Events in Edwardsville

An exhilarating bike ride through the streets of downtown. A series of conversations on Arts & Issues hosted by the local university. An array of locally grown and handcrafted wares for sale at an open-air market in the heart of the city.

Got your attention yet? Those are just a few of the events that make Edwardsville the vibrant community it is. Find out what’s going on now with our complete listings below.

May 29th, 2026

Arch City Opera Project presents Susannah by Carlisle Floyd

Arch City Opera Project presents Susannah Join the Arch City Opera Project for its inaugural production of Susannah by Carlisle Floyd — one of the most powerful and enduring American operas. This…

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May 29th, 2026

Zebra at The Wildey Theatre

In celebration of 50 years of powerful rock music, Zebra returns to the intimate stage of the Wildey Theatre for a special, high-energy performance you won’t want to miss.Featuring all original members…

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May 30th, 2026

The Whole Look: A Jewels Ball & Regency Workshop

Step into the sparkle at the Benjamin Stephenson House! Whether you’re preparing for the Jewels Ball or simply love a Regency-inspired look, this hands-on workshop will show you how to create a…

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Jun 6th, 2026

West End Service Station Birthday Party

Author, playwright and journalist Cheryl Eichar Jett will be featured at this event. Her new book, Aprons Away: Women's Work on Route 66, will be available for sale, and she will sign…

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Jun 11th, 2026

On the Road Again: A Route 66 Centennial Musical Celebration

Join the Wildey Theatre for “On the Road Again: A Route 66 Centennial Musical Celebration,” an original production created entirely by the talented members of Alumni Players! in partnership with the Friends…

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Jun 13th, 2026

Edwardsville Route 66 Festival

Come and get your kicks on Route 66! The Edwardsville Route 66 Festival celebrates the nostalgia of America's most famous highway yet again at the annual festival June 13, 2026, with classic…

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Jun 28th, 2026

Just Married Sign on a Car Symphony

Join the Edwardsville Symphony for its 2026 season, celebrating the centennial of Route 66 through a lifetime of music. This special series features five performances representing the milestones of life, weaving together…

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Jul 26th, 2026

Mid-Life Crisis Car Symphony

Join the Edwardsville Symphony for their 2026 season, celebrating the centennial of Route 66 through a lifetime of music. This special series features five performances representing the milestones of life, weaving together…

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Aug 15th, 2026

Edwardsville Rotary Criterium 2026

Get ready for a series of high-speed races in the heart of downtown Edwardsville. Enjoy fast-paced fun at the annual Rotary Criterium Festival on Saturday, August 15, from 2-11 p.m. Hundreds of…

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Aug 30th, 2026

The Golden Years on Route 66 Symphony

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Sep 10th, 2026

Route 66: The Main Street of America

Celebrate the centennial of a truly legendary highway with a special screening of ROUTE 66: THE MAIN STREET OF AMERICA. This new feature-length documentary shares powerful stories of the everyday heroes and…

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