Caledon Day

The Town of Caledon is excited to present the 17^th annual Caledon Day on Saturday, June 20^th, 2026 at the Caledon East Community Complex.

Connecting our communities since 2008, this free community event brings together the best of Caledon and provides an opportunity to celebrate together as a community!

Join us from 2 to 10 p.m. on June 20 for family fun including kid’s activities, local vendors, musical acts, fireworks and more.

The evening programming features a high-energy live music experience, beginning with a Taylor Swift Tribute Band, followed by a headline performance from Canadian country music star Brett Kissel. With 23 CCMA Awards, 3 JUNO Awards, multiple Gold and Platinum singles, and 20 Top 10 radio hits, Brett Kissel brings national recognition and broad audience appeal to the event.

Continuing the tradition, Caledon Community Services will host Velocity, its annual cycling event, at Caledon East Park on Saturday, June 20, 2026. This event, aimed at raising funds to support Caledon Seniors, offers scenic rides suitable for the whole family, with four routes catering to various experience levels. To learn more and register, visit ccsvelocity.ca.

Main Stage

Dance with DJ Dave Puzzo all afternoon on the main stage leading up to our Taylor Swift Tribute act starring Rikki Lee Wilson, and our headlining act, Brett Kissel taking the stage!
Join us at 6:15 p.m. for the official kick-off of the Main Stage with greetings from Mayor Groves and Members of Council

The Civic Awards Program award winners will be presented at 6:30 p.m.

Opening act: Taylor Swift Tribute starring Rikki Lee Wilson takes the stage at 7:15 p.m.
Headliner Brett Kissel will take the stage at 8:15 p.m.

Tim Horton's Community Stage

The Tim Horton’s Community Stage offers six engaging local performances throughout the afternoon from 2:30 – 6 p.m.!

2:30 p.m. – Tim Horton's Community Stage Opens
2:35 - 3 p.m. – Grand River Band - Entertaining most of southern Ontario for more than a decade with classic rock and contemporary music from the 60's, 70's, 80's, 90's, to present, GRAND RIVER BAND is a group of four talented musicians with years of experience.
3:10 - 3:35 p.m. – The Wanted (Trio) - The Wanted have built a reputation for writing honest and gritty roots songs, infused with a spirit that’s darkly haunting, incisively witty, and just plain fun. Their 2022 album, Strange Flight, earned a Best Album nomination by Folk Canada, showcasing their fresh sound. They continue to find common ground across diverse musical influences— reconstructing roots music, one song at a time.
3:45 - 4:10 p.m. – EVARA - EVARA is a Toronto-based duo that blends acoustic and electric elements to create a warm and intimate sound. Known for their strong musical chemistry, EVARA reimagines folk and rock in a way that feels both familiar and personal.
4:20 - 4:45 p.m. – Bay Llagas - Bay Llagas is a singer songwriter based in Brampton, Ontario known for crafting raw, acoustic driven folk rock melodies influenced by the likes of Eagles, Bob Dylan, Billy Joel, Van Morrison and the Ike’s. With a unique, smoky vocal tone and intricate fingerpicking, he delivers intimate, storytelling performances backed by over a decade of experience
4:55 - 5:20 p.m. – Matthew & Richard Jazz Duo - The Matthew & Richard Jazz Duo is a tenor saxophone and piano duo. Their sound is inspired by the classic jazz and swing era as well as popular compositions from the 1950’s and 60’s.
5:30 - 5:55 p.m. – The Canadiana Band - The Canadiana Band is a high-energy tribute act dedicated to celebrating the very best of Canadian music. From the iconic sounds of The Tragically Hip, Bryan Adams, and Blue Rodeo, to the timeless classics of The Guess Who, Neil Young, and Loverboy, The Canadiana Band proudly showcases the soundtrack of our nation with a powerful live show that captures the heart of Canadian rock, pop, and folk.
5:55 p.m. - Tim Horton's Community Stage closes

Tim Horton's Community Zone

The Tim Horton’s Community Zone is back again this year – featuring:

A Community Stage with entertainment all afternoon!
Inflatables – including a Mechanical Bull
Golf Simulator
Archery Activation
Bubble Zone
A Green Corner with Energy & Environment and EcoCaledon
Children’s activities with BrightStart
Learn chess with Bolton Chess Club!
Make bracelets with Josie’s Knick Knack Shack
Rock Climbing Wall
An Art Bus
A Henna Artist
Face Painting & Balloon Twisting
Garden Games
Tim Horton’s Chill Zone
Inflatables and combat challenge with Caledon Fire
Community Mural
Meet-and-greets with your favourite preschool characters!

Food Performer Zone - NEW!

The Food Performer Zone offers five engaging local performances throughout the afternoon from 2:50 – 6 p.m.!

2:50 p.m. – Food Performer Zone Opens
2:50 - 3:20 p.m. – Willow Saan - Willow's sound is characterized by her signature piano touch, and her vocal work has been described as sultry and smouldering, often merging dream-pop ballads and mellow R&B with subtle touches of country and soul. She recently joined forces and is now a part of the folk-rock duo "Ellington Sun." You can find her on Instagram as well as all streaming platforms.
3:30 - 4 p.m. – Humber River Voyageurs - The Humber River Voyagers are a local Father-Son duo from Bolton that plays classic songs in a fresh grass roots folk and jazz inspired style. We cover everything from the Beatles to Legend of Zelda and we try to include as many different genres as possible in our performance for a truly unique audio and visual experience.
4:10 - 4:40 p.m. – Selena Villa - Selena Villa is a 16-year-old singer, songwriter, and musician whose passion for music has been the driving force of her life for as long as she can remember. Rooted in the world of Pop, Selena’s music stands out for its emotional depth and storytelling. Selena’s mission is simple yet profound: to make a difference in the world through her music and the messages she shares.
4:50 - 5:20 p.m. – Isabella Morency - At the age of twelve, Isabella picked up a ukulele and knew that she was meant to create music. She has always been a performer – starting dance and musical theatre at a young age and craving that electric connection with a crowd. She continues to gain experience and even opened for Juno Winner Chantal Kreviazuk at a Scleroderma Fundraiser.
5:30 - 6 p.m. – Matt Zaddy - Matt Zaddy is a Mississauga-based singer-songwriter whose music blends folk-rock, soul, R&B, and Americana/Canadian into emotionally honest storytelling. A award–winning artist, songwriter and entertainer, his work has earned international radio play and hundreds of thousands of streams worldwide. Beyond the stage, Zaddy is a passionate community arts advocate, mentor, and creator of inclusive music spaces that support emerging artists in his city. Expect a mix of original Zaddy tunes mixed with pop and Canadian music.
6 p.m. - Food Performer Zone closes

Transportation (Bike, Shuttle, Parking)

Bike

Please note: trailway access will be closed from 12:00 – 11:00 p.m. on Caledon Day. Please use the main entrance to access the event grounds and the Free Bike Valet!

Shuttle

FREE Shuttle Buses will be running again this year between 2:00 pm – 10:00 pm from both the Caledon Centre for Recreation and Wellness (CCRW) and Southfields Community Centre.

CCRW – 2 buses each on separate 30 min rotations
Southfields – 2 buses each on separate 45 min rotations

Parking

Free parking will be available at Robert F Hall (6500 Old Church Rd, Caledon East, ON L7C 2Z2) and St. Cornelius (16066 Innis Lake Rd, Caledon East, ON L7C 2Z2) – a shuttle will run between both schools and the event site between 11:00 a.m. – 10:00 p.m. There is no paid parking at Town Hall.

VIP Zone

Advanced Tickets

Advanced ticket pricing: $30 for adults, $20 for kids
At the door pricing (if available): $35 for adults, $25 for kids

VIP Zone includes:

1 alcoholic drink ticket (for adult tickets)
Concession snacks
Non-alcoholic drink options
Exclusive seating area right next to the main stage
Meet and Greet with Brett Kissel

Each advanced ticket that is purchased will be entered into a giveaway raffle for a signed poster from Brett Kissel!

Click here to purchase your tickets!

Fireworks

Fireworks are scheduled for 9:45 p.m.!

Touch a Truck Zone

The Town of Caledon’s Public Works department will have three pieces of equipment on display for the public to check out! Learn more about what the equipment is used for and how our Public Works department supports the community each and every week.

Other Activities

Learn how to play Squash with a Squash Activation by Squash Ontario!
Compete in a Fitness Challenge with the Town of Caledon Fitness Team!

What to Expect

Items to consider for a great day outside:

Refillable water bottle - refill stations will be clearly marked.
Blanket or chairs - picnic tables will be limited.
Proper sun and outdoor protection - sunscreen, hat, bug spray, etc.
Picnic lunch or grab some food from the local food vendors.
An Infant Changing Station provided by Family Health Chiropractic & Wellness will be available inside the changeroom of the arena at the CECC.

Local vendors will be selling beer and wine in the licensed event area. Outside alcohol is not permitted.

TD Canada Trust Vendor Zone

We are thrilled to share some of the exciting service, product, food and alcohol vendors that will be joining us in our Caledon Day celebrations! While we have secured a fantastic lineup of vendors, there may be more to come!

Services