May in Greater St. Cloud is basically a confetti cannon of fun—just with fewer paper cuts and way more sunshine. As the snow boots officially hit storage and patio season kicks into full swing, the region comes alive with events that’ll have you marking up your calendar faster than you can say “outdoor festival.” Whether you’re into music, markets, or just meandering, May is the month to make the most of it in Greater St. Cloud. Here are the highlights but make sure to check out the FULL EVENTS CALENDAR HERE!
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St. Cloud Area Restaurant Week 2025
May 11 – 17
Visit Greater St. Cloud invites you on a culinary adventure during St. Cloud Area Restaurant Week! From delectable dishes and refreshing drinks to the unique atmosphere of each venue, Restaurant Week is the perfect opportunity to explore the diverse and delicious dining scene in Greater St. Cloud. Each day highlights a different culinary category, showcasing a variety of local restaurants.
Carnival at Crossroads Center
May 1 – 4 at Crossroads Center
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The Last Out Play- Elegy of a Green Beret
May 1- 3 at Pioneer Place on Fifth
Pioneer Place proudly presents Last Out – Elegy of a Green Beret. Don’t miss this powerful, one-act play based on true stories from America’s longest war. Written by a former Green Beret and performed by veterans and military family members, Last Out is an emotional journey through service, sacrifice, and the afterlife. This nationally acclaimed, award-winning production has been featured on NBC by Tom Brokaw and supported by the Gary Sinise Foundation — and now it’s coming to our stage. Veteran discounts available. 100% of proceeds support veteran organizations like The Hero’s Journey. Get your tickets and experience a once-in-a-lifetime performance that hits the heart and honors the brave.
C. Willi Myles
May 2 at Paramount Center for the Arts
A veteran performer and an extremely funny guy, C. Willi Myles has the gift of connecting people with each other through humor and storytelling that everyone can relate to. After surviving his childhood growing up with nine sisters and one brother in Alabama, Willi moved to Minnesota to attend college and play football. With his stories about growing up in the south and acclimating to the cold of Minnesota, Willi tells extremely funny non-offensive stories and jokes and gives a unique spin to life’s everyday challenges by applying humor to them. See the show on May 2nd at 7:30p at the Paramount Theater.
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St. Cloud Area Farmer’s Market Opening Day
May 3 at Lady Slipper Parking Lot
It’s opening day of the St. Cloud Area Farmers Market from 8am – Noon downtown St. Cloud!
Spring Sale at Desi Murphy Pottery
May 3 at Desi Murphy Pottery
Mother’s Day is on its way, and there’s no better way to celebrate your mom than with something handmade. Come visit the art studio on May 3 from 10a – 4p!
Kentucky Derby Day
May 3 at Iron Street Distillery
Come enjoy a fun Derby Day at Iron Street Distillery! There will be live music, food tucks, a hat contest, and much more from 2p – 9p on May 3rd!
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Granite City Motor Park Races
May 4, 11 & 18 at Granite City Motor Park
Come cheer on the racers at Granite City Motor Park Sundays starting at 6p!
YMCA Day of Giving
May 8 at St. Cloud Area YMCA
“Last Day of Pompeii” at Gnarly Bard Theater
May 9 – 18 at Gnarly Bard Theater
This new musical examines the everyday family troubles that sometimes take over their lives as they search for not only meaning within their family and their community, but a greater meaning and purpose as an individual. Can they find perspective in a time of crisis or are some things too consuming to change their minds, even in the face of certain destruction? Grab your tickets to the amazing performance NOW before they sell out!
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Brantley Gilbert: The Tattoos Tour 2025
May 9 at The Ledge Amphitheater
Country music super star Brantley Gilbert is making a stop at the Ledge Amphitheater in Waite Park on May 9th! Get your tickets NOW before they’re gone!
Local Food Truck Event
May 10 at Tenvoorde Ford
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RocketUp Downtown Grand Opening
May 10 at RocketUp
The Somali Dance Musical
May 13 at Paramount Center for the Arts
The Somali Museum Dance Troupe Showcase is a celebration of the most talented Somali dancers in North America. This show was created, developed, and brought to life by the Somali Museum’s program team and Dance Troupe with passion and pride. The show features traditional Somali dance, music, and storytelling. Rooted in the art of riwaayad—Somali theatrical storytelling—this production highlights the significance of dance as a form of cultural expression and community. The Somali Museum is proud to represent by showcasing their talents and efforts to preserve and innovate the beautiful tradition of performing arts. See the show on May 13th at the Paramount Theater.
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16th Annual Eagles Club Car Show
May 15 at St. Cloud Eagles
Puppy Pals LIVE
May 16 – 17 at Crossroads Center
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Homegrown Festival & 5K
May 16 at Wilson Park
5K Wine Run
May 18 at Millner Heritage Winery
Do you enjoy running or walking? Are you a fan of wine? If so, this race is perfect for you!
Join them on Sunday, May 18th, 2025, at 10:00 AM for an exciting event set in the beautiful landscape of Millner Heritage Vineyard & Winery. Whether you choose to run, walk, or simply enjoy the wine, this race promises a great time and an unforgettable experience!
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Paranormal Cirque
May 23 – 26 at Crossroads Center
Under this Clown Castle, the black and red big top tent, Acrobats of the Air, Illusionists, freaks, mysterious creatures and all the elements that make one think of a “normal” Circus but that of normal has very little! A crazy yet fun fusion between Circus, theatre, and cabaret in perfect harmony. Note: No-one under the age of 13 will be admitted to the show. Guests aged 13 – 17 must be accompanied by an adult over the age of 21.
20th Century Car Show
May 29 at Stearns History Museum
Join the Stearns History Museum on May 29th, from 4-8pm, for their 20th Century Car Show! This year, they are featuring cars manufactured between 1900 and 1999! Stop on by, browse the vehicles, check out the museum, and enjoy some hot dogs and beer! You won’t want to miss it!
St. Cloud ROX Baseball
May 30 at St. Cloud Rox Stadium
The St. Cloud Rox are knocking it out of the park for their 2025 Home Opener — with former MLB and Minnesota Twins pitcher Pat Mahomes throwing the ceremonial first pitch! Catch the excitement on Friday, May 30 as the Rox take on the Badlands Big Sticks under the lights at Joe Faber Field— first pitch at 7:05 PM!
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St. Cloud Daddy Daughter Date Night
May 31 at Gorecki Dining and Conference Center
Daddy Daughter Date Night gives dads and daughters the opportunity to enjoy a special evening out together. Your date will include: entertainment, dinner, dessert, a keepsake photo, face painter, crafts, dancing and memories to last a lifetime. Daddy Daughter Date Night is designed for daughters ages 3-12, along with their fathers; however, the event accepts all ages.