Milwaukee Travel Ideas & Itineraries
Welcome to Milwaukee, where vibrant culture meets rich history, and the spirit of innovation thrives. Whether you're a first-time visitor or a seasoned traveler returning to explore more, our curated trip ideas and itineraries are designed to make your experience unforgettable. From savoring the city's renowned craft breweries and culinary delights to delving into its fascinating museums and lakeside parks, the Good Land offers something for everyone. Discover Milwaukee like never before and embark on a journey that blends tradition with innovation.
Top 10 Things to Do
There’s so much to do and see in Milwaukee, but if you can check off these 10 classics, you’ve made a pretty good start.
3-Day Adrenaline-Pumping Getaway
Discover adrenaline-pumping activities in Milwaukee! From helicopter tours to Milwaukee Mile Speedway racing, just a few of the adventurous things to do.
Milwaukee Beer History Itinerary
Explore Milwaukee’s rich beer history with our comprehensive itinerary featuring iconic breweries…
Make the Most of Milwaukee: 24-48 Hour Itineraries
Whether you're here for a quick getaway or a spontaneous weekend adventure, we've got the perfect itineraries to help you experience the best of Milwaukee in just 24 to 48 hours! From iconic attractions and must-try bites to hidden gems and local favorites, these curated plans make it easy to soak up the city's thriving culture, delicious flavors and unforgettable sights—no stress required.
Milwaukee: Your Bachelor/Bachelorette Party Starts Here
Milwaukee is calling, and it’s the perfect spot to party with your crew! Sip craft brews, dance the night away, shop ‘til you drop, or hit the lake for some epic adventures. From rooftop to riverfront, this city knows how to turn up the fun for bachelorette and bachelor weekends you’ll be talking about forever!
Start Your Milwaukee Journey with Story-Led Itineraries
Charlie Berens, Everywhere Is Queer and other guest contributors reveal the places that capture their attention in Milwaukee. Their itineraries mix local charm, creative ideas and signature favorites. Find a route that speaks to your style and start exploring.
Stay up to Date on All Things Milwaukee
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Song Sung Hugh: Following Hugh Jackman's Trail Through Brew City
Sweet Milwaukee, bum, bum, bum, good times never seemed so good! Hugh Jackman swept through this city like a man who understood something the rest of the world is just beginning…
Making Spirits Bright: Milwaukee’s Holiday Bars and Pop-Ups
Sleigh bells sing; the snow is glistening. Holiday fun? We’re listening. The most magical time of year is officially in the air, and you can find festive cheer around…
Milwaukee’s Music Scene: The City in Rhythm
Milwaukee is a city that moves to the rhythm of its own beat. The music scene here mirrors every ounce of its personality, paving the way for up-and-coming bands and national…
Milwaukee Winter Festival Guide 2025/2026
The City of Festivals doesn’t let a little cold keep us from throwing a party and inviting the whole world to join in. When Jack Frost bites, we bundle up or head indoors…
12 Days of Holiday Fun in Milwaukee
There’s no place like Milwaukee for the holidays! The Cream City is in the spirit of the season, and all around town, you’ll find events, experiences, shows and…
11 Places to See Holiday Lights in Milwaukee
All across Milwaukee, twinkling lights bring wonder to winter nights. Stroll through the city’s charming streets, cocoa in hand and snow at your feet. Music drifts…
17 New and Upcoming Milwaukee Restaurants
Milwaukee’s dining scene is buzzing. With fresh flavors, new vibes and bold ideas, it’s the perfect time to eat your way through the city. We’ve combed…
Business of Travel Series: This City's Electric Energy Surprises— and Delivers for Visitors
This story originally ran as part of the American City Business Journal’s Business of Travel Series, sponsored by Visit Milwaukee. Milwaukee has a way of defying scale…
Milwaukee Deer District Holiday Market: What to See, Do, Drink and Chew
Chicago has the Christkindlmarket. New York has Rockefeller Plaza. But Milwaukee has something even better that’s making spirits bright this season. Welcome to the Deer…
Black Friday Beer Releases in Milwaukee
Milwaukee does Black Friday differently. Sure, wander the city and you'll find stores all over town offering discounts and deals on just about everything, but many locals…