Old Orchard Fall Festival Returns to Webster Groves This October
By TopHolding Editorial · Wednesday, September 16, 2026
The Old Orchard Fall Festival returns to Big Bend Boulevard on October 24 and 25, 2026, featuring music, local vendors, and family activities.
The Big Bend Boulevard corridor in Webster Groves is set to host the return of the popular Old Orchard Fall Festival this October. The event, scheduled for Saturday, October 24, and Sunday, October 25, promises a weekend of entertainment for families and visitors alike.
Running from 10:00 a.m. to 6:00 p.m. on both days, the festival will feature an array of activities stretched along Big Bend Boulevard. Attendees can expect a diverse lineup of musical performances, shopping opportunities with local vendors, and a variety of fall-themed activities suitable for all age groups.
Organizers are placing an emphasis on expanding the musical offerings for this year's festival, ensuring a lively atmosphere throughout the weekend. The event is a staple for the Old Orchard neighborhood and serves as a significant draw for the wider Webster Groves community, showcasing local businesses and the area's unique culture.
Community members are encouraged to mark their calendars for the late October celebration. With its mix of music, food, and family fun, the Old Orchard Fall Festival highlights the community's commitment to fostering local connections and celebrating the season in the heart of Webster Groves.