An anonymous donor sent the flowers, estimated to be worth more than $10,000, to Holy Family Home in the city's North End.
The semi-trailer was packed floor-to-ceiling with boxes of flowers, including eight packages of two dozen roses each, hundreds of carnations and mini-roses and more than enough pre-made arrangements to ensure that each of the 276 residents could have their own, the Winnipeg Free Press reported.
The cheerful delivery men, who were "in such a good spirit," refused to tell receptionist Luca Micno who sent them.
"We asked who delivered them, but they just kept naming places the flowers were grown," Micno said.
[ More Good News: Nebraska waitress receives huge tip, goes back to school ]
The flowers were distributed among residents, their families and staff.
"It really cheered everybody right up," said Katherine Skotnicki, a Holy Family Home resident. "I had some delivered right to my room. For me, I was wondering what was happening for us to get that many flowers."
"I thought it was just great," she told the Winnipeg Free Press. "It's really nice to see the flowers on every table. It seems like everyone was quite happy with them."
"Their faces were just lighting up. I mean, it just was a beautiful event, a real blessing," Jean Piche, CEO of the Ukrainian Catholic-run residence, told CBC News.
"It just made a really lasting and positive impact on the people who live here."