Old Orchard Fall Festival Returns With Two Stages, 55+ Vendors
Webster Groves, Mo. – September 07, 2026 -- Autumn returns to Big Bend Boulevard as the Merchant & Business Association of Old Orchard hosts its Fall Festival on Saturday, October 24 and Sunday, October 25, running 10:00AM to 6:00PM both days. The two-day event transforms Big Bend Boulevard between Dale Avenue and Summit Avenue into a seasonal celebration, with Log Cabin Lane closing to traffic for the first time to serve as a festival hub between Big Bend Boulevard and East Frisco Avenue.
Fourteen bands split across two stages this year
For the first time, the festival expands to two live music stages, doubling the entertainment across the weekend. Fourteen bands are confirmed, including Jake's Leg, Voodoo Funky Butt Brass Band, The Brothers Lazaroff, and the Webster Groves High School Jazz Band, with additional acts still to be announced.