May in the Willmar Lakes Area means longer days, warmer nights, and a calendar that’s filling up fast. Whether you’re looking for live music, family-friendly fun, unique local experiences, or a reason to gather with friends, there’s something happening around every corner. From can’t-miss performances to community celebrations and outdoor adventures, here’s what’s happening this May:

May 2 – Jay Gilligan
Join us for a contemporary circus performance created by international circus artist Jay Gilligan, a juggler with more than 30 years of professional and artistic experience, alongside Benjamin Domask-Ruh from St. Paul. Together, they invite you to experience what circus looks like in 2026. This free performance offers a fresh take on the art of juggling and is perfect for all ages. A suggested donation of $20 is appreciated, and guests are encouraged to stay for a post-show social with snacks and beverages.

May 8 – The Tucker Baker Band
Get ready for a night of high-energy music as The Tucker Baker Band returns to the Smilin’ D Arena! Whether you’re a longtime fan or just looking for a fun night out, this lively show promises great music, great company, and an unforgettable atmosphere. Be sure to grab your tickets in advance.

May 9 – Stand Up Comedy at Intuition Brewing
Arrive early to grab a good seat and take advantage of drink and food specials. Next Stop Comedy brings top-tier comedians from across the country right to your neighborhood for a night full of laughs. With fresh lineups each time, it’s the perfect choice for date night, a night out with friends, or anyone who loves great comedy in a relaxed setting..

May 9-10 – Mother’s Day Events, Buffets & Brunches
Celebrate Mom with a weekend full of thoughtful experiences. From delicious brunches and special menus at local restaurants to creative workshops like planting flowers, there are plenty of ways to make her feel appreciated. Be sure to reserve your spot early—these popular events fill quickly!

May 10 – Willmar Area Symphonic Orchestra Presents Young Artist Concert
Enjoy an afternoon of inspiring music as the orchestra presents its annual Young Artist Concert, featuring Quinn Eisenbacher and Sophia Haase, along with Guest Conductor Nickolai Podvin. It’s a wonderful opportunity to experience local talent and a delightful performance.

May 14 – KRA Speedway Racing Season Opener
Kick off racing season with an evening of high-speed action at KRA Speedway. Located at the historic Kandiyohi County Fairgrounds, this 3/8-mile dirt track delivers exciting, mud-slinging fun—perfect for a night out with family and friends.

May 16 – Creekside Greenhouses Maker’s Market
Spend the day browsing beautiful blooms and shopping handmade goods from local vendors. This market is a great chance to support local makers while enjoying the vibrant greenhouse setting.

May 16  – Cinco de Mayo Celebration
The fiesta comes to downtown Willmar a little later this year—but it’s worth the wait! Enjoy bingo, games for all ages, a (messy!) kids cake-eating contest, and plenty of festive fun. Bring your friends, family, and energy for a celebration full of community spirit and culture.

May 17 – 21st Annual Sunburg Syttende Mai Celebration
Head to Sunburg for a full day of tradition and fun, including a tractor pull, quilt raffle, car show, baseball game, and the Grande Day Parade. This beloved celebration offers something for everyone.

May 20 – Cruise Night at the Country Stop
Check out dozens of classic cars and hot rods while enjoying live music, great food, and family-friendly fun. It’s a relaxed and nostalgic evening perfect for all ages.

May 21 – Thursday Night Music Series at The Tasting Grove
Enjoy a laid-back evening with live music, food trucks, local vendors, and refreshing drinks. With yard games, occasional face painting, and fun additions like slushies (both kid-friendly and adult versions), it’s a great midweek outing for everyone.

May 22 – Annual Gatewood Barn Dance
Step into a classic community tradition with a night of line dancing and square dancing in the hayloft. No experience needed—the caller will guide you through every step. Enjoy treats, root beer, and a welcoming, all-ages atmosphere.

May 23 – Memorial Day – Law Day 5K
Start your morning with a scenic run or walk through Robbins Island Regional Park. This annual event is a great way to get active while honoring the meaning of Memorial Day in a beautiful outdoor setting.

May 24 – Stonewall Farms Experience
Explore the stunning grounds of Stonewall Farms during this immersive event. Meet local vendors, enjoy food and live music, and see the venue styled for special occasions. The evening wraps up with a charming barn dance under the lights.

May 27 – Willmar Stingers Home Opener
Baseball is back! Cheer on the Willmar Stingers as they kick off their home season at Bill Taunton Stadium. Enjoy classic ballpark food, exciting Northwoods League action, and post-game fireworks to celebrate opening night.

May 30 – Miles 4 Mentors Fun Run Before the Willmar Stingers Home Game
This free, family-friendly event invites kids to run, play, and connect with their community. Held before the Stingers game, the evening also features activities, mentoring opportunities, and a special focus on mental health awareness. Stick around to enjoy a great night at the ballpark.

And that’s just the beginning! Throughout May, you’ll also find karaoke nights, trivia at local breweries, and live music happening all across the Willmar Lakes Area.

As the calendar continues to fill, be sure to check back often for new additions. For the most up-to-date event listings, visit our  Events Calendar—and start planning your next outing. Whether you’re here for a day or the whole month, May is the perfect time to get out and explore.