Ugliest Sweater Holiday Lights Trolley Tour

Get ready for the most wonderfully tacky night of the season! The Ugliest Sweater Holiday Lights Trolley Tour brings together festive fun, outrageous fashion, and Cleveland’s brightest holiday displays for a ride your group won’t forget.

Guests climb aboard our vintage-style holiday trolley dressed in their most outrageous, over-the-top Christmas sweaters—think blinking lights, wild patterns, pom-poms, and pure festive chaos. As the trolley rolls through the city, riders enjoy a cheerful holiday playlist, glowing light displays, and plenty of laughter as everyone shows off their questionable style choices.

The highlight of the night?
🎉 The Ugly Sweater Contest, where guests compete for bragging rights (and a fun prize!) as the Ugliest Sweater Champion.

Expect:
✨ A cozy, decorated trolley
✨ Music, lights, and holiday cheer
✨ Fun photo ops with friends and family
✨ A laid-back, laughter-filled atmosphere

Perfect for groups, families, friends' night out, or anyone who loves a mix of holiday magic and playful competition. It’s festive, it’s silly, and it’s a Cleveland holiday tradition in the making.

Also check out other Contests in Cleveland.