Fall Festival, Trick-or-Treat Street, and Pumpkin Race
It's a day jam-packed with fun free activities for the whole family to celebrate the fall season! Enjoy Trick-or-Treat Street, a pumpkin race, farmer's market, petting zoo, and (new this year) a chili cookoff (see below for details!)
At 1 p.m. the annual Castle Pines Pumpkin Race will take place. To participate in the race, bring your pumpkin in its race car form.
If you'd like a race kit to get your pumpkin all ready to race, the City has them available for purchase.
Register to participate WITHOUT purchasing a race kit from the City
Register to participate AND PURCHASE a race kit for $25 from the City (Click on "Programs" and "Annual Pumpkin Race 2026.") Kits must be purchased by Thursday, October 22 at 5 p.m. and must be picked up from the City offices at 7437 Village Square Drive, Suite #200 by Friday, October 23 at noon. (Office is closed for lunch from 12-1 p.m. each day.)
Download Rules and Regulations to make sure your pumpkin is eligible.
New this year - Inaugural Chili Cookoff!
Think your chili has what it takes? Bring your best recipe and compete for the title of Castle Pines' First Annual Chili Cookoff Champion!
- Register and pay the entry fee of $20 per participant
- Prepare approximately 2 gallons of chili (two full crockpots)
- Chili may be red or green
- Give your chili a creative name, which will be displayed at your tasting station
- Have your chili hot and ready to serve by 10 a.m.
Register by October 22 at 5 p.m. to participate! (Click on "Programs" and "2026 Chili Cookoff")
