12th Annual · Sunday, October 4, 2026 · Wilmington, MA

The Trouble the Dog Motorcycle Ride.

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.

Sunday, October 4, 2026
When
12th Annual
Kickstands up in the morning
The Shriners' Auditorium, Wilmington, MA
Where
The Shriners' Auditorium
Wilmington, Massachusetts
A child comforted by Trouble the Dog in a fire truck
Benefits
Trouble dogs for first responders
Comfort for kids who need hope and a hug
Why we ride

One ride keeps Trouble dogs on the road all year.

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.

Open to all ridersFamily friendlyRain or shineFirst responders honored
Trouble the Dog is ready to ride at the Shriners' Auditorium
Trouble the Dog is ready to ride at the Shriners' Auditorium.
The day

What to expect from start to finish.

A morning of registration and coffee, a police-escorted ride, and an afternoon back at the auditorium with lunch and the moment that matters most: Trouble dogs handed out to the kids and departments there.

8:30 AM · Registration & coffee
Sign in and meet the departments joining this year.
10:00 AM · Riders' meeting
Route briefing and a word of thanks.
11:00 AM · Kickstands up
Police-escorted ride through the area, Northeastern Massachusetts Law Enforcement Council and Middlesex Sheriffs' officers leading.
12:30 PM · Return & lunch
Food and music back at the Shriners' Auditorium.
2:00 PM · Trouble handoff & awards
Comfort dogs distributed to children and departments.
Take part

Four ways to be part of the ride.

Whether or not you own a bike, there is a place for you on ride day.

Ride

Register your motorcycle and ride with first responders. Sign up online through our registration form.

Register now →

Sponsor

Put your name or business behind the ride and fund a season of Trouble dogs.

Sponsor options →

Volunteer

Help with registration, food, and the toy handoff. Departments and families welcome.

Volunteer →

Donate a toy

Can't make it? Contribute to sponsor toys for the kids on ride day.

Give →
On the scene

The ride, covered by local news.

Channel 7 (WHDH) covered the 2025 ride on its September 14 evening broadcast. Scenes from recent rides are below.

Good to know

Ride day questions.

Do I need a motorcycle to take part?

No. The ride is the centerpiece, but you can sponsor, volunteer, or come for the afternoon at the auditorium with food and the toy handoff. Families are welcome.

Where does the money go?

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.

How do I register?

Rider registration for the 2026 ride is open through our online registration form. Any fee and what it includes are shown on the form.

When and where is the 2026 ride?

The 12th Annual ride is Sunday, October 4, 2026, based at the Shriners' Auditorium in Wilmington, MA.

Can my department or motorcycle group join as a group?

Yes. Police departments, fire departments, and motorcycle groups have long been part of the ride. Reach out and we'll help coordinate.

Mark your calendar: October 4, 2026.

Register to ride, sign up to sponsor, or add your name for route and registration details as they're finalized.