The event was dedicated to sneaker enthusiasts who collect, trade and sell shoes.
During his speech at the convention, Trump was met with loud boos as well as cheers as he introduced what he called the first official Trump footwear.
The shoes, gold lame high tops with an American flag detail on the back, are being sold as "Never Surrender High-Tops" for $399 on a new website that also sells Trump-branded "Victory47" cologne and perfume for $99 a bottle.
The website says it has no connection to Trump's campaign, though Trump campaign officials promoted the appearance in online posts.
A Trump spokesman did not respond to questions about the event, including whether Trump was paid to attend.
For more information on Sneaker Con, visit the event website.
On Friday, a judge in New York ordered Trump to pay a whopping $355 million in penalties, finding that the former president lied about his wealth for years, scheming to dupe banks, insurers and others by inflating his wealth on financial statements.
That penalty came after Trump was ordered to pay $83.3 million to the writer E. Jean Carroll for damaging her reputation after she accused him of sexual assault. With interest payments, Trump's legal debts might now exceed a half-billion dollars - an amount it is unclear he can afford to pay.
The Associated Press contributed to this report.