Hundreds of riders, first responders, and comfort dogs come together for one day so that a child in crisis gets a friend to hold. Every mile helps put a Trouble dog in a cruiser, a firetruck, and an ambulance.
The motorcycle ride is the foundation's signature fundraiser. Riders, police and fire departments, and motorcycle groups turn out together, and the funds raised go straight into producing and placing Trouble dogs with first responders across the region.
It is a day about the same idea the whole foundation runs on: the people who arrive first at a child's worst moment should have something gentle to give. The ride is how the community makes sure they do.
A morning of registration and coffee, a police-escorted ride, and an afternoon back at the auditorium with food, raffles, and the moment that matters most: Trouble dogs handed out to the kids and departments there.
Whether or not you own a bike, there is a place for you on ride day.
Register your motorcycle and ride with first responders. Fee and this year's registration link to be added.
Register →Put your name or business behind the ride and fund a season of Trouble dogs.
Sponsor options →Help with registration, food, and the toy handoff. Departments and families welcome.
Volunteer →Can't make it? Contribute to the raffle or sponsor toys for the kids on ride day.
Give →Dr. Gary and Esther Freedman of Marblehead Opticians have sponsored the ride since day one.
The 2025 ride was generously sponsored by Dr. Gary and Esther Freedman and held at the Shriners' Auditorium in Wilmington, MA. Their support is a large part of why the ride has run for more than a decade and why so many Trouble dogs reach children each year.
Channel 7 (WHDH) covered the 2025 ride on its September 14 evening broadcast. Add photos and clips from past rides below.
No. The ride is the centerpiece, but you can sponsor, volunteer, or come for the afternoon at the auditorium with food, raffles, and the toy handoff. Families are welcome.
Funds raised produce and place Trouble dogs with first responders, so an officer, firefighter, or paramedic can hand one to a child in crisis. The Kennek Foundation is a registered 501(c)(3) nonprofit.
This year's rider registration fee will be posted here along with the online sign-up link. (Client to confirm.)
The 12th Annual ride is Sunday, October 4, 2026, based at the Shriners' Auditorium in Wilmington, MA. The exact start time and route will be posted here as they're confirmed.
Yes. Police departments, fire departments, and motorcycle groups have long been part of the ride. Reach out and we'll help coordinate.
Register to ride, sign up to sponsor, or add your name for route and registration details as they're finalized.