cars (1995 and older)

  • Live entertainment and vendors

  • Family-friendly activities throughout the Dells


Blue 1957 Ford with a front license plate in a parking lot, wooden horse sculpture in the background, clear sky, sign reading "1957."

Best of all, spectator admission is free, making it an easy addition to any itinerary. Even better—Wisconsin Dells Mountain Coaster is part of the 2026 Automotion Fun Card, giving visitors added value and another must-visit stop during the event weekend!


Experience The New Wisconsin Dells Gem Adventures

Adults and children interact at a wooden activity station outdoors. The mood is focused and collaborative, with dusk lighting in the background.

If you haven’t visited recently, this is the season to do it. Wisconsin Dells Mountain Coaster is expanding beyond just thrills, it’s becoming a multi-experience attraction!


New for the season, guests can now enjoy Wisconsin Dells Gem Adventures right on-site! This addition brings a hands-on, interactive activity that perfectly complements the high-speed excitement of the coaster.


This is a smart shift from a guest experience standpoint:

  • Ride the coaster for adrenaline

  • Slow things down with gem mining

  • Keep all your treasures!


For families especially, this creates a more well-rounded visit, and gives you more reasons to extend the experience and memories with it!


Celebrate Mother’s Day with a Free Ride for Mom

Two smiling individuals ride a roller coaster through a lush green park. The woman wears a dark hoodie; the child wears a denim jacket.

Looking for a unique way to celebrate Mother’s Day? Skip the typical plans and opt for something memorable!


At Wisconsin Dells Mountain Coaster, moms ride FREE for their special day!


Because moms they deserve more than just a gift, they deserve the memories they created with their kids.


Celebrate 1 Year of Thrills This Memorial Day Weekend

Memorial Day Weekend is already one of the busiest travel times in the Dells, but this year, there’s even more reason to visit.


Wisconsin Dells Mountain Coaster is celebrating its 1-year anniversary, marking a full season of bringing high-speed adventure to the area.


Entrance sign reading "Wisconsin Dells Mountain Coaster" against a stone and dark panel exterior. Bright sky in the background.

Guests visiting during the holiday weekend can expect:

  • A lively, high-energy atmosphere

  • A great kickoff to summer

  • The perfect time to experience both the coaster and the new gem mining addition


And, keep an eye out for our special anniversary discounts and offers!


Why May is the Best Time to Visit Wisconsin Dells

If you’re trying to time your trip just right, May hits the sweet spot:

  • Comfortable spring weather

  • Shorter lines and less crowded attractions

  • Early access to seasonal openings


It’s ideal for families, couples, and groups who want the full Dells experience—without peak-season wait times.


Plan Your May Visit Around Experiences That Deliver More

The best Wisconsin Dells trips aren’t built around just one activity—they’re built around layered experiences.


Here’s a simple way to plan your visit:

  • Start with a major event like Automotion

  • Visit Wisconsin Dells Mountain Coaster using the Fun Card

  • Take advantage of limited-time offers like Mother’s Day

  • Return for Memorial Day Weekend celebrations


Three women walking on a sunny street, smiling. One holds ice cream, another popcorn. Yellow flowers in the background. Busy traffic nearby.

From classic cars to coaster thrills, Wisconsin Dells in May offers something for everyone. With the Automotion Classic Car Show, Mother’s Day promotions, and the 1-year anniversary celebration at Wisconsin Dells Mountain Coaster, it’s the perfect time to plan your visit!


And with the addition of Wisconsin Dells Gem Adventures, there’s now even more to explore, and all in one stop!


Need help planning your visit? Well, Oli has some suggestions! Visit Olli's Travel Guide for Wisconsin Dells Hidden Gems.


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