Sweepstakes 2021

The quest is on! You’re sure to find treasure with more than $100,000 in prizes, including once-in-a-lifetime vacations, home makeovers, retreat packages, incredible experiences for you and your family, and the Grand Prize – a new Subaru Outback!

And because all of our fantastic prizes are donated by community and business partners, 100% of your gift goes toward supporting your favorite WTTW programs!

2020 Subaru Outback

Drive off in the Grand Prize: a 2021 Subaru Outback

Bonus Prize – Walter E. Smithe

Bonus Prize: Walter E. Smithe

Or discover the Great Treasure Hunt Bonus Prize: A $10,000 home-makeover from Walter E. Smithe.

Bonus Prize – Walter E. Smithe

Bonus Prize: Walter E. Smithe

Or discover the Great Treasure Hunt Bonus Prize: A $10,000 home-makeover from Walter E. Smithe.

2021 Spring Early Bird Prize: Grill Master Prize Pack

Enjoy delicious grilled appetizers, entrees, desserts, and more with the Large Big Green Egg.
Enter by June 28, 2021 to be eligible.

2021 Spring Early Bird Prize: Grill Master Prize Pack

2021 Spring Early Bird Prize: Grill Master Prize Pack

Enjoy delicious grilled appetizers, entrees, desserts, and more with the Large Big Green Egg.
Enter by June 28, 2021 to be eligible.

2021 Fall Early Bird Prize: Zip Away!

Two Ice Bear Maddog scooters from City Scooters for one lucky winner.
Enter by October 18, 2021 to be eligible.

Fall Early Bird –  Ice Bear Maddog scooters from City Scooters

2021 Fall Early Bird Prize: Zip Away!

Two Ice Bear Maddog scooters from City Scooters for one lucky winner.
Enter by October 18, 2021 to be eligible.

Ancient and Modern Israel

Immerse yourself in 21st-century Israeli life and Israel’s iconic historical sites on this luxury seven-night package for two.

Ancient and Modern Israel

Ancient and Modern Israel

Immerse yourself in 21st-century Israeli life and Israel’s iconic historical sites on this luxury seven-night package for two.

Luxury Rug from Oscar Isberian Rugs

Luxury Rug from Oscar Isberian Rug

Luxury Rug from Oscar Isberian Rugs!

Virtual Cooking party for up to 25

Two winners valued at $2,500 per prize.

Virtual Cooking party for up to 25

Virtual Cooking party for up to 25

Two winners valued at $2,500 per prize.

Two winners will enjoy luxury gym amenities with a 12-month Fitness Formula Clubs Premier

Membership valued at $2,500 per prize.

Fitness Formula Clubs Premier

Two winners will enjoy luxury gym amenities with a 12-month Fitness Formula Clubs Premier

Membership valued at $2,500 per prize.

Have a very merry summer with four tickets to Santa’s Village

Enjoy the Santa Springs water park, thrill rides, kiddie rides, fun animal encounters, carnival games and more! 40 WINNERS!

Santa’s Village

Have a very merry summer with four tickets to Santa’s Village

Enjoy the Santa Springs water park, thrill rides, kiddie rides, fun animal encounters, carnival games and more! 40 WINNERS!

Punta Cana Paradise

Punta Cana Paradise

Cancun Escape

Cancun Escape

Los Cabos Retreat

Los Cabos Luxury

Play in Playa del Carmen

Play in Playa del Carmen

Dominican Delight

Dominican Delight

Meet Me in Mujeres

Meet Me in Playa Mujeres

Riviera Respite

Riviera Maya Retreat

Mackinac Getaway

Mackinac Getaway

Royal Riviera Respite

Royal Riviera Respite

Punta Cana Paradise

Punta Cana Paradise

Cancun Escape

Cancun Escape

Los Cabos Retreat

Los Cabos Retreat

Play in Playa del Carmen

Play in Playa del Carmen

Dominican Delight

Dominican Delight

Meet Me in Mujeres

Meet Me in Mujeres

Riviera Respite

Riviera Maya Retreat

Mackinac Getaway

Mackinac Getaway

Royal Riviera Respite

Royal Riviera Respite