Chappell Hill Teddy Bear Parade

 Saturday, December 12th, 2026 :: 3:30pm - 5:00pm
 Chappell Hill Chamber of Commerce

March with Santa and your Teddy Bear in downtown Chappell Hill! Gather the family for this beloved holiday tradition where kids parade with their favorite Teddy Bear, enjoy festive activities and visit with Santa Claus.

Trick or Treat on Main Street Chappell Hill

 Sunday, October 25th, 2026 :: 3:00pm - 5:00pm
 Chappell Hill Chamber of Commerce

This fun, family friendly event brings kids, parents, and neighbors together for a safe afternoon of trick or treating, costumes, and community spirit. Judging of the costumes by age group begins at 4:30pm, with awards presented at 5pm. Costumed dogs will also be judged.

Chappell Hill Scarecrow Music Festival

 Saturday, October 10th, 2026 :: 10:00am - 6:00pm
 Chappell Hill Chamber of Commerce

Two days of Texas country music, legendary artists, 100+ vendors and small town heart. All proceeds benefit the Chappell Hill Historical Society, Fire Department & Chamber of Commerce. Music lineup on Saturday includes Roger Creager, Cody Hibbard, The Flinns, Joey McGee, and Cul de Sac.

Chappell Hill Scarecrow Music Festival

 Sunday, October 11th, 2026 :: 10:00am - 6:00pm
 Chappell Hill Chamber of Commerce

Two days of Texas country music, legendary artists, 100+ vendors and small town heart. All proceeds benefit the Chappell Hill Historical Society, Fire Department & Chamber of Commerce. Sunday’s entertainment lineup includes Bri Bagwell, Black Cat Choir, Cathey Bolin & Henry Williams, Cooper Mohrmann, and Taylor Graves. Ten acts over two days on three stages.