Every May, the Toronto neighbourhoods of Rosedale, Moore Park, and Leaside come alive with the vibrant festivities of Mayfair, an annual celebration that has become a cherished tradition for residents and visitors alike. Held in the picturesque Rosedale Park, Mayfair offers a delightful blend of entertainment, community spirit, and historical significance. In this blog post, we’ll explore the rich history of Mayfair, highlight its array of activities, and provide insights into what attendees can typically expect from this beloved event.
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The Origins and Evolution of Mayfair
Mayfair’s roots trace back to 1946, marking the beginning of a community event designed to bring neighbours together in celebration of spring. Over the decades, it has grown from a modest gathering into a grand festival that attracts thousands, reflecting the enduring community spirit of the Rosedale, Moore Park, and Leaside neighbourhoods.
The festival is organized by the Rosedale-Moore Park Association, affectionately known as Mooredale. This community-focused organization plays a pivotal role in fostering local engagement and orchestrating events that strengthen neighbourhood bonds. Mayfair stands as a testament to Mooredale’s commitment to creating inclusive and enjoyable experiences for all residents.
A Tapestry of Activities
Mayfair’s allure lies in its diverse array of activities that cater to attendees of all ages. The festival typically spans two days, offering a rich tapestry of entertainment and community engagement.
Carnival Rides and Games: The festival grounds are transformed into a vibrant carnival, complete with rides that thrill and amuse. From classic Ferris wheels to exhilarating spinning rides, there’s something for everyone seeking a dose of excitement. Midway games challenge attendees’ skills and luck, offering fun prizes and friendly competition.
Thrift Tent: A cornerstone of Mayfair is the Thrift Tent, where visitors can explore a curated selection of second-hand treasures. From vintage clothing to unique household items, the Thrift Tent embodies the community’s commitment to sustainability and the joy of discovering hidden gems.
Live Entertainment: The festival’s Main Stage hosts a variety of live performances, showcasing local talent and providing a platform for musicians, dancers, and entertainers. The lively atmosphere encourages attendees to dance, sing along, and immerse themselves in the vibrant cultural tapestry of the community.
Beer Garden: For those seeking a relaxing spot to unwind, the Beer Garden offers a selection of beverages in a convivial setting. It’s a place where friends and neighbors can gather, share stories, and enjoy the festive ambiance.
Parade: Kicking off the Saturday festivities, the Mayfair Parade is a colourful procession that winds through the neighborhood streets, culminating at Rosedale Park. Featuring local organizations, schools, and community groups, the parade embodies the unity and pride of the community.
Track and Field Events: Emphasizing the importance of physical activity and friendly competition, Mayfair includes track and field events suitable for various age groups. These events encourage participation, teamwork, and the joy of sportsmanship.
Kiddie Zone: Families with young children can delight in the Kiddie Zone, a designated area offering age-appropriate rides, games, and activities. It’s a safe and engaging environment where the youngest attendees can create lasting memories.
Bingo and Midway Games: Traditional games like Bingo provide a nostalgic touch to the festival, allowing attendees to test their luck and enjoy classic entertainment. Midway games add to the festive atmosphere, offering challenges and rewards for participants of all ages.

Timing and Location
Mayfair traditionally takes place on the first weekend of May, with festivities spanning Friday evening and all day Saturday. The event is held at Rosedale Park, located at 20 Scholfield Avenue, Toronto. The park’s lush greenery and open spaces provide an ideal setting for the wide range of activities that Mayfair offers.
Typical Schedule:
- Friday Evening: The festivities commence with carnival rides operating from 4:00 PM to 7:30 PM. The Beer Garden remains open until 10:00 PM, allowing attendees to enjoy live entertainment and refreshments into the evening.
- Saturday: The day begins with the lively Mayfair Parade, followed by a full day of activities from 9:00 AM to 4:00 PM. Carnival rides, games, live performances, and various attractions ensure a dynamic and engaging experience for all attendees.
Community Engagement and Volunteerism
Mayfair’s success is deeply rooted in the dedication and enthusiasm of community volunteers. Each year, residents come together to plan, organize, and execute the festival’s myriad activities. This collective effort fosters a strong sense of ownership and pride among community members, reinforcing the bonds that make Rosedale, Moore Park, and Leaside such vibrant neighbourhoods.
Volunteers contribute in various capacities, from coordinating specific events to assisting with setup and logistics. Their commitment ensures that Mayfair continues to thrive as a celebration of community spirit and collaboration.
Supporting Local Causes
Beyond providing entertainment and fostering community connections, Mayfair serves as a platform to support local causes. Proceeds from the festival often contribute to community initiatives, educational programs, and neighborhood improvements. This philanthropic aspect underscores the festival’s role in enhancing the quality of life for residents and promoting a culture of giving back.
For those planning to attend Mayfair, here are some tips to ensure a memorable experience:
- Transportation: Given the popularity of the event, parking can be limited. Consider using public transportation or carpooling to reduce congestion and ease access to the festival grounds.
- Attire: May weather in Toronto can be unpredictable. Dressing in layers and wearing comfortable footwear will help you adapt to changing conditions and fully enjoy the activities.
- Cashless Transactions: In recent years, Mayfair has adopted cashless payment systems for rides, games