In 107 days · Sun, Oct 18, 2026
When
Sunday, October 18th, 2026
Where
TRUMBULL HIGH SCHOOL, Trumbull CT
Distances
5K
About this race
WELCOME TO THE 36th CONSECUTIVE YEAR
EVENT OVERVIEW
- Date: 2026-10-18
- Location: Trumbull High School, Trumbull, CT
- Website: Great Pumpkin Classic
- History: Hosted annually since 1991
CELEBRATING OUR JOURNEY
- Started: In 1991 by Race Director Marty Schaivone
- Impact: Raised money for the Trumbull High Scholarship Foundation for 35 years
- Participants: Initial 349 individuals, now thousands each year
- Continued Tradition: Reliably engaging community over decades
FOOD AND FUN
- Treats: Enjoy Plasko's Farm Cider Donuts
- Bagels: Pumpkin mini bagels from Village Bagels
- Shirts: 450 shirts ordered, sold out last year
- Deadline: Guaranteed sizing ends 10/4
SPONSORS
- Gold Level Sponsors: My Smile Orthodontics, River Road Pediatric Dentistry, Link Crew - Trumbull High School, 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, Marathon Sports of Fairfield
EVENT DETAILS
- Registration: Pre-register online to avoid race day stress
- Event Fees: 5K and 1.7 mile walk with various pricing brackets
- Kids Fun Run: Distances vary, all participants receive a shirt and medal
- Awards: Given for top finishers in various categories
SCHEDULE
- 2/14: Registration opens
- 10/17: Early pickup at Trumbull High School
- 10/18: Event Day - 7:30am pickup, race starts at 9:00am
- Post Race Party: Starting at 9:30am with snacks and awards
COURSE DETAILS
- 5K Course: Map available at Course Map
- Walk Course: Non-timed, flatter route at Walk Course Map
- Kids Runs: On the flat track
- Hydration: Please carry your own fluids during the race
PARKING AND SAFETY
- Location: Parking available at Hillcrest Middle School and Trumbull High
- Safety: Police will monitor the course
- Road Closures: Driveway between THS and Hillcrest Middle School closes at 8:45 am
- Commitment: Your participation supports local charities and schools
COMMUNITY IMPACT
- Scholarships: Over $340,000 raised for local initiatives
- Support: Donations directly benefit students in need
- Partnerships: Collaborations at various levels available
- Volunteering: Encouraged to make a difference in the community
CONTACT US
- Sponsor Contact: Marty Schaivone at msrunningproductions@yahoo.com
- Stay Updated: Regular updates provided for all registered participants
- Virtual Options: Available if required by safety guidelines
- Commitment: Your health and safety are our top priorities
Course map
Train with a club
Run clubs near Trumbull to train with before race day.
See all run clubs near Trumbull →
Suggested Races
Organize this race?
Claim it free to manage your listing — and get it featured for free, while spots last.




















