Experience the Ultimate Ugly Sweater Trolley Pub Crawl in Wisconsin Dells
Difficulty
easy
Duration
2–3 hours
Fitness Level
No special fitness required; suitable for all adults comfortable standing and mild walking
Overview
Hop aboard the Ugly Sweater Trolley Pub Crawl for a festive, social adventure through Wisconsin Dells’ lively streets. This unique party on wheels combines local charm with holiday cheer, making it a must-do experience for visitors looking to explore the city’s nightlife safely and memorably.
Ugly Sweater Trolley Pub Crawl
THE BEST TIME YOU'VE EVER HAD WITH A GROUP OF THE UGLIEST DRESSED PEOPLE YOU WILL EVER SEE!
Select participants and date
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
Wear your funkiest sweater
The event’s theme revolves around ugly sweaters, so bring your boldest for the best experience and photos.
Plan for safe transportation
While the trolley provides safe transport during the crawl, arrange your return trip home or hotel beforehand.
Arrive early to secure your spot
These events can fill quickly, especially during holidays—booking and arriving early ensures you won’t miss out.
Bring a valid ID
You must be 21 or older to participate and a valid ID is required for drink purchases.
Local Insights
Wildlife
- While mostly urban, occasional sightings of white-tailed deer near outskirts
- Various migratory birds often spotted near nearby riverbanks
History
Wisconsin Dells developed as a resort city around its unique sandstone formations and has grown to blend outdoor adventure with lively entertainment.
Conservation
Operators encourage responsible drinking and proper waste disposal to keep Wisconsin Dells’ streets and natural areas clean.
Select participants and date
Frequently Asked Questions
Recommended Gear
Ugly Holiday Sweater
Makes you part of the fun and matches the-themed trolley pub crawl vibe.
fall specific
Comfortable shoes
You might stand or walk short distances getting on and off the trolley.
Photo-ready smartphone or camera
Capture memorable moments aboard the festive trolley and with fellow adventurers.
Layers or jacket
Wisconsin evenings can be chilly, so dress in layers to stay comfortable.
fall specific