Choose a decade. Create the moment. Make an impact.
The 2026 UWGW Trike Race celebrates the rich history, resilience, and evolution of Greater Waterbury – and the moments in time that have shaped our community over the decades. From roaring celebrations to times of reinvention, this year’s race invites teams to bring those eras to life through bold costumes and creative trike designs.
Teams are encouraged to fully embrace the “Moments in Time” theme by selecting a decade — from the 1920s through today — and transforming it into a moving tribute to style, culture, and community spirit.
This year, creativity takes center stage with dedicated awards and prizes recognizing standout costumes, trike decorations, and overall theme execution.
Hurry – teams are encouraged to register early and claim their decade before the rest of the competition!
Suggested Era Categories
- 1920s – Roaring Twenties
Jazz Age glamour, Art Deco flair, and bold expression
- 1930s – Vintage Americana
Resilience, simplicity, and timeless style
- 1940s – Victory & Unity
Community spirit, optimism, and togetherness
- 1950s – Classic Americana
Post-war pop culture, diners, and sock-hop style
- 1960s – Peace, Pop & Color
Expression, change, and cultural revolution
- 1970s – Disco & Funk
Groove, freedom, and fearless fashion
- 1980s – Neon, Arcade & Pop Icons
High-energy color, big hair, and iconic trends
- 1990s – Grunge & Throwback Pop
Alternative attitude and retro vibes
- 2000s – Y2K & Early Internet
Digital beginnings and turn-of-the-millennium style
- 2010s – Social & Streaming Era
Sharing the moment and culture in real time
- 2020s – Resilience & Reinvention
Community strength and forward momentum
Judging & Awards
Costumes and trike decorations will be evaluated during the event, with special prizes awarded for creativity, theme alignment, and overall execution.
Bring your decade to life – and help write the next chapter in Greater Waterbury’s story.