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Here is our round-up for things to do in the Toronto Area this weekend
Table of Contents
Toronto
August 14th – Little Big Town: Summer Tour 2025
American country and vocal group Little Big Town performs at the Budweiser Stage in Toronto this summer
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Where: Budweiser Stage, Toronto
When: August 14th, 7:00 pm
Admission: Priced. Tickets start at $30. Grab your tickets here
August 15th – Erykah Badu presents Abi + Alan featuring The Alchemist
American soul and R&B singer performs at the HISTORY with Bai and The Alchemist.
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Where: HISTORY, Toronto
When: August 14th, 7:00 pm
Admission: Priced. Tickets start at $149. Grab your tickets here
August 15th to September 1st – Canadian National Exhibition(CNE)
The Canadian National Exhibition is Canada’s Largest annual fair, dating back almost 150 years. Guests will get to experience epic live performances, exhibitions on arts and crafts, home and garden, world cultures, markets and shopping, and lots of fun activities.
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Where: Exhibition Place, Toronto
When: August 15th to September 1st
Admission: Priced. Tickets start at $25. Grab your tickets here
August 15th to 17th – UpFRONT Festival of Indigenous Arts, Music and Culture
UpFRONT Festival of Indigenous Arts, Music and Culture is a free outdoor festival in Toronto providing three days of extraordinary music, dance, puppetry, a visuals arts showcase, an artisan market, and a special month-long arts exhibition.
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Where: Berczy Park & Scott Street, Toronto
When: August 15th to 17th
- August 15th, 4:30 pm – 9:00 pm
- August 16th, 11:00 am – 9:00 pm
- August 17th, 10:00 am – 8:00 pm
Admission: Free
August 16th – ROSÉ DISCO WINE FEST AND DISCO PARTY 2025
Toronto’s ultimate celebration of pink wine and party energy returns this summer as Rosé Disco takes over Fort York on August 16th.
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This immersive wine and music experience transforms the historic venue into a playground welcoming Toronto lovelies, fun lovers, rosé lovers, foodies, and disco fans featuring some of the best culinary dishes from Toronto chefs, food trucks, live DJ sets, music, and, of course, lots and lots of Rosés.
Where: Fort York, Toronto
When: August 16th, 2:00 pm – 8:00 pm
Admission: Priced. Tickets start at $50. Grab your tickets here
August 16th – Sheryl Crow
American singer Sheryl Crow performs at the Budweiser Stage in Toronto this summer.
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Where: Great Canadian Toronto, Toronto
When: August 16th, 8:00 pm
Admission: Priced. Tickets start at $96. Grab your tickets here
August 16th – Rain or Shine All White Boat Cruise
Diamond Promo ENT hosts one of Toronto’s most anticipated summer boat parties. Enjoy music from Toronto’s top DJs as you sail aboard the Enterprise 2000 for an unforgettable night. There will be great music, a VIP experience and premium drinks.
📍 Boarding: 7:00 PM | Sailing: 8:00 PM | Returns: 12:30 AM. Party continues on the boat till 1:00 am.
Where: Enterprise 2000, 176 Cherry Street Toronto
When: August 16th, 7:00 pm – 1:00 am
Admission: Priced. Tickets start at $44. Grab your tickets here
August 16th – Afraspektion Festival
Oddside Arts and Riverside BIA hosts a family-friendly festival: Afraspektion, celebrating the contributions, creativity, and honouring the legacy of African Canadians and the Afrodiaspora. Enjoy the memorable opening ceremony, followed by a day filled with festival fun, giveaways, a curated market, live music, and free entertainment for all ages!
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Where: Riverside Common Park, 657 Queen St E, Toronto
When: August 17th, 2:00 pm – 7:00 pm
Admission: Free
August 16th – The Wassabi Collective’s 25th Reunion of West Coast Tribal Electro-Funk Band
Wassabi Collective, the high-energy tribal funk group that became a cult favourite across Canada’s festival circuit, is officially back and bringing the heat to Toronto’s The Rivoli venue this weekend on August 16th at 10:00 pm.
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Where: Rivoli, Toronto, 334 Queen Street West, Toronto
When: August 16th, 10:00 pm – 2:00 am
Admission: Priced. Tickets start at $23. Grab your tickets here
August 16th – King’s Plate
The King’s Plate is one of the most celebrated events in horse racing worldwide. There is a $1 million stakes race historically named in honor of the reigning monarch, which has become one of the highest-profile events in Canadian sports.
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Where: Woodbine Racetrack, Toronto
When: August 16th,
Admission: Priced. Tickets start at $35. Grab your tickets here
August 16th – Wheels of the Danforth
Crossroads BIA brings back the annual Wheels of the Danforth, providing a fun car show (a classic and a tuner car show), live entertainment on multiple corners, vendors, family activities, and more!
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Where: Crossroads of the Danforth BIA, 3400 Danforth Ave, Toronto
When: August 16th, 11:00 am – 10:00 pm
Admission: Free
August 16th and 17th – Taste of Manila 2025
Taste of Manila is a cultural celebration of Filipino food, music, and culture in Toronto. There will be live performances, artistic displays, and the electric atmosphere that only Little Manila can offer.
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Where: Corner of Bathurst St. and Wilson Ave., Toronto
When: August 16th and 17th,
- August 16th, 9:00 am – 11:00 pm
- August 17th, 9:00 am – 8:00 pm
Admission: Free
August 16th and 17th – Poshmark Pop-Up: Coffee Club
Join Poshmark Canada, one of the largest secondhand selling sites in Canada, for a free-to-attend cozy, community Poshmark Pop-Up in the heart of downtown Toronto on August 16th and 17th.
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The free-to-attend community event brings together secondhand style lovers for a two-day event filled with curated thrifted finds, fun surprises, and complimentary coffee courtesy of Milky’s.
Where: Milky’s, 1243 Dundas St W, Toronto
When: August 16th and 17th, 10:00 am – 4:00 pm
Admission: Free
Rest of the GTA
August 16th – Burlington Vegfest
This weekend, the vibrant Burlington VegFest, an annual celebration of plant-based living, will return to the unique and scenic Spencer Smith Park, nestled on the shores of Lake Ontario (just 1 hour from Toronto), on August 16th from 11:30 am – 6:00 pm.
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Returning for its fourth year, this family-friendly event will feature a wide variety of delicious 100% plant-based comfort foods from local and regional vendors, catering to different dietary preferences. In addition, there will be cruelty-free fashion and personal care products, engaging educational talks, live cooking demonstrations, and fun activities for all ages.
Where: Spencer Smith Park
When: August 16th, 11:30 am – 6:00 pm
Admission: Free
August 16th – Richmond Hill Craft Beer Festival 2025
Lovers of beer and all things fun can celebrate as the highly anticipated 2025 Richmond Hill Craft Beer Festival makes its return this weekend to the Richmond Hill Centre on August 16th from 4:00 pm to 11:00 pm, providing a fun evening of live entertainment, food, and, of course, great beer!
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Where: Richmond Hill Centre for the Performing Arts, 10268 Yonge St, Richmond Hill
When: August 16th, 4:00 pm to 11:00 pm
Admission: Priced. Tickets start at $25. Grab your tickets here