This weekend, Toronto transforms into a hub of excitement with events for everyone, from Oktoberfest celebrations to vintage shopping, and cultural festivals to family-friendly activities. Whether you’re planning to explore with friends, family, or just by yourself, the city’s diverse weekend lineup offers something unique for every taste. For those looking to travel in style and comfort, consider booking Limontario’s private limousine service, providing door-to-door transfers, and ensuring a luxurious ride to any event in the city.

Toronto Oktoberfest: A Taste of Germany
Toronto Oktoberfest is back, bringing the traditions of Munich’s famous festival to the city. You can expect plenty of German beer, authentic cuisine, and live Bavarian music. The festival creates a vibrant atmosphere with a beer garden, dance performances, and various Oktoberfest competitions. Whether you’re a beer enthusiast or just looking for a lively evening, this festival promises to bring a taste of Bavaria to Ontario Place.
Details:
Location: Ontario Place West Island
Time: September 29-30, 2023, from 5 PM onwards
Tickets: General admission starts at $30; VIP tickets are available for $45
More info and tickets
Meghan Trainor – The Timeless Tour: Pop Sensation in Toronto
Grammy Award-winning pop star Meghan Trainor brings her infectious hits to Massey Hall as part of her Timeless Tour. Her chart-topping songs like “All About That Bass” and “Dear Future Husband” are sure to get everyone dancing. If you’re a fan of upbeat pop music, this concert is not to be missed. Massey Hall’s intimate setting ensures a memorable night of music.
Details:
Location: Massey Hall
Time: September 29, 2023, at 8 PM
Tickets: Starting at $59
Get your tickets
Francophonie en Fête Concerts: A Celebration of French Culture
Francophonie en Fête brings Toronto’s francophone community together with concerts featuring talented artists from across the Francophonie. This annual event highlights the rich culture and music of French-speaking countries. Performances take place at various venues in the city, with both ticketed and free concerts available.
Details:
Location: Multiple venues, including the Distillery District
Time: September 26-29, 2023
Tickets: Prices start at $25, with some free events
Check out the lineup
The Toronto Vintage Clothing Show: Retro Treasures Await
For lovers of all things vintage, The Toronto Vintage Clothing Show offers a treasure trove of unique finds. Vendors from across the country gather to sell rare vintage clothing, jewelry, accessories, and home decor from the 1920s to the 1990s. It’s a must-visit for anyone interested in fashion history or adding something special to their wardrobe.
Details:
Location: Queen Elizabeth Building, Exhibition Place
Time: September 28-29, 2023
Tickets: $12 at the door
Learn more here
TSO Open House & Free Concert: A Behind-the-Scenes Experience
The Toronto Symphony Orchestra opens its doors this weekend with a free concert and open house at Roy Thomson Hall. Visitors will enjoy live performances, meet-and-greet opportunities, and interactive exhibits about the symphony. This is a family-friendly event and a great way to experience the magic of classical music.
Details:
Location: Roy Thomson Hall
Time: September 29, 2023, from 10 AM to 3 PM
Tickets: Free admission
Find out more
Word on the Street Festival: A Celebration of Books and Ideas
Book lovers will flock to Word on the Street, a festival that brings authors, publishers, and readers together. Held at Queen’s Park, the festival features readings, book signings, literary workshops, and kids’ programming. It’s a great way to connect with the local literary community and discover new authors.
Details:
Location: Queen’s Park
Time: September 29, 2023, from 10 AM to 5 PM
Tickets: Free entry
Learn more
Fall Home Show: Design and Renovation Inspiration
If you’re planning to renovate or refresh your living space, the Fall Home Show offers a wealth of ideas and resources. With expert talks, innovative products, and interactive displays, this event is perfect for anyone seeking inspiration for their home improvement projects.
Details:
Location: Enercare Centre, Exhibition Place
Time: September 28-30, 2023
Tickets: $15 for adults, free for children under 12
Event information
TTC Hillcrest Complex 100 Year Anniversary Open House: A Transit Lover’s Dream
The TTC is celebrating the 100th anniversary of its Hillcrest Complex with a special Open House. Transit enthusiasts and families alike can enjoy tours, displays, and interactive activities that highlight the rich history of public transportation in Toronto.
Details:
Location: TTC Hillcrest Complex
Time: September 28, 2023, from 10 AM to 3 PM
Tickets: Free admission
Learn more
Outdoor Movie Night – Family Double-Header at Sorauren Park
Grab a blanket and head to Sorauren Park for a special Outdoor Movie Night featuring two family-friendly films. Enjoy a picnic under the stars with your loved ones while watching these heartwarming films in a beautiful outdoor setting.
Details:
Location: Sorauren Park
Time: September 29, 2023, starting at 7 PM
Tickets: Free
Details available here
Harvest Festival: Welcome Autumn at Downsview Park
Celebrate the arrival of fall at the Harvest Festival in Downsview Park. With live music, hayrides, food vendors, and pumpkin decorating for the kids, this event is a fun way for the whole family to enjoy the season’s charms.
Details:
Location: Downsview Park
Time: September 29, 2023, from 11 AM to 4 PM
Tickets: Free admission
Event details here
$3.99 Movie at Cineplex: Big Savings for Movie Fans
On September 28, Cineplex is offering $3.99 movie tickets at select locations. This deal is perfect for families looking for affordable entertainment or moviegoers who want to catch a recent blockbuster at a fraction of the price.
Details:
Location: Select Cineplex locations
Time: September 28, 2023
Tickets: $3.99 per screening
See participating locations
Toronto Garlic Festival: A Celebration of All Things Garlic
The Toronto Garlic Festival returns to Wychwood Barns, offering a variety of garlicky delights. From garlic-infused dishes to garlic cooking demonstrations, this festival is a must-visit for food lovers. There’s also live music and artisan vendors selling garlic-related products.
Details:
Location: Artscape Wychwood Barns
Time: September 29, 2023, from 10 AM to 6 PM
Tickets: $10 for adults, free for kids under 12
Get more details
Pumpkins After Dark: A Spooky Light Show
Experience the magic of Pumpkins After Dark, where thousands of hand-carved pumpkins are illuminated in stunning displays. This Halloween-inspired event is perfect for families looking for an early autumn adventure, with artistic sculptures and spooky scenes creating a memorable evening.
Details:
Location: Country Heritage Park, Milton
Time: September 27-29, 2023
Tickets: Starting at $20
Buy tickets here
Kensington Market Pedestrian Sundays: Explore Car-Free Streets
On the last Sunday of the month, Kensington Market comes alive with Pedestrian Sundays. The neighborhood is closed to cars, allowing pedestrians to explore the vibrant market freely. You’ll find street performers, local vendors, live music, and great food in this uniquely diverse part of Toronto.
Details:
Location: Kensington Market
Time: September 29, 2023, from 12 PM to 7 PM
Tickets: Free admission
More information
Enjoy Toronto Events in Style with Limontario
With so many exciting events happening in Toronto this weekend, why not elevate your experience by using Limontario’s VIP limousine service? Whether you’re heading to a concert, festival, or cultural event, a private chauffeur ensures that your journey is as smooth and comfortable as possible. Offering airport transfers, city-to-city service, and luxurious travel around Toronto, Limontario is your go-to for premium transportation. Learn more about their services here.
Frequently Asked Questions
What time does the Toronto Oktoberfest start and end?
The event begins at 5 PM and continues until midnight on both September 29 and 30.
Where is the Fall Home Show taking place?
The event will be at the Enercare Centre at Exhibition Place.
Is the Word on the Street Festival free for everyone?
Yes, admission to the festival is free for all visitors.
Do I need to reserve tickets for the TSO Open House?
No, the TSO Open House and concert are free to attend, with no tickets required.
Can I attend the Pumpkin After Dark event without pre-booking?
Tickets should be purchased online ahead of time, as availability at the gate is limited.
What is the best way to get to Pedestrian Sundays in Kensington Market?
It’s recommended to use public transport or Limontario’s chauffeur service to avoid parking issues.