Guide to what to do in Milwaukee in January, including best Milwaukee winter festivals and activities.
Planning to visit Wisconsin for a winter break? As the state’s largest city, there are so many things to do in Milwaukee in January; making it one of the best times to explore the city!
If you love outdoor activities or want to explore the city’s brewery and culinary scene, like me, there are various Milwaukee attractions in winter you can choose based on your preference.
Whichever type of traveler you are, Milwaukee has something for everyone! So, look no further if you’re not sure what to do in Milwaukee in January!
In this post, I have a round-up of fun things to do in Milwaukee in winter that you shouldn’t miss when you travel Wisconsin.

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Table of Contents
Overview: Top 3 Things to do in Milwaukee in January
- Join a Milwaukee Brewery Tour
- Explore Milwaukee’s Culinary Scene
- Watch a Milwaukee Bucks Game
1. Go to Waukesha Janboree

Don’t miss Waukesha Janboree if you’re looking for fun winter events in Wisconsin. Less than a 30-minute drive from Milwaukee, it’s one of the best day trips from Milwaukee during winter.
I look forward to it every January as Waukesha Janboree offers a wide range of activities that make it one of my favorite Milwaukee winter festivals.
Waukesha Janboree is a 10-day event in Wisconsin, which offers a lot of fun January things to do in Milwaukee with kids.
January is the month when the event commences, hence the name Janboree instead of the regular Jamboree.
You can watch the ice sculpting demo or do some outdoor activities like toboggan sliding and ice skating; definitely some of the top things to do in Milwaukee in January!
To top it all, there’s also the Aurora Borealis Laser Light Show, which can be a fun way to spend your winter in Wisconsin!
2. Enjoy Outdoor Activities in Red Arrow Park

Heading to Milwaukee in January isn’t complete without participating in a classic winter activity in the city: ice skating in Red Arrow Park.
The park is Wisconsin’s equivalent to Rockefeller Center in New York, which will be transformed into an ice rink during winter.
Situated in the heart of Milwaukee, the park is the venue for Slice of Ice, one of the most popular Milwaukee winter activities.
Typically started in December, Slice of Ice in Red Arrow Park offers various things to do in Milwaukee in winter.
As I didn’t bring my own skates, I rented a pair at an affordable price to make the most of these outdoor activities in Milwaukee.
This is also great if you’re looking for fun romantic things to do in Milwaukee during the winter.
For visitors with mobility issues, there are ice sleds that you can enjoy for free, which makes it one of the most fun winter things to do in Milwaukee!
3. Have Fun at the Cool Fool Kite and Ice Festival in Veterans Park

Cool Fool Kite and Ice Festival is one of the annual Milwaukee events in January that has been commencing for over three decades.
The event takes place on Milwaukee’s lakefront, where you can join in watching Jake the Kite Guy flying his gigantic kite as the highlight of the show.
I was able to purchase my own kite at the event to join in on the fun and embrace the winter wind!
If you’re into ice sculptures Milwaukee is also a great place to display some of the most incredible designs during the Cool Fool Kite and Ice Festival in Veteran’s Park.
4. Join the Polar Bear Plunge at Bradford Beach

Not too far from Veteran’s Park, you can also have and join one of the most fun things to do in Milwaukee in January: Polar Bear Plunge around Lake Michigan!
When it comes to Milwaukee events, January has a lot of activities on its calendar, with many unique and fun traditions. Situated at Bradford Beach, Polar Bear Plunge is one of them!
Known as Polar Bear’s Jump, it’s an unofficial tradition for things to do in Milwaukee in January.
Despite the colder temperature, people in Milwaukee welcome the New Year by jumping into Lake Michigan as a symbol of starting over.
If you’re looking for truly unique winter getaways in Wisconsin, try the Polar Bear Plunge. However, you could also just watch from afar, like me.
5. Go on a Winter Wood Walks at Boerner Botanical Gardens

During the winter, Boerner Botanical Gardens hosts Winterfest annually, which makes it one of the most popular Milwaukee winter festivals.
If you visit it before New Year, you’ll also get a chance to enjoy their Winter Wonders event to embrace the holidays.
However, Boerner Botanical Gardens can also be a great place to go if you’re looking for Milwaukee things to do in January indoors.
I joined a guided Winter Wood Walks, where I participated in some winter hikes while learning about the changing seasons and how they affect living creatures through the transitions!
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6. Join a Milwaukee Brewery Tour

With nearly two centuries of brewing tradition, it’s no wonder Milwaukee is known as the “Brew City” in Wisconsin.
Whichever time of the year you come to Milwaukee, joining brewery tours in Milwaukee is a must!
If you’re looking for things to do in Wisconsin in January, head over to Milwaukee and join some of the best Milwaukee brewery tours, one of the brewery tours in Wisconsin.
I particularly like the Miller Brewing Company, which has been in the business since 1855. Their brews are quite tasty!
7. Escape the winter cold at Mitchell Park Horticultural Conservatory (the Dome)

Sipping on a glass of Wisconsin beer is not the only way to warm myself up in the winter; I also visited the Mitchell Park Horticultural Conservatory around January in Milwaukee to escape the winter cold.
The Mitchell Park Domes are fascinating to admire if you’re an architecture enthusiast.
But on top of that, the indoor botanical gardens will also give you a chance to learn more about tropical flora, which requires warmer temperatures to escape the cold in January.
It’s also one of the most romantic weekend getaways in Wisconsin.
8. Explore the history of motorcycles at Harley-Davidson Museum

Apart from the brewery companies, Milwaukee is also home to one of America’s greatest manufacturers: Harley-Davidson.
Visiting the Harley-Davidson Museum in Milwaukee is a must, and you can visit it all year round.
Harley-Davidson Museum also hosts some seasonal events from time to time, so you can always check their calendar to ensure you won’t miss Milwaukee January events at the museum!
9. Explore Milwaukee’s Culinary Scene

If you’re looking for things to do in Milwaukee in January to support local businesses, the best way to do it is by exploring Milwaukee’s culinary scene while trying some comfort foods for the winter.
I recommend visiting the Milwaukee Winter Farmers Market to get some fresh produce or baked goods to support the local businesses in the city.
From high-quality veggies to organic fruits and dairy products, you can visit Fondy Market every Saturday.
Looking to dine out? Milwaukee also has some unique cafes and restaurants to dine in during winter with their signature domes and igloos for a more intimate dining experience!
There are plenty of Milwaukee food tours available online!
10. Visit the Milwaukee Public Museum and Milwaukee Art Museum

As two of the most-visited museums in Wisconsin, Milwaukee Public Museum and Milwaukee Art Museum are two popular spots to visit when traveling to Milwaukee in January.
The Milwaukee Public Museum not only has fascinating exhibitions about local history, but it also has several sections dedicated to the world’s nature and ancient civilizations.
If you’re on the lookout for some unique things to do in Milwaukee at night, you can also consider joining the MAM After Dark event at Milwaukee Art Museum.
11. Visit Indoor Waterparks

If you’re looking for things to do in winter in Milwaukee to escape the winter chill and enjoy some family fun, Milwaukee has several fantastic indoor waterparks that are perfect for a January day.
One of my favorites is the Springs Water Park at the Ingleside Hotel in Pewaukee, just a short drive from Milwaukee.
With water slides, a lazy river, and a relaxing whirlpool, it’s a great spot to warm up and have some fun.
Another popular option nearby is Timber Ridge Lodge & Waterpark in Lake Geneva, one of the best indoor water parks in Wisconsin, where the kids can splash around while you unwind.
These indoor waterparks provide a tropical escape, even in the heart of winter!
12. Tour the Basilica of St. Josaphat

Touring the Basilica of St. Josaphat is one of the free things to do in Milwaukee in January when you’re looking for something awe-inspiring indoors.
I’ve always been blown away by the stunning architecture of this historic landmark, which was modeled after St. Peter’s Basilica in Rome.
The intricate stained glass windows, ornate murals, and towering dome make it a peaceful place to visit and reflect.
Best of all, it’s free to tour, and the Basilica even offers guided tours if you want to learn more about its history.
If you’re a fan of beautiful spaces or just need a quiet break from the winter hustle, this is one of the free things to do in Milwaukee in winter indoors you can’t miss.
13. Sled at Whitnall or Humboldt Park

When the snow starts to fall, one of my favorite fun things to do in January in Milwaukee is sledding at Whitnall or Humboldt Park.
There’s nothing like the rush of speeding down a hill, bundled in layers, with the crisp winter air on your face.
Whitnall Park, located in the southwest corner of the city, offers expansive open hills perfect for both beginners and thrill-seekers.
Humboldt Park, on the city’s south side, is another excellent spot with a fantastic sledding hill that’s family-friendly and not too far from the heart of the city.
I always pack a thermos of hot chocolate for breaks in between runs—it’s the perfect way to warm up after a few thrilling trips down the hill.
Sledding is one of the top things to do in Wisconsin in winter and one of the things to do in Milwaukee winter, so don’t miss out!
14. Stroll through the Third Ward

Strolling through the Historic Third Ward is always a treat, especially in winter when the crisp air adds a certain charm to the neighborhood’s character.
I love wandering down the cobblestone streets, taking in the eclectic street art murals that give this area its vibrant, creative energy. Plus, it is absolutely one of the free things to do in Milwaukee.
The architecture here is also a standout, with beautifully preserved brick warehouses that now house trendy boutiques, galleries, and cozy cafes.
Even on a chilly January day, there’s something special about walking through this artsy district, grabbing a warm drink, and admiring the blend of history and modern flair.
I also recommend joining a fascinating ghost walk tour in Milwaukee’s third ward!
15. Watch a Milwaukee Bucks Game

Catching a Milwaukee Bucks game at the Fiserv Forum is one of the activities to do in January if you’re in town.
There’s nothing like the energy inside the arena when the crowd gets behind the team, especially now that the Bucks are a major force in the NBA.
If you are looking for fun winter activities in Milwaukee at night indoors, the atmosphere is electric with non-stop action, music, and even games for the crowd during timeouts.
I love grabbing some snacks, settling into my seat, and getting swept up in the excitement of watching Giannis and the team play.
Plus, with the arena located right downtown, it’s easy to grab a bite to eat or explore the area before or after the game. It’s a winter experience that’s exciting and quintessentially Milwaukee!
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January in Milwaukee offers a wide range of both indoor and outdoor activities.
Whether you want to embrace winter at the Slice of Ice skating rink in Red Arrow Park or warm up with a visit to local breweries, there are many fun things to do in Milwaukee in January!
Visiting Milwaukee in January also gives you a chance to attend some of the best annual events in the city, including the Winterfest and the Cool Fool Kite and Ice Festival.
FAQs About the Best Things to do in Milwaukee in January
What is the best month to visit Milwaukee in winter?
It really depends on what you want to do. If you want Christmas activities, then December is best. But January is also full of fun events and activities. If you just want to enjoy the snow and winter activities, then December, January or February will be great.
What are the best things to do in Milwaukee in January?
January in Milwaukee is full of fun activities and events. But a few of my favorites are the Waukesha Janboree, the Polar Bear Plunge at Bradford Beach and ice skating at Red Arrow park.
What is the coldest month in Milwaukee?
January is the coldest month in Milwaukee. The average high temperature in January is 28°F, while the average low is 16°F.
What are family things to do in Milwaukee in January?
In January, families in Milwaukee can do these things to do in Milwaukee in the winter like ice skating at Red Arrow Park, exploring the interactive exhibits at the Milwaukee Public Museum, or visiting the indoor water parks.
How are Milwaukee winter temperatures?
Milwaukee winter temperatures typically range from the low 20s°F to mid-30s°F, often accompanied by wind chills and occasional snowfall.
What are fun Day trips from Milwaukee in winter?
Fun winter day trips from Milwaukee include visiting the Cedarburg Winter Festival, skiing or snowboarding at Alpine Valley Resort or exploring the winter beauty of Lake Geneva with its ice castles and holiday lights.
What to pack for your Fall or Winter trip
- Warm Clothing: Bring a heavy winter coat, gloves, scarf, hat, thermal socks, and layered clothing.
- Footwear: Wear waterproof and insulated boots with good traction.
- Snow Gear: Pack snow pants or insulated trousers and snowshoes or crampons.
- Winter Driving Essentials: Include an ice scraper, snow brush, and emergency car kit.
- Travel Documents: Don’t forget your passport/ID, travel insurance, itinerary, and maps.
- Electronics: Bring a portable charger and camera for capturing memories. I love my GoPro!
- Health and Safety: Carry prescription meds and a basic first-aid kit.
- Sunscreen is key! I always take with me my eco-friendly sunscreen by Thinksport.
- I always carry a light rain jacket, just in case.
- Travel insurance: If you haven’t already obtained travel insurance for your trip, travel is protected against all odds with HeyMondo.


Want more fun things to do in Milwaukee in January? Check out our webstory.

Hola! I’m Paulina, a seasoned travelette who crossed the Atlantic Ocean by Boat HitchHiking. On my blog, find expert insights for an extraordinary holiday through outdoor and sustainable travel like hiking, cycling, and sailing. Let’s embark on unforgettable journeys together! 🌍🚀