Photo above: Ed Taccone, President of the Caledon Agricultural Society, and Anne Thompson, co-founder of the Legacy Golf Classic, on the 18th hole of the Hoot Course at TPC Toronto at Osprey Valley. Photo by GG Cole Photography, Caledon.
Sold-out tournament expands to 288-player capacity across two courses at TPC Toronto at Osprey Valley as fundraising continues through September.
In only its second year, the Legacy Golf Classic doubled in size, expanding to a 288-player, two-course tournament at TPC Toronto at Osprey Valley for its 2026 event on Wednesday, September 2.

Allan Thompson, co-founder of the Legacy Golf Classic, welcomes golfers as they prepare to head to the North and Hoot Courses at TPC Toronto at Osprey Valley. Fellow event co-founder Anne Thompson, back left, and Ed Taccone, President of the Caledon Agricultural Society, back right, look on. Photo by GG Cole Photography, Caledon.
The expansion from 144 golfers in 2025 to 288 golfers in 2026 followed extraordinary demand for the young tournament. Despite doubling capacity and expanding across both the Hoot and North courses, all available foursomes for the 2026 Legacy Golf Classic were claimed within just eight days of registration opening March. A waitlist followed, reinforcing the demand that had driven the tournament’s expansion in only its second year.
The 2026 Legacy Golf Classic has raised $350,000 to date, with the campaign continuing beyond tournament day. The tournament’s online silent auction remains open until September 23 while donations will continue to be accepted through September 30.
Final 2026 results will be announced following the close of the campaign.
“Doubling the tournament in only our second year was a significant undertaking, but the demand was clearly there,” said Legacy Golf Classic co-founder Anne Thompson. “For Allan and me, the goal has never been simply to make Legacy bigger. We want to build something meaningful and memorable — something people are proud to be part of and that ultimately creates a meaningful impact in our community.”
BUILDING THE LEGACY EXPERIENCE
Along with doubling the tournament’s capacity, organizers introduced a number of new experiences and activations in 2026 designed to make the day distinctly Legacy. Among them was the introduction of the first Legacy Challenge Coin, presented to every golfer as a keepsake from the tournament and featuring a removable, Legacy-branded golf ball marker.
The inaugural edition carries a particularly personal story.
Its design incorporates corn, soybeans, wheat and canola — the crops grown by Allan and Anne Thompson as Ontario farmers and a reflection of the agricultural community that has played an important role throughout their lives.
“Our leadership training and our sense of service to the community were rooted in agriculture,” Thompson said. “Those four crops are part of our own story, but they also represent something much larger to us — hard work, stewardship, community and leaving something stronger for the next generation.”
The agricultural theme was especially fitting in a year when the Caledon Agricultural Society and its capital campaign was selected as the tournament’s 2026 Major Grant Recipient. The Society is undertaking a significant capital project to create a purpose-built, four-season facility that will support its operations while providing banquet and community space for broader community use. Funds generated through the 2026 Legacy Golf Classic will help advance that campaign and the Society’s vision for a lasting community asset in Caledon.
“The Caledon Agricultural Society shares that same sense of community, legacy and agricultural roots,” Thompson said. “When we began thinking about what the first edition of the Challenge Coin should represent, the connection seemed obvious. We wanted it to tell a story about where we come from, what has shaped us and why giving back to this community matters so much.”
The Challenge Coin was one of several additions to the 2026 tournament experience, alongside expanded on-course activations, food experiences, contests and photo opportunities as Legacy made the transition from a one-course tournament to a two-course event.
A DAY TO REMEMBER
The expanded tournament also brought some memorable faces and moments to the course.

Drone image of Legacy Golf event. Photo courtesy of TPC Toronto at Osprey Valley
Professional golfer and Caledon native Cougar Collins, a member of the PGA TOUR Americas circuit, returned to the Legacy Golf Classic for a second year, joining golfers on the North Course for the tournament’s Beat the Pro challenge on the North Course.
Collins earned his way into the 2025 RBC Canadian Open, making his national championship debut at TPC Toronto at Osprey Valley in front of a hometown crowd. His return to Legacy for a second consecutive year gave golfers the opportunity to step onto the tee and test their shot against a professional golfer with deep local ties.
Before the first drives were struck, Mike Melnyk, Pipe Major of the Sandhill Pipe and Drums, provided a distinctive send-off, piping the golfers out as 288 players prepared to take to the Hoot and North courses.
Those moments were part of a day intentionally designed to be about more than the round of golf itself — bringing together traditions, experiences and people that helped give the 2nd Annual Legacy Golf Classic its own sense of occasion.
THE 2026 STORY ISN’T OVER YET
Although tournament day has concluded, fundraising for the 2026 Legacy Golf Classic continues.
The Legacy Golf Classic Online Silent Auction is now live, featuring a curated collection of golf, dining, travel, entertainment and other experiences and items. The auction will remain open until 5 pm on September 23.
Donations to the 2026 campaign will also continue to be accepted through September 30, 2026.
Following the close of the campaign, organizers will announce the final 2026 results from this year’s Legacy Golf Classic.
“We are incredibly grateful to the golfers, sponsors, donors, volunteers and community partners who have embraced Legacy so enthusiastically,” Thompson said. “What happened on September 2 was possible because a remarkable number of people chose to be part of it. Tournament day may be over, but September is still very much part of the 2026 Legacy story.”
- Online Silent Auction: galabid.com/legacy2026
- Donations: legacygolfclassic.ca and select “How to Donate”
- Learn more: legacygolfclassic.ca
- Instagram: @LegacyGolfClassic


