RoadTrip Music Festival
RoadTrip Music Festival Debuts in Kingston with Four Stages of Live Music and All-Day Downtown Celebrations
Get ready to discover your next favourite band as a brand-new music festival rolls into downtown Kingston this September. On Saturday, September 12, 2026, the inaugural RoadTrip Music Festival transforms the city’s core into a massive celebration of live music, local culture, and community, with four stages, dozens of performers, and an entire day of entertainment stretching from 10:00 AM to 11:00 PM.
Centered around Springer Market Square and Princess Street, RoadTrip Music Festival promises to be one of Kingston’s biggest new music events. Designed to celebrate both emerging talent and unforgettable live performances, the festival invites music lovers to spend the entire day exploring downtown while discovering artists, enjoying local food and shopping, and soaking up the energy of a city-wide celebration.
The festival experience begins long before the headliners take the main stage. Throughout the day, Princess Street becomes a pedestrian-friendly destination filled with music and activity. Three outdoor street stages will showcase an exciting lineup of local and emerging artists, giving festival-goers the opportunity to experience a wide variety of musical styles while strolling through one of Ontario’s most vibrant downtowns.
Beyond the music, visitors can browse local vendors, discover handcrafted goods from artisan makers, enjoy delicious food from downtown restaurants and cafés, and connect with community organizations that help make Kingston such a dynamic place to live and visit. Whether you’re dancing in front of a stage, shopping between performances, or relaxing on a patio while live music fills the air, there’s something happening around every corner.
As the day unfolds, all roads lead to Springer Market Square, where the festival builds toward an evening of unforgettable performances in the heart of downtown. With four stages operating throughout the day, RoadTrip offers music fans the chance to create their own festival experience, moving from stage to stage and discovering new artists along the way.
The festival is produced by the Downtown Kingston Business Improvement Area, representing more than 700 businesses and property owners, in consultation with Flying V Productions and Steve Jordan, founder of the Polaris Music Prize. Together, they are launching what promises to become one of Kingston’s newest signature annual events.
Whether you’re passionate about live music, looking for a fun day out with family and friends, or simply want to experience downtown Kingston at its most energetic, the RoadTrip Music Festival offers an exciting new way to celebrate the city’s incredible arts and music community.
2026 RoadTrip Music Festival Lineup
This inaugural festival features an exciting mix of nationally acclaimed artists and outstanding emerging talent performing across four stages throughout the day.
Featured Artists:
Peach Pit
Gabriel Jacoby
Kasador
Katie Tupper
Mariel Buckley
Absolute Treat
Tiny Horse
Piner
O Green
With indie favourites, acclaimed singer-songwriters, rising Canadian artists, and some of Kingston’s own outstanding musical talent all sharing the bill, RoadTrip Music Festival is designed to be a celebration of musical discovery. Whether you arrive to see a favourite artist or simply wander from stage to stage following the music, you’ll find performances that keep the energy high from morning until late evening. This is the kind of festival where your next favourite band might be the one you’ve never heard before.
Event Details
Event: RoadTrip Music Festival
Date: Saturday, September 12, 2026
Time: 10:00 AM to 11:00 PM
Location: Springer Market Square and Princess Street, Downtown Kingston
Festival Highlights:
Four stages of live music
Three outdoor street stages featuring local and emerging artists
Main stage performances in Springer Market Square
Local vendors and artisan makers
Downtown restaurants and patios
Community groups and interactive experiences
A full day of music, culture, and entertainment
RoadTrip Music Festival is set to launch an exciting new tradition for Kingston, bringing together incredible music, local businesses, and thousands of people for one unforgettable day in the heart of the city.
