Three days only: From Friday, May 30 to Sunday, June 1, 2025 – the Orangeville Blues & Jazz Festival presents its 2025 program at various venues downtown. This year’s Festival features over 40 bands and music artists showcasing Canadian talent – plus workshops, motorcycles and classic cars, artisanal and craft vendors, and local retailers. Live music all weekend long!
Award-winning & highly anticipated Festival returns for its 21st season!
Recognized as one of the Top 100 Festivals and Events in Ontario for the 12th consecutive year, the Festival continues to celebrate outstanding blues and jazz music while fostering a strong sense of community, and transforming downtown Orangeville into the region’s largest musical festival and special event venue!
This year’s headliners include:
- Kenny “Blues Boss” Wayne, legendary multiple award winner, including 2024 Blues Award for Piano Player of the Year;
- Steve Strongman, Canadian guitar ace, Juno award winner, multiple Maple Blues award recipient and 2025 Grammy Award nominee;
- Lachy Doley, renowned Australian musician, singer and songwriter, best known for his incredible skills on the Hammond organ and whammy Clavinet* and his electrifying live shows, earning him a dedicated international following;
- Harry Manx, acclaimed Canadian guitarist with 11 albums, seven Maple Blues Awards and six Juno nominations; and
- Robi Botos, one of Canada’s most highly respected and award-winning jazz pianists and multi-instrumentalists.
See dates and times for these performances below, under Event Details. In addition to its line-up of music talent, the Festival hosts several Special Events:
- Blues Cruise on Broadway, its popular signature event, featuring 250+ classic cars on display, with bands performing at various pop-up locations along the way.
- Workshops, including harmonica, blues trivia and guitar.
- Downtown Ramble, showcasing 35+ artisans, craft vendors and retail shops throughout the downtown area.
- Blues & Bikes, where the streets come alive with live music and motorcycles.
For more info about attending (or performing in) the festival, visit their FAQ page.
“We are especially proud to highlight an incredible roster of Canadian artists. With over 40 acts scheduled, the 2025 Festival will feature some of the finest talent in blues and jazz music.”
– Larry Kurtz, Festival Founder & Artistic Director
About the Orangeville Blues & Jazz Festival
The Orangeville Blues & Jazz Festival first took place in June 2003. A small, yet determined, group of five volunteers managed to organize and operate a full-blown one-day festival, including a free concert featuring 2003 Juno Award-winning headliner Jack de Keyzer, and seven other highly talented blues and jazz artists. This inaugural event attracted an overall attendance of 2,000 people and received tremendous support from local businesses, as well as excellent reviews from the public and the media. By 2010, the Festival had grown into a multi-day event, with 160 volunteers – going on to be awarded as one of the top 100 festivals in Ontario. Read more about their history here.

(Photo credits: Orangeville Blues & Jazz Festival.)
Event details
Hosted by: Orangeville Blues & Jazz Festival
Type of event: blues & jazz festival
Dates & times: Friday, May 30 – Sunday, June 1, 2025. See the Festival calendar for individual performance dates & times. Headliner schedule:
- Friday, May 30 @ 9:30 PM ET (TD Main Stage): Kenny “Blues Boss” Wayne
- Saturday, May 31 @ 4:00 PM ET (Opera House): Steve Strongman
- Saturday, May 31 @ 9:30 PM ET (TD Main Stage): Lachy Doley
- Sunday, June 1 @ 3:00 PM ET (TD Main Stage): Harry Manx
- Sunday, June 1 @ 3:30 PM ET (Opera House): Robi Botos
Artists: See the full list of artists, including performance dates & times, here.
Cost: Prices include tax. All tickets purchased in advance online are subject to applicable agency service fees. Tickets are required for the Main Stage and Opera House. Tickets get you into both venues.
- Weekend pass: C$40.00
- Friday ticket: C$20.00
- Saturday ticket: $20.00
- Sunday ticket: $10.00
- Youth 16 and under: Free
Locations: Various venues around downtown Orangeville, ON, Canada; please refer to specific performances, events and workshops for exact location.
- TD Main Stage, Alexandra Park, behind Town Hall, 87 Broadway, Orangeville, ON, L9W 1K1
- Opera House, Town Hall, 87 Broadway, Orangeville, ON, L9W 1K1
- TD Broadway Stage, Broadway near Wellington, Orangeville, ON
- Revival 1863, 35 Armstrong St., Orangeville, ON, L9W 3H6
- Taphouse, 34 Mill St., Orangeville, ON, L9W 2M3
- Tweedsmuir Presbyterian, 6 John St., Orangeville, ON, L9W 2P1
- Orangeville Public Library, 1 Mill St., Orangeville, ON, L9W 2M2
Festival map: See the Festival map here.
Transit & shuttle bus info: Take free Orangeville Transit or catch a ride on the free Evening Shuttle! New expanded shuttle routes to get you closer to home on Friday & Saturday evenings. More info, including parking, here.
Booking link: Book your tickets or weekend pass here by clicking on when you wish to attend.
Contact Details: Orangeville Blues & Jazz Festival; (519) 941-9041, info@orangevillebluesandjazz.ca, orangevillebluesandjazz.ca
Accessibility: Please refer to the performance venue. General accessibility info here.
COVID-19 policy: The Orangeville Blues & Jazz Festival follows all government-mandated health and safety rules related to COVID-19. In accordance with current Public Health guidelines, the Festival does not require proof of vaccination or masks when attending any of their performances or events. The Festival reserves the right to mandate additional measures to protect the health and safety of patrons, artists, volunteers and staff, which may include masking, proof of vaccination and COVID-19 testing for entry to venues in accordance with any government-mandated public health and safety protocols. If you feel unwell, or are experiencing any COVID-19-like symptoms, please protect yourself and others by isolating at home.
Refund policy: Please contact the organizer.