Day Trips Worth the Drive From Milwaukee (2025)

9 Day Trips Worth the Drive From Milwaukee

Our travel experts share their day trip recommendations, plus a guide on restaurants worth the drive.

 


READ MORE FROM OUR 2025 DAY TRIPS FEATURE


What better way to spend a summer weekend than with a day trip? These bite-sized adventures pack in fun, sightseeing and great meals – all within an easy drive from Milwaukee.

West Bend

40 MILES FROM MILWAUKEE

West Bend just might have the state’s best concentration of antique and vintage shops in Wisconsin. Read our guide.

Photo courtesy of City of West Bend

It’s time to pick your Milwaukee favorites for the year!

 

Monroe

115 MILES FROM MILWAUKEE

Foodies must find their whey to this small town to take in the makers and history — and bring home a wedge or five. Read our guide.

Photo by National Historic Cheesemaking Center Museum

Chicago

93 MILES FROM MILWAUKEE

Explore new and old favorites in the Windy City. Read our guide.

Photo courtesy of Choose Chicago

RELATED: 13 WISCONSIN RESTAURANTS WORTH THE DRIVE, ACCORDING TO CULINARY EXPERTS


Madison

72 MILES FROM MILWAUKEE

See what’s new and happening up in Wisconsin’s capital city. Read our guide.

Photo courtesy of Forward Madison

The Wisconsin Dells 

124 MILES FROM MILWAUKEE

The Waterpark Capital of the World has more than just water slides and wave pools. Read our guide.

Photo courtesy of Del-Bar Supper Club

Two Rivers

90 MILES FROM MILWAUKEE

Point Beach offers 6 miles of undeveloped, sandy expanse surrounded by unique natural areas. Read our guide.

Rogers Street Fishing Village; photo by Don Smetzer/Alamy Stock Photo

Baraboo

115 MILES FROM MILWAUKEE

Make an environmental pilgrimage to the revitalized farmstead that inspired Aldo Leopold’s foundational land ethic. Read our guide.

Photo courtesy of Kubala Washatko Architects

Sturgeon Bay

150 MILES FROM MILWAUKEE

Lean into Wisconsin’s shipbuilding past – and get a glimpse at a modern shipyard –in Door County’s anchor city. Read our guide.

Photo by James Schwabel/Alamy Stock Photo

Dubuque, Iowa

170 MILES FROM MILWAUKEE

Jaunt just across the border for a deep dive into the Mississippi’s human and natural past. Read our guide.

Photo courtesy of Travel Dubuque

This story is part of Milwaukee Magazine’s May issue.

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