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!

Address: 1158 Regional Road 97 Flamborough, ON N0B 2J0

Date: Saturday, July 18, 2026 from 10:00 am - 4:00 pm

Enjoy: BBQ, Live Music, Silent Auction, Penny Auction, Dash Plaques,
Plaque Awards, Ice Cream and much more

Prices: Cars $10.00, Spectators $5.00, Free Parking.
Cash only!

Vendors: If you would like to be a vendor please contact us to reserve a spot

Featuring Classic Hits from the 60's, 70's, 80's & more
MC'd by Lee Martin
All proceeds will be donated to a local children's hospital.
This is a cash only event!
Please contact us for more information at (905) 659-5053 or email us at info@flamborovalley.com

Goat Yoga Fundraiser
Breathe in the fresh air, take in the peaceful views and enjoy some time with playful goats — all while supporting affordable mental health services in your community! A perfect event for all ages.

Date: Saturday July 18
Cost: $35
Location: Rock Chapel Ranch, 373 Rock Chapel Rd. Dundas, ON

Bring your own mat
50% of registration fee donated to Eagles Nest
Family friendly - all ages welcome!

Events - Eagles Nest of Waterdown

Hosted by Great Lakes Brewery in Support of Fetch + Releash

oin Fetch + Releash Dog Rescue and Great Lakes Brewery on Saturday, July 18th from 11:00 AM – 4:00 PM for a fun-filled day celebrating dogs, community, and craft beer.

Here's what you can look forward to:

- Meet some of our adoptable dogs and chat with their foster families
- Shop local doggie vendors
- Grab a bite to eat
- Enjoy a brew from Great Lakes Brewery
- Cheer on the pups in the Dog Fashion Show at 3:30 PM 

(Want your dog to participate? Sign them up when you arrive!)

Whether you're hoping to adopt, love supporting local rescues, or are simply looking for a fun day out with your pup, there's something for everyone.

Downtown Oakville is turning berry festive this summer! 

Join us for Strawberry Festival in Downtown Oakville! Did you know Oakville was once the Strawberry Capital of Canada? Come celebrate our sweet history with a day of shopping, dining, entertainment, and all things strawberry!

 Lakeshore Road East, from Thomas St. to Dunn St., is transforming into a car-free pedestrian street!

Saturday July 18

 2 PM – 9 PM

Entertainment Schedule 

 2:00 PM - 4:00 PM Super Sonic Hearts Band 

 4:00 PM - 4:30 PM Dance Lessons with Fred Astaire Dance Studios 

 5:00 PM - 6:30 PM Oakville Symphony 

 6:30 PM - 7:00 PM Another round of fun with Fred Astaire Dance Studios

 7:00 PM - 9:00 PM Close out the day with an unforgettable dance party with DJ Clymaxxx