Take in Chicago's Best Holiday Lights on a BYOB Trolley
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Climb aboard a vintage trolley and marvel at some of the Windy City’s cheeriest holiday sights while sipping on BYO beverages
The Deal
- $45 for one admission to a BYOB holiday trolley tour ($65 value)
- Admission includes a chili bar before the tour, trolley ride admission with stops at Zoolights and Christkindlmarket Chicago, and a souvenir Santa hat
- Upon purchase, you may schedule for one of the available dates
Tours begin and end at Matilda (3101 N. Sheffield). After departure, the trolley ride lasts approximately 3.5 hours.
What You’ll Do
The weather outside may be frightful, but this holiday trolley is most decidedly not. Climb aboard the Events with Benefitz vintage trolley for a whirlwind trip to some of Chicago’s loveliest holiday spots, taking in the sparkling lights on the Magnificent Mile and wandering through Lincoln Park Zoo’s ZooLights. Throw on your souvenir Santa hat, toast the trolley’s BYOB status, and take in the sights.
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Start with Chili and Cheer
Meet at Lakeview’s Matilda, where you’ll savor piping hot bowls of chili while admiring the bar’s trademark upside-down Christmas trees hanging merrily from the ceiling. Vegetarian chili will be available. -
Snap Photos of Chicago’s Prettiest Lights
The trolley will roll down the Magnificent Mile and State Street, pass the colorful holiday windows at Macy’s, and pull up to the 40-foot tree at Daley Plaza. -
Wander Through Two Beloved Holiday Attractions
While the trolley stops at each destination, you’re given ample time to wander Christkindlmarket and Lincoln Park’s ZooLights.