Toronto Outdoor Art Fair’s Awards Program is unprecedented and unique in North America. The vision behind our awards is to create opportunities for artists to advance their careers, provide public recognition and make a significant financial contribution to their practices.

Top Awards

Catherine Bratty Award for Best of Art Fair - by The Rudolph P. Bratty Family Foundation

Mayor’s Purchase Award - Value of artwork by City of Toronto. This award brings the winners’ artwork into the City of Toronto’s significant art collection

Best of Student Award - Marie Collins Memorial Award and Artscape Award
This award grants the winner a self-directed artist residency at Artscape Gibraltar Point. Since opening in 1999, Artscape Gibraltar Point’s secluded retreat centre, artist lodge and long term artists work studios studio centre surrounded by 46 acres of park land and its own beachfront, has provided thousands of local and international artists-in-residence an idyllic place to focus on their practice. The winner also will receive a week-long solo exhibition at Artscape Youngplace, a dynamic community cultural hub operated by Artscape, in the midst of the Toronto West Queen West neighbourhood. Through this exhibition, the artist can showcase their work to a broader audience adding an incredible achievement to their curriculum vitae.


Best of Painting Award - by Brett Ledger & Patricia Olasker

Honourable Mention - Painting - Digital Gift Card by Gwartzman's Art Supplies


Best of Photography and Digital Media Award - by Scotiabank CONTACT Photography Festival

Craft & Design

Best of Craft & Design Award

Best of Jewellery Award - by Harry Enchin & Susan Friedrich

Ceramics Excellence Award - by Tucker's Pottery Supplies

2D Works

Best of 2D Works Award - by Nicholas Metivier Gallery

Honourable Mention - 2D Works

Best of Paper Award Gift Certificate by The Japanese Paper Place

3D Works

Best of 3D Works Award - Al Green in Memoriam


The Power Plant Emerging Artist Award - One-year Artist membership,  TPP publications and the opportunity to propose a limited edition that The Power Plant Contemporary Art Gallery would pay to produce, then sell exclusively. 

The Artscape Emerging Artist Award 
The Artscape Emerging Artist Award grants a one-year membership to Artscape Daniel’s Launchpad, which is a first-of-its-kind creative entrepreneurship hub, designed to help emerging and established artists, designers and creators from all disciplines grow thriving careers. The one-year membership includes access to all five of our creative studios for production and experimentation, and those include textiles and fashion, fine metals and jewellery, digital fabrication, electronics and woodworking. Launchpad also offers members the chance to be a part of a vibrant and diverse community of creators, as well as engage in learning and way-finding opportunities so that you can access the resources and the business opportunities you need to thrive in your practice.

Student Purchase Award - Value of Artwork by House of IDEA

2019 Award Winners at the 58th Toronto Outdoor Art Fair Awards Ceremony