RoadTrip Music Festival Is Coming to Downtown Kingston This September
RoadTrip Music Festival is coming to downtown Kingston on Saturday, September 12, 2026, with free daytime music along Princess Street and a ticketed evening concert at Springer Market Square. Peach Pit closes the night, with Katie Tupper, Kasador, Gabriel Jacoby, and several Canadian artists also on the lineup.
The festival starts at 10 a.m., so you can spend the afternoon catching free sets before deciding if you want to continue to the paid main-stage show at 6:30 p.m.
Note: Festival schedules, ticket prices, and event details can change. Check the official RoadTrip Music Festival website before heading downtown.
Peach Pit Headlines Kingston’s New RoadTrip Music Festival This Fall
RoadTrip Music Festival 2026: Key Details
| Date: | Saturday, September 12, 2026 |
| Location: | Princess Street and Springer Market Square, downtown Kingston |
| Daytime Festival | Starts at 10 a.m. |
| Admission: | Free during the daytime |
| Main-Stage Concert: | Start at 6:30 p.m. |
| Tickets: | – $65 general admission – $55 student rate |
| Headliner: | Peach Pit |
For tickets, schedules, and event updates, visit the official RoadTrip Music Festival website.
Free Music Takes Over Princess Street During the Day
You do not need a ticket to start your day at RoadTrip.
Three stages will be set up along Princess Street, with the street portion open to everyone. The festival area covers more than a kilometre of downtown and also includes local shops, food spots, artisans, vendors, and community groups.
The current Princess Street schedule lists:
- 12 p.m. — Artist TBA, The Hub Stage
- 1 p.m. — O Green, Montreal St. Stage
- 1:45 p.m. — Piner, The Hub Stage
- 3 p.m. — Mariel Buckley, Montreal St. Stage
- 4 p.m. — Tiny Horse, King St. Stage
- 5 p.m. — Absolute Treat, King St. Stage
For that reason, it is safer to plan around the individual performance times instead of relying on one listed closing time.
Planning tip: If Absolute Treat is on your list, head toward the King St. Stage before 5 p.m. The paid concert begins at 6:30 p.m., leaving some time to grab food or make your way to Springer Market Square.
Peach Pit Headlines the Evening Concert
After the Princess Street sets, the paid portion starts at Springer Market Square.
The current main-stage schedule is:
- 6:30 p.m. — Katie Tupper
- 7:15 p.m. — Kasador
- 8:15 p.m. — Gabriel Jacoby
- 9:15 p.m. — Peach Pit
Peach Pit gets the final slot of the night. The Vancouver band joins Saskatoon singer Katie Tupper, Kingston band Kasador, and Florida artist Gabriel Jacoby for the ticketed portion.
That split between free afternoon sets and a paid evening show is probably the most useful thing to know before making plans.
You can stop by Princess Street during the day without paying admission. A ticket is only needed to enter the licensed main-stage area at Springer Market Square for the evening concert.
How Much Are RoadTrip Music Festival Tickets?
The official RoadTrip ticket page currently lists general admission at $65 and a student rate of $55. Hotel packages are also available through the festival site.
Showpass currently displays a final ticket-price range of CA$60.44 to $71.06, depending on the ticket option shown through its system.
Tickets cover the main-stage concert at Springer Market Square. The daytime Princess Street portion remains free.
Tickets are generally final sale. The current Showpass policy allows refunds in limited cases, including a full cancellation or certain rescheduled events.
RoadTrip Is a New Festival for Kingston
This is the first RoadTrip Music Festival.
The event follows the former Limestone City Blues Festival, which ended in 2023. Downtown Kingston BIA later announced plans for a new festival with several music genres instead of building the event around one style.
The first RoadTrip lineup includes local, Canadian, and international performers across four stages in total.
Downtown Kingston BIA says the festival is backed by the downtown area’s 700-plus business and property owners, with consultation from Flying V Productions and Steve Jordan, founder of the Polaris Music Prize.
For anyone coming from outside Kingston, the setup also keeps most of the day centred downtown. You can move between the Princess Street stages, stop for food, then head to Springer Market Square for the evening lineup without bouncing between far-apart venues.
Heading to RoadTrip Music Festival this September? Which artist are you most excited to see, or are you sticking with the free daytime sets? Drop your pick in the comments.
Frequently Asked Questions (FAQs)
Yes. The daytime portion along Princess Street is free to attend, with live performances scheduled across three stages. A paid ticket is only required for the evening concert at Springer Market Square, which begins at 6:30 p.m.
The 2026 lineup includes Peach Pit, Gabriel Jacoby, Kasador, Katie Tupper, Mariel Buckley, Absolute Treat, Tiny Horse, Piner, and O Green. Peach Pit is scheduled to close the evening concert at 9:15 p.m., while the other artists perform throughout the afternoon and evening.
The festival takes place in downtown Kingston, Ontario. Free daytime performances are held along Princess Street, while the ticketed evening concert moves to Springer Market Square at 1 Market St. Since both areas are downtown, visitors can walk between the daytime stages, nearby restaurants, and the evening concert area.
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