Howl’oween at The Bentway

It’s the ulti-mutt fall celebration: Howl’oween at The Bentway, presented with Ren’s Pets! Gather the family, two-legged and four, for our spook-tacular costume contest. Enjoy prizes, music, local vendors, and cozy fall treats on this festive afternoon full of laughter, wagging tails, and Halloween fun for pups and their people!

It’s the most bark-tastic time of year – Howl’oween returns to The Bentway this October, supported by Presenting Sponsor Ren’s Pets, with our iconic canine costume contest!

Join us for a family fur-endly Saturday afternoon at the Skate Trail filled with the most creative and paw-sh costumes, hosted by Toronto’s drag princess, Ella Mayo, alongside special guest judges including local legends, The Toronto Corgi Duo and Zuko the Semoyed, pooch prize packs, and an exciting range of pet-focused vendors from Toronto Dog Moms Market. Stay cozy with warm drinks, treats, and celebrate the spooky season in style!

Start planning your costumes and pre-register your pup for an epic prance on the Bentway runway for a chance to win Best DIY Costume, Best Family Costume, and Judges’ Picks categories.

All are welcome to visit one of the cutest days of the year for our city’s pups and their people!

Who is it for?

All ages

Tickets : FREE

How to get tickets?

Buy online

At the door: FREE

 

Date: Saturday October 25, 2025 | 12 — 4 pm

Schedule: (subject to change)

12:00pm – 12:45pm: Costume Contest Check-in and Registration

12:45pm: Opening Remarks

1:00pm – 1:30pm: Costume Contest Pack Walk at the Skate Trail

1:45pm – 2:30pm: Judges’ Deliberations Onstage per Category

2:30pm – 2:45pm: Prize Ceremony

3:00pm – 4:00pm: “Yappy Hour” for our neighbourhood pups and their people!

Venue & Address

The Bentway 250 Fort York Boulevard Toronto

Wheelchair accessible

Paid Parking

Accessible by Public Transport