RoadTrip Music Festival Kingston: Tickets, lineup & overnight packages

Plan your getaway around music, discovery, and community as the RoadTrip Music Festival takes over Downtown Kingston on September 12th, 2026.

Kingston is a destination worth staying for, so book an overnight package and spend a couple of days exploring the city’s restaurants, waterfront, shops, and neighbourhoods, with RoadTrip as the highlight of your visit. 

A Day of Discovery on Princess Street 

Just like the best road trips, the festival is full of adventure and memorable stops. From 10 am to 5 pm, over a kilometer of Princess Street transforms into your personal scenic route through Kingston. Explore local shops, eateries, artisans, and community groups while enjoying emerging Canadian and local talent across multiple stages for free. Discover new favourites and leave with a playlist you won’t stop playing. 

Enjoy live music all day from: 

• Mariel Buckley 

• Absolute Treat 

• Tiny Horse 

• Piner 

• O Green 

An Unmissable Night at Springer Market Square 

When the sun sets, RoadTrip turns up the volume. The festival moves to Springer Market Square for an electrifying main stage evening, featuring internationally recognized artists and high-energy performances. 

Secure your spot for the night show and see: 

• Peach Pit 

• Gabriel Jacoby 

• Kasador 

• Katie Tupper 

Schedule and locations: Schedule | RoadTrip Music Festival