“Two Tickets To Anywhere” Raffle

With only 300 tickets available at $25 each, the raffle offers participants WAAAAY more favorable odds compared to traditional lotteries. The winning ticket will be drawn on March 6, 2026, at The Birdcage, 25 Central Street in Windsor at 8:00 pm.

Buy tickets below or in person from WEF Board members, or at ACE Hardware, The Blue Dragonfly, and The Bean@ 226 in Windsor center. They may require payment via cash or check only. (On our website you can pay by credit card via Paypal we accept debit and credit cards, too.)

“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 pair 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 about $5,000 depending on the route selected. Some restrictions apply.