Windsor Education Foundation Launches “Two Tickets to Anywhere” Raffle to Support Local Teachers and Students

The Windsor Education Foundation (WEF) today announced its “Two Tickets to Anywhere” raffle, offering community members a chance to win two round-trip airline tickets to any destination served by JetBlue Airways while supporting educational programs for Windsor students.

With only 300 tickets available at $25 each, the raffle offers participants favorable odds compared to traditional lotteries. The winning ticket will be drawn on March 6, 2026, at The Open Door event at The Birdcage, 25 Central Street, Windsor. You do not have to be present to win.

“This raffle represents an incredible opportunity for our community to dream big while investing in our students’ futures,” said Paula M. Pierce, President of the Windsor Education Foundation. “Every ticket purchased directly supports our grants for innovative classroom programs, and educational enrichment opportunities for Windsor students.”

The prize is a set of two round-trip tickets on JetBlue Airways to any destination in the airline’s network, which spans more than 100 destinations across the United States, Caribbean, Mexico, and Central and South America with Europe coming soon. The winner will have complete flexibility to choose their travel dates and destination, with tickets valued up to $5,000 depending on the route selected.

Proceeds from the raffle will fund WEF’s ongoing initiatives, which this year provided over $14,000 for Windsor student programs developed by our creative Windsor teachers. Grants given since 2007 total $248,563 for our Windsor kids.

Tickets are available for purchase at www.WindsorEducationFoundation.org and in person at The Bean 226, Windsor Ace Hardware, and The Blue Dragonfly, in Windsor.