Smile Like Jack 5k/10k/Fun Run 2026 — East Otis, MA

Date
July 11, 2026
Location
East Otis, MA
Venue
The Knox Trail Inn
Start Time
9:00 AM
Entry Fee
$35.00 – $40.00
Events
5k, 10k, Family Fun Run/Walk
Includes
T-Shirt
Register NowRegistration OpenOfficial Race Website
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 c

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Smile Like Jack 5k/10k/Fun Run 2026 — East Otis, MA

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Race Travel Insurance

Don't forget travel insurance for July 11.

You've trained for months and booked a trip to East Otis, MA. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
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Frequently Asked Questions

When is Smile Like Jack 5k/10k/Fun Run 2026 — East Otis, MA?

Smile Like Jack 5k/10k/Fun Run 2026 — East Otis, MA takes place on July 11, 2026. The race is held in East Otis, Massachusetts.

Where is Smile Like Jack 5k/10k/Fun Run 2026 — East Otis, MA held?

Smile Like Jack 5k/10k/Fun Run 2026 — East Otis, MA is held at The Knox Trail Inn in East Otis, Massachusetts.

Where can I find hotels near Smile Like Jack 5k/10k/Fun Run 2026 — East Otis, MA?

RaceHotelFinder shows hotels sorted by distance from the race venue in East Otis. Use the map or list view on this page to compare options and book race weekend accommodation.