Skip to content

Bookmark this link and check back regularly! We write weekly updates on dog-friendly events around Toronto so you don't miss out on exciting events happening in the city.

Check out all the dog-friendly activities this week and the next below!

P.S. Patio season is here! Be sure to check out our Top 50 Favourite Dog-Friendly Patios In and Near Toronto!

Tuesday May 23

Tiny Dog Socials

Tiny Tuesday Socials

When: Tuesdays at 6:00 PM

Where: Wholesome Canine 2096 Dundas St W, Toronto, ON M6R 1W9

Does your small dog struggle with the extreme winter weather? During cold, slushy months many tiny dogs miss out on adventure and fun with friends.

Tiny Tuesdays are the perfect solution:

  • play with other similar sized dogs
  • make new pals
  • enjoy enrichment activities in the safety and warmth of The Scent Den
  • explore a new place with new scents, sounds and textures

*For dogs under 15 pounds.*50 minutes sessions.*Limited to 6 dogs per session. 

Thursday May 25

Spring Market hosted by New Collar Co on April 16th from 1:00 PM - 4:00 PM

Party 4 Paws Spring Pet Fair

When: Sat, May 27, 2023 12:00 PM - Sun, May 28, 2023 6:00 PM 

Where: Trinity Bellwoods Park, Dog Bowl 790 Queen St. W

Party 4 Paws Spring Pet Fair is a family-friendly, and fully accessible event where you can start your animal adoption journey, support local businesses by shopping for your pets, and meet celebrity pets.

Admission is free, and all donations go towards helping animals in need. There will also be other activities and attractions including doggie pools and tunnels, a photo booth, treats for pets, and displays of pet supplies, services, and goodies from an array of new and established businesses. 

Don’t forget to follow us on Facebook @guardiansbest and Instagram @guardiansbest to keep up to date on everything you need to know about Party 4 Paws Pet Fair! And, for more info about Guardian's Best Animal Rescue Foundation, head over to our website.

Weekend May 27-28

Spring Market hosted by New Collar Co on April 16th from 1:00 PM - 4:00 PM

34th Annual Word On The Street Festival

When: Sat, May 27, 2023 11:00 AM – Sun, May 28, 2023 5:00 PM 

Where: Queen's Park Crescent East (College to Wellesley) 

Hosted annually since 1990 in downtown Toronto, “WOTS” is a FREE community street festival that celebrates the stories that connect us.

Featuring Canadian and Indigenous authors, an outdoor marketplace for books and magazines, and dedicated children’s programming, WOTS was voted one of Toronto's Best Local Festivals in the 2022 Toronto Star Readers Choice Awards.

Check WOTS out if you're a book worm looking for a chill weekend frolicking with your pooch!

Wednesday May 31

Woofs & Wine Hosted by Toronto Dog Moms x Sips Toronto on Sat Apr 22


Where: stackt market - BARK YARD 28 Bathurst Street Toronto

When: Wednesday, May 31 · 4 - 8pm 

Bi-weekly pup socials at stackt are back! 

Featuring: Live music + DJs, giveaways; local vendors with unique pet products and cold drinks! 

Free entry, no need to RSVP.

NOTE: This is an ON-LEASH event. Please ensure your pups are leashed at all times.

Weekend June 3&4

Question Everything Black Lab Brewing - Dog-friendly trivia


Where: 80 Interchange Way Vaughan

When: Sat, Jun 3, 10:00 AM - 6:00 PM, Sun, Jun 4, 10:00 AM - 5:00 PM

Assembly Park offers an indoor vendor area where you can sniff out our 30+ Exhibitors. Your ticket to fun includes Free Lure Coursing, an Agility and Socialization Area, Free Parking on site, the first 250 dogs on Saturday and again on Sunday will receive a Mystery Voucher courtesy of Ren's Pets. 

Enter your Dog in the Fashion Show or Trick Contest to win prizes!

WOOF-A-PALOOZA aims to bring a fun, educational, and interactive experience to Vaughan and all the pet enthusiasts who live in our community and surrounding areas. One Happy Tail at a Time. Follow @Woofapalooza on Instagram to stay updated.

June 3

Question Everything Black Lab Brewing - Dog-friendly trivia

Pooch Pride: March n' Market

Where: Trinity Bellwoods Park 790 Queen Street West

When: Sat, Jun 3, 11:30 AM

Save Our Scruff is gathering our LGBTQ+ community n’ allies to walk, roll, gallivant, and strut our stuff through the Trinity Bellwoods neighbourhood towards a market full of goodies from queer-led brands on June 3.

The event starts at 11:30 am at Trinity-Bellwoods Park on the south side by the gates. 

We’ll then parade up towards HomeCourt, where a celebration with DJ tunes, snacks, drinks, and a silent auction, in addition to the market, also await us.

Show off your pride with a friendly community of dog-loving folk in need of furever homes by parading with us this Pooch Pride!

June 4

Question Everything Black Lab Brewing - Dog-friendly trivia

Unleash the Love

Where: Wychwood Barns Park 76 Wychwood Avenue Toronto

When: Sun, Jun 4, 2023 2:00 PM - 4:00 PM

The Compassion for Animal Welfare Association (CAWA) is hosting a dog photography fundraiser to raise money for their animal rescue and welfare efforts. The fundraiser will feature professional pet photographer who will take pictures of dogs and their owners.

All proceeds from the event will go directly to CAWA, a non-profit organization that provides veterinary care, food, and shelter to animals in need. The group also works to educate the community about animal welfare and advocates for animal rights

Question Everything Black Lab Brewing - Dog-friendly trivia


Where: Rouge River Brewing Company 50 Bullock Drive #8 Markham

When: Sunday, June 4 · 12 - 4pm

Sip on a pint of beer and help yourself to some celebratory whiskey shots from Sheepdog Whiskey while listening to a curated set of music by local DJs. There will be doggo apparel and treat vendors, a Bark-Cuterie board setup (how cute is that!), photo booth spot and tons of other activities.

This event is in support of One Health Partners – a non-profit organization with a mission to promote understanding/appreciation of the human-animal bond and to leverage that understanding in the service of social good. 

Tickets Include: Unannounced Surprises.


  • 1 Pint of Beer (or soft drink for child) @RougeRiverBrewery
  • Photobooth and Digital Photos from @CircleBooth
  • Macaron from @Petite.Paire
  • Parent, Pup, and Purple Themed Vendors Market

Dog + Human

  • All inclusions in Human Ticket
  • 1 Bark-Cuterie Board for your pup (included with Human + Dog ticket) with treats from ItsBarkingGood &
  • Surprise Gifts at the event

Can't wait to celebrate our Paws n' Pawrents at this 'one of a kind' pawty!

(Please drink responsibly)

🚀Day Trips

Looking to venture out of the city to spend some quality time with your pooch? Look no further!

Every Thursday at Something in the Water Brewing Co - there is a dog-friendly Bingo Night from 7:00 PM onwards

Sunday May 22: Dog Days of Summer Breed Meetups

Where: Hounds of Erie Winery 377 7th Concession Road Enr Clear Creek

When: Saturdays and Sundays, 12:00 – 2:00 PM


Sunday, May 22– Shiba Inu Meetup

Dog Days of Summer gatherings are breed specific meetups happening each Saturday and Sunday starting on May 6th and running until September 3rd, 2023. Erie Winery invites everyone to bring their favorite pup(s) andmingle with other similar breed lovers. Enjoy an afternoon walking through the vineyard and orchard while sipping on a glass of vino or an award winning hard cider.

The general admission ticket includes a free glass of wine or hard cider as well as a little dog treat for your furry friend.

Every Thursday at Something in the Water Brewing Co - there is a dog-friendly Bingo Night from 7:00 PM onwards

SeeWhatSheCanDo Women & Dogs Circle: Agility, Scent Detection & more

Where: Muttz with Mannerz 1-5710 Main St Whitchurch-Stouffville

When: Thursday, May 25 · 7 - 8pm

Women circles are fun, but what about women AND dog circle? Yes, please.

Enjoy an evening of fun and enrichment for you and your dog. Join Certified Professional Trainer Corey McCusker for Muttz with Mannerz for agility, scenting and games with your dog. This is a free event and pre-registration is required as spaces are limited. Register soon to secure your spot.

Every Thursday at Something in the Water Brewing Co - there is a dog-friendly Bingo Night from 7:00 PM onwards


Where: 675516 Hurontario St, Mono

When: Saturday May 27, 10:00 -14:00

Dog market, activities and sports for your pup to play, mini photo sessions, nail trimming services, and raffle drawings.

You'll also have the opportunity to observe training seminars and participate in Ask the Trainer. If the event is rained out, it will be rescheduled for June 10th.

🐶For Dog Lovers

You can’t bring your own furry baby to events in that category, but if you want to enjoy canine company and boost your serotonin, these are just for you!

Friday June 2

Question Everything Black Lab Brewing - Dog-friendly trivia

Dogs Do Magic

Where: Comedy Bar 2800 Danforth Avenue

When: June 2, 07:00 PM

Bark by popular demand, it’s “Dogs do Magic”, an unforgettable evening of magic, comedy, & canine hijinks featuring some of Canada’s top variety entertainers!

These mind reading, acrobatic dogs will steal the show, your heart, & any unattended treats in the venue! From answering impossible questions (with adorable barks) to not immediately getting distracted by a rabbit, each of our well-loved & loving doggos are sure to blow your mind and lick your heart clean.

Saturdays + Sundays Puppy Yoga!

Woman holding a puppy while attending a puppy yoga class

Puppy Yoga


  • Saturday, May 20
  • Sunday May 21
  • Saturday May 27
  • Sunday May 28
  • Multiple timeslots each Saturday & Sunday

Where: NEW Doggosphere Studio - Unit 101 - 80 Sherbourne Street 

Unwind from your busy week with a puppy yoga class in downtown Toronto! Get your group together for this unique fitness class with adorable puppies and a refreshing mimosa. Wondering what breed of puppies we will have for your class time? Follow us on Insta to find out!

The perfect event does exist. Begin with 45 minutes of Flow Yoga while puppies zoom around the studio. Then enjoy a refreshing mimosa (orange juice and sparkling wine) for 30 minutes of chill time with the pups.


Other Posts You Might Like

Previous Article


Leave a comment

Please note, comments must be approved before they are published