Every confirmed dog-friendly event in Toronto from September through November 2026. Dates, locations, costs, and what to expect.
Onslow's Team · Published September 2026 · 5 min read
Bookmark this page. We'll update this list as new events are announced. Last updated: August 2026. Events marked “TBA” are annual events that haven't posted 2026 dates yet. They almost certainly will.
📅 Early September 2026 (check barkintheparkto.ca for confirmed dates) · 📍 Woodbine Park, 1695 Queen St E
Toronto’s biggest dog festival, running alongside BuskerFest. Features dog performance shows, pet costume contest, dog obstacle course, doggie play zone, and splash zones. Multiple days of dog-friendly programming.
Admission is by donation, supporting Epilepsy Toronto.
📅 September 19–20, 2026 · 📍 International Centre, 6900 Airport Rd, Mississauga
Five expos under one roof: Pet Expo, Reptile Breeders Expo, Plant Expo, Aquatic Expo, and World of Curiosities. Hundreds of vendors, dock diving demos, TICA cat show, live podcast sessions.
All pets welcome but must be on a 48-inch non-retractable leash. Free parking.
Saturday 10 AM–5 PM, Sunday 10 AM–4 PM.
📅 Sunday, September 21, 2026 · 📍 Riverside Common Park (657 Queen St E) & Joel Weeks Park (10 Thompson St)
Free outdoor market co-hosted by the Riverside BIA and Toronto Dog Moms. Local pet vendors, trainer activities, games and puzzles, free photobooth, raffle prizes.
The City of Toronto Chip Truck typically attends. Microchipping and rabies vaccines for $10, walk-up only, 11 AM–2 PM, limited quantities.
12 PM–5 PM. Free admission.
📅 Sunday, September 27, 2026 · 📍 657 Queen St E, Toronto
Guided group dog walk through the Riverside neighbourhood. A relaxed social outing for dogs and their owners. Leashed dogs welcome.
1 PM–3 PM. Free tickets on Eventbrite.
📅 Sunday, October 25, 2026, 12–4 PM · 📍 The Bentway, 250 Fort York Blvd
Toronto’s marquee dog Halloween event, under the Gardiner Expressway. Canine costume contest with categories (Best DIY, Best Family, Judges’ Picks), Toronto Dog Moms vendor market, “Yappy Hour” social, warm drinks, and fall treats.
Free admission. Dogs must be leashed. Sponsored by Ren’s Pets.
📅 Sunday, October 25, 2026, 11 AM–3 PM · 📍 Joel Weeks Park, 10 Thompson St (steps north of Queen St E)
Free neighbourhood Halloween festival with a dedicated dog costume contest. Judging and prizes from local vendors, free photobooth, pumpkin decorating, haunted house, DJ, face painting.
Organized by the Riverside BIA. Eventbrite tickets are live (free).
📅 Late October 2026 (date TBA) · 📍 Dogsview Park off-leash area, Downsview Park
Annual dog costume contest and vendor market at Downsview Park’s off-leash area, powered by Toronto Dog Moms. Costume contest, photo ops, treats, and off-leash dog park access.
This event has run annually since 2021. Check downsviewpark.ca for the confirmed 2026 date.
Pingle’s Farm Hallowoof
Pingle’s Farm Market in Clarington (about 1 hour east of Toronto) hosts an annual Hallowoof event with dog costume contests, pup-cakes, and full farm access for leashed dogs. No 2026 date announced yet. Check pinglesfarmmarket.com or their Instagram (@pinglesfarmmarket).
📅 November 21–22, 2026 · 📍 International Centre, 6900 Airport Rd, Mississauga
The holiday edition of the Canadian Pet Expo. 250+ vendors across 4 festival halls, Santa’s Village, CKC Breeder’s Row, TICA Cat Show, Royal Canin Crown Classic Dog Show, Holiday Festival Marketplace.
All pets welcome on non-retractable leash. Admission approximately $18.
Bark in the Park TO at Woodbine Park (Sep 4–7) is the largest dog-specific festival. The Fall Canadian Pet Expo (Sep 19–20) is the largest pet expo. For Halloween specifically, Howl’oween at The Bentway (Oct 25) is the marquee event.
Most are free: Bark in the Park (by donation), Riverside Dog Lovers’ Market, Riverside Halloween Fest, Howl’oween at The Bentway, and Howl-O-Ween Unleashed at Downsview Park.
No. Woofstock is postponed indefinitely. No 2026 date has been announced.
Pingle’s Farm (Clarington, 1 hr east) welcomes leashed dogs in outdoor areas and hosts Hallowoof in late October. Pine Farms Orchard (King City) and Carluke Orchards (Ancaster) also welcome leashed dogs. See our apple picking guide for details.
Sources: barkintheparkto.ca; canadianpetexpo.ca; riverside-to.com; torontodogmoms.com; thebentway.ca; downsviewpark.ca; Eventbrite listings; evergreen.ca.
Related: Halloween safety guide · apple picking · fall colour hikes · DIY costumes
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