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Say goodbye to summer and hello to fall with these September date ideas. We know how expensive date night can be in Toronto so we’ve put together a list of dates under $25. Keep reading to find out how to have the perfect fall date without breaking the bank!
Related Posts:
Best Free Things to Do in September
Best Date Ideas Under $25 in Toronto
1. Pingle’s Harvest Festival
Come soak up the fall vibes, explore the farm, and experience all the Harvest Fest fun! Enjoy live music, a corn maze, wagon rides, farm animals, and more.
Where: 1805 Taunton Road East, Hampton, Ontario, L0B 1J0
Price: Starting at $8/person
2. Bike Share
Bike Share Toronto offers 24/7 convenient access to over 9,000+ bikes and 800+ stations across Toronto’s neighbourhoods. If the weather is nice, it’s a great way to spend time outside and take in the fall colours.
Where: Various locations
Price: Prices vary
3. TIFF
Calling all film lovers! The Toronto International Film Festival is back, bringing some of the biggest names in cinema to the city. Enjoy world premiere screenings, red carpets, and more.
Where: Multiple locations
When: September 4th to 14th, 2025
Price: Free and paid
4. VegTO
Canada's largest free-to-attend vegan festival is back! It’s a celebration of all things plant-based. Expect delicious food, local vendors, and inspiring talks.
Where: Nathan Phillips Square (100 Queen St W, Toronto, ON M5H 2N3)
When: September 20th and 21st, 2025
Price: Free entry
5. The Word On The Street's 36th Annual Festival
Are you and your date book lovers? Toronto’s beloved literary festival returns to celebrate books, writers, and readers with panels, signings, and plenty of inspiration.
Where: David Pecaut Square (215 King St W, Toronto, ON M5V 3G2)
When: September 27th to 28th, 2025
Price: Free
6. Smoke-A-Palooza
Don’t miss this crazy celebration of poutine! This event is hosted by Some’s Poutinerie and it features live music, a poutine eating competition, free poutine, and more!
Where: Sankofa Square (1 Dundas Street East, Toronto, ON, M5B 2R8)
When: September 6th, 2025 (11 am to 11 pm)
Price: Free
7. Roncesvalles Polish Festival
Come celebrate Roncesvalles Village, and the unique heritage of this neighbourhood, at Roncesvalles Polish Festival. Expect Polka, pierogies, local artists, musicians, and more!
Where: Roncesvalles Village
When: September 13th and 14th, 2025
Price: Free admission
8. Toronto Flower Market
Buy your date flowers at the Toronto Flower Market! Check it out to celebrate and support Ontario grown flowers & plants, as well as connect with growers and florists.
Where: 1001 Queen St W, Toronto, ON M6J 1H1
When: September 13th, 2025 (10 am - 3 pm)
Price: Free entry
9. The Queen West Art Crawl
This annual outdoor art exhibition will feature over 100 of Canada's most innovative established and emerging artists. There will also be music, dance, a kid zone, and more!
Where: Trinity Bellwoods Park (790 Queen St W, Toronto, ON M6J 1G3)
When: September 20th to 21st, 2025
Price: Free admission
10. St. Lawrence Market
Are you and your date food lovers? Explore one of Toronto’s most famous markets, sample gourmet foods, and share a peameal bacon sandwich or fresh pastries while strolling through the vibrant market atmosphere.
Where: 93 Front St E, Toronto, ON M5E 1C3
Price: Prices vary
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