The Sun Life UpTown Waterloo Jazz Festival is an annual 3 day FREE music festival held in Waterloo Ontario, encouraging all genres of jazz. This upcoming year of 2026, we invite you to our 34th Season where we look forward to entertaining more than 20,000 enthusiastic festival goers!

Friday night brings the return to the Festival of the Toronto group Four80East,” said Derek Hines, Artistic Director who has been putting the musical program together for the Festival for over 5 years now.  “They are very popular in the US and Europe but for some reason they don’t play a lot in Canada.  Their music is described as ‘Groove Jazz for the Masses’; very danceable with a great beat, wonderful melodies and influences of R & B, funk and rock.  We are expecting a number of their fans to travel up from the US and from across Canada to catch their performance”, he added.

“On Saturday night, we will feature the Latin Big Band of Alexis Baró, a Cuban Trumpeter that now calls Toronto home,” Hines continued.  “His latest album, AFROKANDO was nominated for a JUNO award this year.  The music is high energy laced with Latin rhythms, perfect for a summer Saturday night under the stars!”

Sunday will mark the return of prodigal son, Adrean Farrugia and his Quintet.  “Adrean is a great friend who has recently moved back to Ontario and is Assistant Professor in the Wilfrid Laurier University music program,” said Hines.  “He was Matt Dusk’s pianist for many years and has put together a killer quintet to be our closing day Headliner.  Their performance will be awesome.”

The Program for this year carries on the tradition of supporting musicians from the local and national scenes.

“It’s a great honour to create the artistic program for this Festival,” said Hines.  “There is so much musical talent in this country and I love helping to showcase these incredible artists.”

Local artists featured at this year’s Festival include well-known regulars like Paul Stouffer & Tim Moher, funk fusion band from WLU The Stack, up and coming artist Bria Moore is from Drayton and has performed with her family in Mooreband and, making his Festival debut, local favourite Matt Weidinger with his organ-based group the Tonewheels.

We will also feature new local talent as musicians from our high schools try their hands at jazz in the Youth Jazz Ensemble led by the incredible Jason White.  This group of young musicians is always a treat!

Help us celebrate 100 Years of the Royal Canadian Legion at Royal Canadian Legion Battlefield Branch 622, Stoney Creek!
 Friday, July 17
This is a FREE community celebration and everyone is welcome!
 FREE BBQ (while supplies last)
 2:00 PM – 7:00 PM
Enjoy complimentary burgers and hot dogs. (beverages, including Dirty Soda, for purchase)
 FREE Live Entertainment
Take 2 – 2:00 PM to 5:00 PM
 Big John & the Night Trippers – 7:00 PM to 11:00 PM
 DJ & Karaoke upstairs for even more fun!
🇨🇦 Special 100th Anniversary Ceremonies
 3:00 PM & 7:00 PM
For 100 years, the Royal Canadian Legion has supported veterans, remembered those who served, and strengthened communities across Canada. Now it's time to celebrate this incredible milestone together!
Bring your family, friends, and neighbours for a day filled with great food, fantastic music, and community spirit.
 No admission.
 Free BBQ.
 Free live music.
 Everyone is welcome!
 Rain or shine—we're celebrating no matter what!