When
Sunday, October 18th, 2026
Where
TRUMBULL HIGH SCHOOL, Trumbull CT
Distances
5K
About this race
Welcome to the 36th Consecutive Year of the Great Pumpkin Classic!!!
Event Background
- Celebration: Please help us celebrate our amazing event.
- Started in: 1991 by our Race Director Marty Schaivone.
- History: 349 people started a journey that has raised money for the Trumbull High Scholarship Foundation for 35 years.
- Legacy: Despite changes over the years, the reputation built over 3+ decades is solidly in place.
Event Details
- Date: 2026-10-18
- Location: Trumbull High School, Trumbull, CT
- Registration URL: Register Now
- Description: Join us again for the Great Pumpkin Classic, a fun-filled event with a 5K run, walk, kids runs, and post-race celebration.
Food and Drinks
- Treats: Plasko’s Farm Cider Donuts will be available.
- Village Bagels: Enjoy pumpkin mini bagels and other snacks.
- Shirts: We ordered 450 shirts & sold out last year — don't wait!
- Sizing: Guaranteed sizing ends 10/4: after that, shirts are 'as available.'
Event Fees
- 5K Registration: $28 for 19 & over: $20 for 18 & under (2/14 - 4/30).
- Increased Pricing: Prices increase leading up to the event, starting from $28.
- Walk Registration: 1.7-mile walk for $28 for 19 & over: $20 for 18 & under (2/14 - 4/30).
- Kids Fun Runs: Pricing varies: kids receive a shirt, finishing medal & snack.
Schedule
- Date: 10/18 - Event Day (All registration online only).
- Early Pickup: 10/17 from 8:30-10:30 am at Trumbull High School.
- 5K Start: 9:00 am for the Great Pumpkin Classic 5K & non-timed walk.
- Awards: 10:00 am for 5K and prizes from sponsors.
Course Information
- 5K Course: Includes some hills and flat spots, mostly following the original 1991 route.
- 1.7 Mile Walk: Non-timed, flat course.
- Kids Runs: Held on a flat track, various distances based on age groups.
- Safety: Participants are encouraged to pre-hydrate and carry their own fluids.
History and Legacy
- Inaugural Event: Launched in 1991 with 349 finishers.
- Top Participation: Grew to over 800 registrations in the late 90s.
- Community Impact: Donated over $340,000 in scholarships since inception.
- Thank You: Acknowledging past and present contributions from the community.
Thank You to Our Sponsors
- Gold Level Sponsors: My Smile Orthodontics, River Road Pediatric Dentistry, Link Crew, Odin Capital Partners.
- Supporting Sponsors: Refine Fitness Trumbull, Stop & Shop-Trumbull.
- In-Kind Partners: Plasko’s Farm and Creamery, Amrita Health Foods.
- Awards Sponsors: Trader Joe's Fairfield and Marathon Sports of Fairfield.
Course map
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