Bolton’s biggest event of the year, bringing together family, friends and neighbours for a night of great food, live music, outdoor marketplace and so much more!
A true Bolton tradition, Midnight Madness is proud to celebrate its 50th year on Friday, August 14th 2026! Hosted by the Downtown Bolton BIA.
🎉 Midnight Madness – 50 Years Strong! 🎉
This year marks an incredible milestone: the 50th Anniversary of Midnight Madness, and you’re invited to be part of the celebration!
For five decades, Midnight Madness has brought our community together for one unforgettable night of fun, food, entertainment, and family memories — and this year will be bigger and better than ever.
📅 What to Expect
🍴 Food Trucks Galore
Come hungry! A fantastic lineup of food trucks will be on site serving up everything from savory street eats to gourmet treats and sweet desserts. With options for every taste — including vegetarian and family favorites — there’s something delicious for everyone.
🛍️ Vendor Marketplace
Explore a bustling marketplace filled with local makers, artisans, and small businesses showcasing unique goods. Discover handcrafted jewelry, art, clothing, local goods, and one-of-a-kind treasures while supporting local entrepreneurs.
NEW This Year! As an expansion to the Midnight Madness you know and love, we have added a secondary location full of vendors, music and a classic car show from the Caledon Cruisers! Be sure to head over to the Royal Courtyards at 18 King St East to enjoy even more family fun! *This portion of the event is hosted solely by Escape Your Reality Creativity.
Any inquiries for this location can be directed to them at escapeyourrealitycreativity@gmail.com
🎈 Kids Zone Fun
Bring the whole family! The Kids Zone will be packed with activities to keep young guests engaged and laughing — face painting, games, inflatables, and interactive play areas ensure fun for all ages.
🎶 Live Music All Night – This year’s headliner is the Montreal Rhapsody Orchestra!
Dance, sway, or just tap your feet — live music will fill the night air! Enjoy performances from talented local bands and artists across multiple stages. From high-energy hits to laid-back tunes, the soundtrack of the night will have something for everyone.
💫 Plus So Much More
Expect surprises, community spirit, and that signature Midnight Madness energy that has kept people coming back year after year. With photo ops, community displays, and friendly faces everywhere you turn, this anniversary event promises memories to last another 50 years!
✨ Join the Celebration
Whether you’ve been attending since the beginning or it’s your first time, Midnight Madness’s 50th Anniversary is a night you won’t want to miss. Bring your friends, bring your family, and get ready for an epic evening of food, fun, and festivities!
SPONSORSHIPS NOW AVAILABLE – Please email us at marketfest.ca@gmail.com for a sponsorship package
Looking to volunteer in your community? Please click here, we’d love to hear from you!
* VENDOR APPLICATIONS ARE NOW CLOSED *
