Back by Popular Demand!
Last year’s Dinner Anywhere in the World raffle sold out!
Secure your tickets below and savour the excitement.
Draw Date: Friday, February 20, 2026 at 12:30pm
Location: United Way, #510-4510 Rhodes Drive, Windsor, ON N8W 5K5
Official Poster
GRAND PRIZE:
Dinner for Two Anywhere in the World
Embark on a flavor-filled journey of a lifetime! Our upcoming raffle’s GRAND PRIZE offers Dinner for Two Anywhere in the World, including flights and accommodations.
Includes: Airfare, Accommodations, & Dinner. Booked through Valente Travel. (Max. Value $11,000 CAD)
Other Great Prizes Include:
SECOND PRIZE:
J.P. Wiser’s Whisky Tasting
20 guests will enjoy appetizers, J. P. Wiser’s product tastings, a personalized gift,
and a presentation by the Master Blender at Hiram Walker & Sons Ltd. (Value: $2,000)
THIRD PRIZE:
TWEPI Explore Windsor Essex County
Seven gift cards/passes to stay, dine and wine tastings around Windsor and Essex County. (Value: $600 CDN)
FOURTH PRIZE:
Caesars Windsor Staycation
Caesars Windsor Gift Card ($200 CDN) and two tickets to an upcoming show at The Colosseum. (Value: $400 CDN)
Thank you to our sponsors:
November 7, 2025
A Costa Rican Trip to Remember
In 2024, Heide and Stanley received a very surprising call – a call from United Way letting them know that they had won the Dinner Anywhere in the World Raffle. With excitement in the air and a dream to visit Costa Rica, they eagerly planned their tropical vacation down south.
Summary of Raffle Rules (see download pdf for full version)
- Individual must be of 19 years of age or older
- To claim a Prize, the selected entrant must attend, in person, at the offices of United Way Centraide Windsor-Essex Chatham-Kent, #510-4510 Rhodes Drive, Windsor, ON
- All prizes must be claimed within six (6) months of the draw date (August 21, 2026)
- The odds of being selected depend on the total number of eligible entries
- Prizes will be drawn in reverse order and tickets will remain eligible for the remaining prizes.
- Prizes are to be accepted as awarded. No cash option will be offered for any of the prizes.
- UWWECK staff, Board members and immediate families of staff and Board members residing in the same household are not eligible to win.
- Once declared the “winner”, he/she may not transfer any or all of the Prize/s won and prizes shall not be used for the purpose of further raffling off or selling for profit.
- Should a selected entrant not accept a prize within six (6) months of the draw date the prize or monies equivalent to the fair market value of the prize will be donated to a beneficiary approved by the licensor.
- UWWECK reserves the right to disqualify any entrant should such an entrant at any stage supply untruthful, incomplete, inaccurate or misleading personal details and/or information.
- To accept the Prize, the winner must sign a release and waiver agreeing to the use of his/her name, address, photograph, videotape, voice, signature and any likeness for advertising or publicity purposes
- This Raffle is subject to all federal, provincial and municipal laws of Canada.
- Please note that AGCO licencing requires that purchasers be present in Ontario to purchase tickets and mailing addresses outside of the province will be declined.
- This Raffle is administered by United Way Centraide Windsor-Essex County, #510-4510 Rhodes Drive, Windsor, Ontario N8W 5K5 and regulated under license from the City of Windsor.
Summary Prize Rules for Grand Prize: Dinner for Two Anywhere in the World
- Round trip airfare for two originating from an airport in Ontario with a returning flight to an airport within Ontario.
- All travel arrangements must be made through Valente Travel by September 30, 2026.
- Travel must be completed within 18 months of the draw date, namely August 20, 2027.
Official Contest Rules
Draw run by & benefiting United Way Centraide Windsor-Essex Chatham-Kent
Your purchase of Dinner for Two Anywhere in the World raffle tickets helps local families living in the neighborhoods that need it most, where more than 1 in 3 children are experiencing poverty. We know that the clearest pathway forward is through education. That’s why United Way is focused on delivering solutions that improve academic outcomes and career readiness.
Children are resilient, and with the right support, they can get on track and achieve their dreams.