MAY 7
We may be in those hard-to-define days in between spring and summer, but at least one of the Four Seasons will soon arrive in Chesterfield when Frankie Valli takes the stage. Valli’s voice has carried across nearly seven decades. Hum along to unforgettable favorites such as “Sherry” and “Can’t Take My Eyes Off You.” The Factory, thefactorystl.com.
MAY 8-10
Creativity is in the air at Laumeier Sculpture Park’s 39th annual Art Fair. During Mother’s Day weekend, the park is populated with work from more than 160 artists, local eats, music, and hands-on activities. This beloved tradition invites visitors to have some fun while supporting Laumeier’s mission. Laumeier Sculpture Park, laumeiersculpturepark.org.
MAY 8, 2026–MARCH 31, 2027
The Literary Garden: The Cultivation of Plants and Gardens in Narratives highlights the vibrancy of plants and gardens in novels, poems, comics, and other literary works. The new installation at the Stephen and Peter Sachs Museum includes books, images, objects, and botanical specimens from the MOBOT collections. Missouri Botanical Garden, mobot.org.
MAY 10
See comedian Mae Martin, star of Feel Good, Taskmaster champ, and host of award-winning podcast Handsome, among other projects. VIP tickets to this show include a meet-and-greet and exclusive tour merch. The Pageant, thepageant.com.
MAY 15
The Saint Louis Art Museum is opening its doors to talented comedian Jessimae Peluso for Gallery Laughs. Every three months, SLAM welcomes local and nationally touring comedians to spend the evening in laughter and enjoy custom portraits by Cbabi Bayoc. Free tickets are available the day of the event. Saint Louis Art Museum, slam.org.
MAY 15-17
Browse paintings, sculptures, illustrations, and more at Art on the Square. Belleville’s annual fine-arts show brings together work from more than 100 artists from across the globe. The fair’s Wine Court will host musicians all three days, and local food and drink vendors offer plenty of options. Stop by the children’s art garden for a takeaway art project for young creatives. Public Square, Belleville, artonthesquare.com.
MAY 16
Feel the beats of deep bass and electrifying guitar at PointFest. Hosted by 105.7 The Point, this year’s festival includes Staind, Blue October, Mammoth, Highly Suspect, Sleep Theory, From Ashes to New, Magnolia Park, Return to Dust, and more. Hollywood Casino Amphitheater, 1057thepoint.com.
MAY 23-JUNE 28
An unforgettable season of classic stories and new experiences is in store for the Opera Theatre of St. Louis. This year’s production lineup includes The Pirates of Penzance, The Light in the Piazza, A Streetcar Named Desire, Romeo & Juliet, in addition to the Our Songs and Center Stage concerts. Loretto-Hilton Center, opera-stl.org.
MAY 27-JUNE 21
Shakespeare’s famous storm is washing ashore at Forest Park. This year’s Shakespeare in the Park production is The Tempest, a tale of magic, romance, and drama that unfolds on a strange island. Shakespeare Glen, stlshakes.org.
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