Top 10 May Events in St. Louis

10 Things To Do in St. Louis This May

Twilight Tuesdays

Twilight Tuesday

Every Tuesday in May you can enjoy free music on the lawn of the Missouri History Museum in Forest Park as part of their Twilight Tuesday program. There will be performances May 1, May 8, May 15, May 22, May 29, June 5, and June 12 starting at 6 PM. The museum stays open until 8 PM on performance evenings. The event kicks off with Nikko Smith, son of baseball legend Ozzie Smith and former American Idol contestant.


May 4 and May 5 you can enjoy the St. Louis Microfest at the upper level Muny parking lot in Forest Park. Admission includes entrance to the festival, a tasting glass, samples from 75 breweries and 100 craft and international brewers, cooking demos and live music performances. Food will be available for purchase. There are 3 different sessions to partake in so make sure to see which one matches your schedule.

Cinco de Mayo

Cinco de Mayo St. Louis

Head down to Cherokee Street on May 5 for Cinco de Mayo. The celebration starts at 11 AM and ends at 9:30 PM. There will be 2 stages for bands to perform on with one featuring traditional Mexican music and the other featuring local talents. The parade starts at 1:11 PM and won’t be like most parades you’re used to (this one is more than just marching). There will also be an art fair. No Cinco de Mayo celebration is complete without Mexican food and luckily there is no shortage of Mexican foods on Cherokee Street.

Art Fair at Laumeier

2012 Illustration by Mary Frances Foster


The Laumeier Sculpture Park will be holding their 25th annual art fair on Mother’s Day weekend (May 11-13). Over 150 artists from around the country will display their works. Pieces will be for sale and entered in art contests. You can enjoy concessions from local vendors, listen to music as you browse, pay for a wine tasting or even Mother’s Day brunch.

Rhapsody in Blue

Widely regarded as the piece that helped classical music get its groove back, George Gershwin’s Rhapsody in Blue mixes classical music with the beats of jazz. On May 18, the St. Louis Symphony will play Gershwin’s masterpiece along with excerpts from Antonín Dvořák’s Slavonic Dances, works by Saint-Saëns and Ravel, and excerpts from West Side Story.


MayFest St. Louis bills itself as 3 days of music, food, and drink. May 18-May 20 you can head down to Ballpark Village next to Busch Stadium. For music there’s DJs, Radio Rich, Javier Mendoza, War, Steve Ewing of The Urge, and classic rock tribute bands. For food and drink you can expect St. Louis’s largest ever happy hour, Food Truck Alley, and a Crawfish and Shrimp boil. $5 will get you all weekend access.

Art on the Square

Photo credit: Roger Popwell


Over in Belleville, Illinois you can enjoy the #1 Fine Arts Show in the Nation (as named by Art Fair Source Book in 2008, 2010, 2011, and 2012) Art on the Square from May 18 to May 20. There are over 100 artists featured on the town square with an interactive children’s art section that kids will love. There will be music playing, performances by locals musicians and stage performers including the Shakespeare Festival of St. Louis, wine, and plenty of dining nearby. If you don’t want to make the drive to Illinois, there will be shuttles from the Belleville Metrolink station for your convenience. If you do drive, consider stopping by the Skyview Drive-In while you’re in town.

Renaissance Faire

Ren Faire St. Louis

Photo Credit: D Becker


Most cities have Renaissance Fairs and St. Louis is no exception. Out in the STL suburb of Wentzville, a park transports you to 16th century France in the middle of the Renaissance. You’ll see entertainers like those of the day with jugglers, sword fights, story tellers, belly dancers, and magicians. There will be merchants selling foods, clothing, jewelry, and much more. The jousting match of the day isn’t to be missed. The Ren Faire runs from May 19-June 10, 2012 on Saturdays, Sundays, and Memorial Day from 10 AM to 6 PM. You can save on admission with this coupon.

Bluesweek Festival

Bluesweek Festival St. Louis

The St. Louis Bluesweek Festival is a great (and free!) way to spend your Memorial Day weekend. May 25 through May 27 you can head down to Soldier’s Memorial to hear music from the Blues Highway, from New Orleans on up to Chicago with some St. Louis Blues thrown in of course. Headliners include Bobby Rush, Shemekia Copeland, Cedric Burnside, Big George Brock, and the St. Louis Guitar Slingers. You can also catch Marquise Knox before his performance that Wednesday at the Whitaker Music Festival. While the event is free, proceeds collected will help benefit the National Blues Museum so if you like what you hear, be generous.

Greek Festival

St. Louis Greek Festival

The 2012 St. Louis Greek Festival will be held over Memorial Day weekend from May 25-May 28. This is a free event held by the Assumption Greek Orthodox Church. There will be church tours, live Greek music, Greek folk dancers, and a Greek market. Of course there will be Greek foods like lamb, gyros, souvlaki, moussaka, and spanakopita.

Don’t forget the opening weekend of the Missouri Botanical Garden Lantern Festival will have its opening weekend May 26 through May 28. We’ve featured the Lantern Festival before and we’ll make sure to feature more details on opening weekend as a schedule is finalized. 

Still looking for something to do in April? Check out our April events list.

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I'm Julie, I love to travel, I'm very hyper and I like to "hype" things and from that, TravelHyper was born. I'm a Missouri native and I cover St. Louis travel ideas as well as my own travels. I also like to focus on places I want to visit and budget travel ideas by creating trip plans. There's so much world out there and I hope you'll find that it's worth seeing and that vacation doesn't have to be out of reach to you.

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  • Emily

    Wow!  Great list – so many fun ideas for the month.  

  • Katiefox1128

    Also, the Belleville Eckert’s has their Strawberry Festival going on every weekend in May.  Live music, a petting zoo, children’s rides, and of course pick-your-own strawberries 🙂

    • TravelHyper

      Oh that sounds delicious. I can see Art on the Square, Eckert’s and a Drive-In movie for one awesome day. I hope the weather cooperates!