Smile Like Jack 5k/10k/Fun Run
About this race
Join us Saturday, 7/11/2026 for our Fifth Annual Smile Like Jack Family Fun Run/Walk. We will have food, beverages (21+ options too), amazing raffles, music, and lots of smiling faces!
Early check-in will be held Friday 7/10/2026, from 4-7 PM at the Knox Trail Inn, for those who wish to get their bibs the evening before.
Day of registration and check-in begins promptly at 7:00 AM, while the race kickoff is at 9 AM.
Prices:
Competitive Race (Chipped Timed) 5k/10k
$40
Family Fun Run/Walk (Not Timed)
$35
We hope to see you there!
***Cutoff for T-shirts will be June 1st. This event is rain or shine!***
JACK'S STORY
The Smile Like Jack Memorial Fund was established in memory of Jack William O’Brien, a loving son and brother, caring friend, and hard working young man that touched the lives of many with his contagious smile. Jack tragically passed away in a snowmobile accident on March 3rd, 2022. In his 20 short years, he had accomplished many things and leaves behind a legacy that is in a caliber of its own. Jack lived life to the fullest. He was always working exceptionally hard to accomplish his set of goals while also living the outdoorsman lifestyle: fishing, hunting, and riding. Our goal is that the Smile Like Jack Memorial Fund will bring other individuals (with similar passions) the opportunity to live their legacy just as Jack would - working immensely hard in the trades and living life to the fullest in the great outdoors.
For additional information on The Smile Like Jack Memorial Fund, and for live updates, please visit our website: https://smilelikejack.com
Pick your distance
Running
5k
10k
Typical race-day weather
Based on 3 years of Open-Meteo archive data for this event's race dates in East Otis, plus the 3 days either side.
The sun rises at 5:26 AM and sets at 8:29 PM local time (EDT) in East Otis on July 11, 2026 — 15h 02m of daylight.
Course
No course map published yet.
The organizer hasn't released a route for this event, and we don't publish guesses. If you're the organizer, send us a GPX file and we'll draw the profile.
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2026 results — Smile Like Jack 5k/10k/Fun Run
265 finishers across 2 distances · leading places in the 5k
| Place | Name | Time | Pace |
|---|---|---|---|
| 1 | Jeff Lipchus | 21:01 | 6:47 /mi |
| 2 | Max Sulik | 21:11 | 6:50 /mi |
| 4 | Jacob Bianco | 21:36 | 6:58 /mi |
| 5 | Cole Modestow | 21:56 | 7:05 /mi |
| 6 | Atticus Gibbs | 22:10 | 7:09 /mi |
Every finisher is on the results page, filterable by distance, gender and age group.
All results by year
Other races near East Otis
Different organizers, within 40 miles, in the next three months
Westfield State Turkey Trot
Gordy's First Race to benefit the Boys & Girls Club of Greater Westfield
HTC Winter Series Barkhamsted 8.5/17 mile
Halloween Holyoke Firefighters 5K
Where this page comes from. Race details were last updated on . We re-check listings regularly and again in the week before race day.
- Entries, prices, waves and inclusions — the event's official registration page
- Temperature and humidity — Copernicus ERA5 reanalysis via Open-Meteo (CC BY 4.0)
- Elevation and terrain relief — Copernicus DEM GLO-90, ESA (CC BY 4.0)
- Comparisons and counts — Race Discovery calendar, 1 East Otis event
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