Old Orchard Fall Festival: October 25th and 26th

This weekend, the Old Orchard Business District in Webster Groves transforms into a vibrant celebration of fall. Join us on Saturday, October 25, from 10 AM to 9 PM and Sunday, October 26, from 10 AM to 6 PM for a two-day festival filled with live music, local makers, family-friendly activities, and delicious food.

Live Music All Weekend

Enjoy a diverse lineup of local musicians performing throughout the weekend:

  • Saturday, October 25:

    • 10 AM – 11:30 AM: The Bishops (Instrumental Pop/R&B)

    • 12 PM – 1:15 PM: As the Crowe Flies (Bluegrass)

    • 2 PM – 3:15 PM: Col Ford (Vintage Country)

    • 4 PM – 6 PM: Voodoo Acoustic Dead (Grateful Dead Tribute)

  • Sunday, October 26:

    • 10 AM – 11:30 AM: Farshid Etniko (World/Latin Jazz)

    • 12 PM – 1:15 PM: Neil Salsich (Americana)

    • 2 PM – 3:15 PM: Webster University Community School Jazz Band (Jazz)

    • 4 PM – 6 PM: Falling Fences (Americana)

All performances will take place in the public lot behind The Frisco Barroom, The Annex, Papillon Press, and David’s Guitar.

Vendor Market

Browse from over 36 regional artists and makers offering handcrafted goods, seasonal décor, and one-of-a-kind gifts. Discover unique finds from local vendors such as Athena Coffee Roasters, A Thread and a Prayer, ClayByTay, Fire Flower Handmade Jewelry, Glow Candle Co., and many more.

Petting Zoo & Kids’ Activities

Bring the whole family to meet mini goats, pigs, donkeys, horses, ducks, and rabbits at the Cowboy Critters petting zoo, located behind Civil Alchemy. The petting zoo will be open from 12 PM to 3 PM on both days. Additionally, children can get creative in the make-and-take craft area, located at the Webster Arts booth near the food trucks, open from 10 AM to 6 PM each day.

Food & Drink

Satisfy your appetite with a variety of food trucks and local eateries:

  • Lomito Bonito: Authentic Chilean and Colombian empanadas and sandwiches.

  • Up Late: Breakfast sandwiches and tacos.

Additionally, enjoy offerings from local restaurants and cafés along Big Bend Boulevard.

Trick-or-Treating & Farmers Night Market

On Saturday, October 25, from 3 PM to 5 PM, participate in the Webster Groves Trick-or-Treating event throughout the city at participating businesses. Then, from 4 PM to 9 PM, visit the special Farmers Night Market at Oakwood and Big Bend, featuring regional farmers, makers, and food vendors like Fil-Am Fusion, Off Elm, Do More Good Coffee, and Crispy Sips.

Happenings at Local Businesses

Throughout the weekend, Old Orchard businesses will offer special promotions and activities. Be sure to explore the shops and cafés along Big Bend Boulevard for unique finds and seasonal offerings.

Location: Big Bend Boulevard, from East Dale Avenue to Summit Avenue, Webster Groves, MO

Festival Hours:

  • Saturday, October 25: 10 AM – 9 PM

  • Sunday, October 26: 10 AM – 6 PM

This event is free and open to the public. For more details and updates, follow @oldorchardwg on Instagram or visit the Old Orchard Fall Festival website.

We look forward to celebrating the season with you in Old Orchard!

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