Events & Festivals

Upcoming Events By Date

  • King East Design District Neighbourhood Hop presented by DesignTO 2026

    May 29 @ 6:00 pm9:00 pm

    (Please RSVP HERE) It’s time to celebrate innovation, design, and community at the annual King East Design District (KEDD) Neighbourhood Hop, organized by DesignTO, in collaboration… Read more

  • Toronto Dog Moms X Old Town BIA: Paws Walk

    July 18 @ 11:00 am1:00 pm

    (Please PURCHASE TICKETS HERE) A walking tour in the city to see art and visit dog-friendly places. Join Toronto Dog Moms for a walk through one… Read more

  • Toronto Dog Moms X Old Town BIA: Paws Walk

    August 8 @ 1:00 pm3:00 pm

    (Please PURCHASE TICKETS HERE) A walking tour in the city to see art and visit dog-friendly places. Join Toronto Dog Moms & Old Town Toronto BIA… Read more

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More To experience

Seasonal Events


I Heart Market Street logo

Market Street

Join your neighbours on Market Street for live entertainment, pop up market vendors, seating and more! Market Street (Front Street to The Esplanade) is pedestrianized annually May – January.


A man plays the saxophone in St. James park

June – August

Music in St. James Park

Join us during the summer on Thursdays (7-9 pm), at the Michael Comstock Pavilion in St. James Park for this free concert series. Bring a chair, or blanket for the back lawn, and pack a picnic to enjoy while local musicians take to the stage. Feel like dancing? Step on up and show us your moves.

Dates and artists are noted above in Upcoming Events, once they are officially announced.


Historical re-enacters in costume gather in St. James Park

June – August

Historic Reenactors & Artisans

On Saturdays, June through August, find historic reenactors and artisans in Old Town Toronto. This friendly group tours the area 12 noon to 3pm Saturdays, and are happy to chat with you about historic facts, their period specific attire, or snap a selfie.


A woman is smiling and holding a guitar upright

July – August

Berczy Beats

Join us in Berczy Park for live lunch time music Wednesdays, July and August. Eat your lunch next to the famous “dog fountain” and enjoy this free concert.

Dates and artists are noted above in Upcoming Events, once they are officially announced.


A man and a woman dance together

July – August

Fitness Classes in St. James Park

Our FREE Fitness Classes in St. James Park at the Michael Comstock Pavilion take place Tuesdays in July and August, from 6 – 7pm.

Designed to get you moving and enjoying our park, these fitness classes are offered free of charge thanks to Friends of St James Park and your local business community, represented by Old Town Toronto BIA.

Dates and class types are noted above in Upcoming Events, once they are officially announced.


A man and a woman dance salsa on Market Street

July – August

Salsa On Market Street

A rhythm-infused series of events set to enliven the heart of Toronto’s Old Town this summer with Latin dance lessons, live music and tasty treats.

Dates are noted above in Upcoming Events, once they are officially announced.


August

Theatre In St. James Park

Join us in St. James Park for live theatre each August as we work with a local theatre to bring a new story to the Michael Comstock Pavilion stage.

Dates, play titles, and presenting local theatre will be noted above in Upcoming Events, once the are officially announced.


Carved pumpkins placed side-by-side

November

Post – Halloween Pumpkin Parade

Bring out your jack-o-lanterns to Berczy Park for the ultimate post-Halloween send-off. Let your creation glow with delight atop the park’s stage for all to see before bidding farewell to your pumpkin pal: to be composted with great reverence by the City of Toronto. Exact date will be noted above in Upcoming Events, once officially announced.

Date will be noted above in Upcoming Events, once officially announced.


Toronto City Hall pictured from high above, fireworks exploding around

November – February

Cavalcade of Lights

Our annual Cavalcade of Lights takes place in Berczy Park, 35 Wellington St E, with lights on display from late November to early February. You are invited to attend our opening ceremonies each year with live music and warm smiles.

Dates are noted above in Upcoming Events, once they are officially announced.


Design T.O. Festival poster

January & May

DesignTO Festival & King East Design District Neighbourhood Hop

Old Town Toronto’s King East Design District plays host to DesignTO exhibitions each January, and one interactive event for industry insiders in early spring.

Dates are noted above in Upcoming Events, once they are officially announced.


Entertainer Application

Guidelines & Information

Thanks for your interest in performing at an Old Town Toronto organized event.

Due to the high volume of interest we receive from performers, in order to streamline things, we kindly ask all interested performers complete our Expression of Interest to Perform application, using the button below. If we see a possible fit, someone from our office will reach out to you. Please note, due to the high volume of interest, we are unable to respond to every submission we receive.