Things To Do in Durham Region and the GTA – May 16 To May 29, 2026
Spring festivals, waterfront events, live music, markets, and family fun across Durham Region and the GTA.
THINGS TO DO IN DURHAM REGION & THE GTA
Saturday May 16 to Friday May 29, 2026
Pickering Artfest
This free outdoor arts festival brings together local artists, artisans, live performances, food vendors, literary exhibitors, and family-friendly entertainment in the heart of Pickering.
Whitby Farmers’ Market
Challenge yourself by climbing all 1,776 steps of the CN Tower while supporting wildlife conservation. It’s a rewarding experience that combines fitness, purpose, and one of Toronto’s most iconic landmarks.
Ajax Waterfront Activities
Enjoy scenic waterfront trails, cycling paths, parks, public art, and relaxing lakefront views along one of Durham Region’s most beautiful waterfront areas.
Beatlemania – The Liverpool 4
This tribute concert recreates the sound and excitement of The Beatles with classic hits, authentic costumes, and a nostalgic live music experience.
Grease And The Music Of The 50’s & 60’s
A fun throwback performance celebrating the music and culture of the 1950s and 1960s with classic rock ’n’ roll favourites and singalong moments.
Doors Open Toronto
Explore some of Toronto’s most historic and architecturally significant buildings with free public access to museums, theatres, landmarks, and spaces normally closed to visitors.
BACKYARD: Asian Night Market
Markham Ribfest
Award-winning rib teams, live music, food trucks, midway rides, and festival energy make this one of the GTA’s most popular spring food events.
Top Gun: Maverick In Concert
Experience the blockbuster film on the big screen while a live orchestra performs the full movie score in sync with the action.
Looking For More To Do – Or Thinking About Making A Move?
• Curious which neighbourhoods are close to events like these
• Want to live near the communities and lifestyle you enjoy most
• Thinking about buying, selling, or investing in Durham Region
Exploring local events is one of the best ways to experience what a community truly offers. If you’re thinking about making a move, I’m here to help you find a home that fits the lifestyle you’re looking for.
Thanks For Reading Today’s Blog and Enjoy the Long Weekend!
Brian Kondo
Sales Representative | Team Leader
The Brian Kondo Real Estate Team
Re/Max Hallmark First Group Realty Ltd.
905-426-7484 (Direct)
905-683-7800 (Office)
brian@briankondo.com
www.BrianKondo.com
If you or anyone you know is considering making a move in the next little while, give me a call or pass on my number ... 905-683-7800 (Office) or 905-426-7484 (Direct).