Festivals & Special Events
Route 66 Centennial Festival
A multi-day free festival at the Missouri History Museum celebrating the 100th anniversary of Route 66 with exhibits, concerts, and programming throughout the weekend.
Friday, May 1 – Sunday, May 3, 2026 10:00 AM · Missouri History Museum, 5700 Lindell Blvd, St. Louis, MO 63112
Pointfest at Hollywood Casino Amphitheatre
The annual Pointfest rock festival returns to Hollywood Casino Amphitheatre featuring bands from the Road to Pointfest competition including Sideshow and others on the Pop's Rocks stage.
Saturday, May 16, 2026 · Hollywood Casino Amphitheatre, St. Louis
Food Truck Fridays at Tower Grove Park
St. Louis' original and largest food truck event series returns to Tower Grove Park with 20+ trucks, live music, and a special STL City SC theme night to kick off the season.
Friday, May 1, 2026 · Tower Grove Park, St. Louis
Foodies Eat First Fest
An annual food festival returning bigger and better to Trust in Downtown St. Louis, featuring dozens of the city's best restaurants in one weekend event.
Saturday, May 2 – Sunday, May 3, 2026 · Trust, Downtown St. Louis
SLSO: Marvel Infinity Saga at Powell Symphony Hall
The St. Louis Symphony Orchestra performs a live score experience celebrating the Marvel Infinity Saga at the iconic Powell Symphony Hall.
Friday, May 1, 2026 · Powell Symphony Hall, St. Louis
Jay Webb at Old Rock House
Old Rock House presents Jay Webb with opener Shaylen for an all-ages evening of live music.
Friday, May 1, 2026 8:00 PM (doors 7 PM) · Old Rock House, St. Louis
Leftover Salmon's Arch Deluxe at Atomic Pavilion
A full block party takeover at Atomic STL headlined by Leftover Salmon, featuring multiple bands including Mountain Grass Unit for a two-night bluegrass and jam fest.
Friday, May 1 – Saturday, May 2, 2026 · Atomic Pavilion, St. Louis
Vanessa Carlton at City Winery
Vanessa Carlton performs two intimate shows at City Winery St. Louis in the City Foundry.
Friday, May 1 – Saturday, May 2, 2026 · City Winery St. Louis, 3730 Foundry Way, Midtown
Molly Lovette at Delmar Hall
St. Louis native Molly Lovette celebrates her new self-titled album with a hometown show at Delmar Hall.
Saturday, May 2, 2026 · Delmar Hall, St. Louis
Opening Reception - In The Streets I Hear Freedom Crying
Opening reception for a new exhibition at The Luminary Center For The Arts on Cherokee Street, running through May 3.
Friday, May 1, 2026 3:00 PM · The Luminary Center For The Arts, 2701 Cherokee St., St. Louis, MO 63118
Kevin Farley at St. Louis Funny Bone
A special engagement with comedian Kevin Farley takes the stage at St. Louis Funny Bone in Westport for two nights.
Thursday, May 7 – Friday, May 8, 2026 · St. Louis Funny Bone, 614 W Port Plaza Dr, St. Louis, MO 63146
Jared Freid at Helium Comedy Club
Stand-up comedian Jared Freid performs multiple shows at Helium Comedy Club over the weekend.
Friday, May 9 – Sunday, May 11, 2026 7:00 PM · Helium Comedy Club, 1151 St. Louis Galleria Street, St. Louis, MO 63117
First Friday: Spring Social at Contemporary Art Museum
A free First Friday spring social event at CAM STL, coinciding with the Spring Avenue Block Party and Brickline Greenway Preview just outside.
Friday, May 1, 2026 5:00 PM · Contemporary Art Museum St. Louis, 3750 Washington Blvd, St. Louis, MO 63108
Kentucky Derby Skyline Stakes Soiree
Watch the Kentucky Derby from the 12th floor rooftop at 360 Westport with mint juleps, bourbon, snacks, and skyline views.
Saturday, May 3, 2026 · 360 Westport, 12th Floor, St. Louis