Celebrate the Holidays with the Ugly Sweater Trolley Pub Crawl in Wisconsin Dells
Difficulty
moderate
Duration
3–4 hours
Fitness Level
Suitable for most people comfortable with light walking and standing for moderate periods
Overview
Hop aboard Wisconsin Dells’ Ugly Sweater Trolley Pub Crawl for a festive night of music, local bars, and holiday cheer. Don your quirkiest sweater and enjoy a moving celebration through this lively Midwestern town.
Ugly Sweater Trolley Pub Crawl
THE BEST TIME YOU'VE EVER HAD WITH A GROUP OF THE UGLIEST DRESSED PEOPLE YOU WILL EVER SEE!
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Adventure Photos
About This Adventure
Join the Ugly Sweater Trolley Pub Crawl for a festive night filled with great music, friends, and unforgettable memories! Don your most outrageous Christmas sweater and enjoy a lively ride through Wisconsin Dells, stopping at popular bars. Bring your own drinks and snacks for a truly unique holiday celebration on wheels!
Duration
3 - 3.5 Hours
About
GREAT MUSIC! GREAT FRIENDS! 3 STOPS (Drinks not included.) AWESOME MEMORIES AND HOLIDAY FUN!
DELLS TROLLEY PRESENTS THE UGLY SWEATER TROLLEY PUB CRAWL!
Dig the ugliest Christmas sweater you can find out of your grandmas closet and join us for a night of drinking. Carry on beverages are acceptable, as well. The ride is half the fun with music and laughs. We will cruise around town and show off our sweaters with Stops @ grateful shed, edge of dells bar and grill, then we will crawl to downtown Wisconsin Dells with a stop @ Showboat saloon. We will be out for enjoying the drive and our awesome stops! Great Music. Great Friends! Greater Memories! *stops Subject to change
What's includes:
-TRANSPORTATION
-GREAT MUSIC
-COOLERS ARE WELCOME ON BOARD AS WELL AS YOUR OWN FOOD IF YOU WOULD LIKE
-TOUR GUIDE/DRIVER
-AWESOME MEMORIES
WHAT'S NOT INCLUDED?
-UGLY SWEATERS (BYO)
-BEVERAGES.
-WHILE WE PROVIDE A POSITIVE/AWESOME TIME WE NEED YOU TO BRING THE SAME ATTITUDE SO WE HAVE AN AWESOME HOLIDAY PARTY ON WHEELS FULL OF ENERGY!
- DRINKS & GRATUITY AT RESTAURANTS/BARS AND FOR YOUR DRIVER NOT INCLUDED AND APPRECIATED IF YOU HAD A GOOD TIME.
Adventure Tips
Dress Warmly and Festively
Wear your ugliest Christmas sweater plus layers to stay warm during trolley stops or outdoor mingling.
Bring Your Own Snacks and Drinks
Personalize your experience by packing snacks and drinks to enjoy throughout the crawl.
Plan for Moderate Walking
Be prepared for short walks between bars and the trolley; comfortable shoes are recommended.
Book Early During the Holidays
This popular event fills up fast during the holiday season—reserve your spot in advance.
Local Insights
Wildlife
- White-tailed deer visible on town outskirts
- Winter birds like chickadees and cardinals
History
Wisconsin Dells developed around dramatic sandstone formations carved by glacial meltwaters and grew into a major tourism hub by the mid-20th century.
Conservation
The local tourism industry actively promotes sustainable business practices, encouraging visitors to respect nature and minimize waste during their stay.
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Frequently Asked Questions
Recommended Gear
Ugly Christmas Sweater
Key for joining the festive spirit and blending in with fellow crawlers.
winter specific
Warm Jacket
Necessary for comfort when waiting between stops and riding the trolley.
winter specific
Comfortable Walking Shoes
Ideal for short walks between trolley stops and standing in bars.
Reusable Drink Cup
Helps you safely carry drinks onboard the trolley.
winter specific