If you’re a local, you already know.
Milwaukee is a city with a rich history, vibrant culture, and plenty of family-friendly activities to enjoy throughout the year.
From exploring museums and parks to attending festivals and events, there’s always something exciting happening in the Cream City.
But where do you start?
To help you make the most of your time together, we’ve put together a bucket list of 50 must-do activities for families.
The best part?
These activities are spread out over the course of the year, so you can plan your adventures and make sure you don’t miss any of the city’s best attractions.
Let’s dive in!
Winter
1. Ice skate at Slice of Ice in Red Arrow Park.
Did you know that the 128×95-foot ice rink in Red Arrow Park is actually bigger than the one at Rockefeller Center?
You can visit this downtown landmark January through March for free ice skating (with skate rentals available at a small cost). Remodeled in 1999, the ice rink can fit around 100 people at a time and is conveniently located right next to a Starbucks, so you can enjoy a hot chocolate.
No reservations are needed this season, and as usual, the rink will offer free skating for visitors with their own skates, and skate rentals are available for $9 for adults and $7 for under 18.
Helpful hint: Polar Pals are available for kids who are just learning to skate, and ice sleds are available for people with mobility limitations.
Want more ice skating ideas? Here’s a list of the 10 Best Places to go Ice Skate Around Milwaukee.
2. Go night sledding.
Some Milwaukee County Parks are lit up from 4:30 – 8:30 for night sledding! See our top sledding hill recommendations here.
3. Sip on local hot cocoa.
There’s something truly comforting and timeless about a mug of hot cocoa. There’s no better way to warm little hands and bellies at the same time on a cold winter day in Wisconsin!
Whether your cocoa style is traditional or trendy (hot cocoa bombs, anyone?), these hot cocoa hot spots in the greater Milwaukee area will help take away the chill.
(Some of them even have edible glitter!).
4. Ride down a 350 foot toboggan run.
Located near Lowell Elementary School, Lowell Park in Waukesha offers great sledding and a 350 foot lighted toboggan run (for a small fee). Sleds are also available to rent. You must sign a waiver, which are available at the shelter, and all riders must by 48 inches or taller. Children under 11 must ride with an adult.
5. Explore the magnificent ice castles in Lake Geneva.
The Lake Geneva Ice Castles have become an annual winter attraction, located less than an hour from Milwaukee. Visitors can expect the frozen towers, caverns, icicle arches, ice slides, tunnels, and frozen fairytale features they’ve come to love at the iconic winter wonderland.
6. Ice Skate on the Dinky Rink.
The “Area’s Smallest Public Ice Rink” is located in the parking lot at the Milwaukee Public Market.
The Dinky Rink, located outdoors on the north side of the public market building in the market’s surface parking lot, is free of charge and open for operation, with 90-minute time slots available by reservation only.
7. See an art installation downtown.
Milwaukee Downtown typically brings in an intriguing art installation each winter.
Last yer, Cathedral Square was home to “Lightfield“, and the year before that we welcomed the giant Massimals.
What will it be this year? Stay tuned!
8. Watch the bed races at the Cedarburg Winter Festival.
Cedarburg’s annual Winter Festival features an Ice Carving Contest, barrel races, “costumed bed-races on ice”, camel rides, Baggle of the Bands, parades, and more.
9. Cheer on your world champion Milwaukee Bucks at the Fiserv Forum.
If you head to a Bucks game with your family, be sure to stop by section 101 or 201 to make poster, say hi to the entertainers in Kohl’s Court, and try to get on the Jumbotron. There are scheduled Family Nights each season that include a hot dog and soda.
10. Go on a candlelight hike.
Candlelight hikes are a unique way to enjoy the outdoors in the winter months. Here’s a roundup of upcoming candlelight hikes.
11. Head to the train show at the Domes.
The Domes annual train show opens each year in January with G-scale trains traversing the show dome on four tracks totaling 800 feet. There’s a different theme each year!
Spring
12. See the city’s first ambulance the the Milwaukee Fire Museum.
If you have kids who are wild about fire trucks, then you won’t want to miss this hidden gem in Milwaukee.
Located in an old 1927 fire station on Oklahoma Avenue, the Milwaukee Fire Department (MFD) Museum and Historical Society is open for afternoon tours (1 – 3 p.m., or by appointment) on the first Sunday of the month (April – December).
13. Tap the maple trees at a local nature center.
Early spring is when the local nature centers host programming for maple sugaring season. You can learn about the process, do hands-on demonstrations, and even taste the sweet treats that go along with this special season.
14. Slide down Bernie’s Slide before a Brewer’s Game.
At American Family Field (1 Brewers Way, Milwaukee, WI 53214), your whole family can root for a Brewers win, sing along to “Take Me Out To The Ball Game”, catch a glimpse of the famous racing sausages, and so much more.
Here are some tips for your next visit to American Family Field with kids.
15. Visit Alice’s Garden Urban Farm.
Looking for a green oasis in the heart of Milwaukee? Say hello to Alice’s Garden Urban Farm! This charming two-acre urban farm is a slice of nature’s magic, right in the city. It offers a unique chance for your kiddos to learn about plants, gardening, and the joys of growing food.
Alice’s Garden isn’t just about plants; it’s a community hub with educational programs and events. Imagine your little ones getting their hands dirty in the children’s garden, or the whole family enjoying a peaceful walk among lush greenery and an herbal labyrinth.
With a focus on community and sustainable living, Alice’s Garden is a gem that brings together nature, learning, and fun. It’s more than just a garden; it’s an experience that nurtures both the environment and community spirit.
So, grab a picnic blanket, pack some snacks, and head on over to Alice’s Garden for a delightful day out with the family!
16. Get in free at the Milwaukee County Zoo.
Family Free Days happen at the Zoo once a month in January, February, March, April, November, & December.
Before you head out, don’t miss our curated Family Guide to the Milwaukee County Zoo: 5 Things to Do & See.
17. Bike along the Oak Leaf Trail.
Hey Milwaukee families! Ready to embark on an outdoor adventure right in our backyard? Grab your bikes, strollers, or walking shoes and head to the Oak Leaf Trail! This extensive trail winds through some of Milwaukee’s most scenic areas, perfect for a family day out.
The Lake Park Loop is a scenic ride along Milwaukee’s lakefront. The line begins at the Milwaukee Art Museum and follows the shoreline through Veterans Park, McKinley Park and Bradford Beach, before continuing on to Lake Park and ending at the Northpoint Lighthouse.
18. Climb the lighthouse in Central Library during National Reading Month.
March is National Reading Months, and Central Library is the crown jewel of Milwaukee’s public library system. Built in the 1890’s, it’s a stunning example of neo-renaissance architecture.
The Betty Brinn Children’s Room at Central Library gives kids their very own separate area to explore. There’s a lighthouse to climb, plenty of cozy reading alcoves, dozen of computers, and special children’s book collections grouped together.
There’s affordable parking on both sides of the building and across the street.
Fun Fact: The stained glass window in the Central Library Children’s Room is called the “Hans Christian Andersen Window.” It was designed by Marie Herndl in 1896, one of the only women in her field at the time. It was restored for the grand opening of the children’s room in 1998.
See our list of the best libraries around Milwaukee.
19. See a show at First Stage.
First Stage, one of the nation’s most acclaimed children’s theaters, is right here in our city, offering spellbinding performances that captivate both young and old!
From vibrant adaptations of classic tales to exciting new works, their shows are crafted to spark imagination and dialogue among families.
20. Go to “Tuesdays in the Garden” at Lynden Sculpture Garden.
The Lynden Sculpture Garden is our city’s hidden gem, offering a serene escape into a world where art meets the outdoors. With over 50 monumental sculptures set in 40 acres of park, pond, and woodland, it’s a visual feast for all ages!
But there’s something extra special for families: Tuesdays in the Garden! This program is a fantastic way for you and your little explorers to dive into nature. It’s a mix of storytelling, art-making, and outdoor activity that’s perfect for kids of all ages. Each Tuesday brings a new adventure.
Don’t feel like joining a program? No worries! Just walking around the grounds is an adventure in itself. Imagine wandering through the trails, discovering sculptures at every turn, and watching your kids’ eyes light up with wonder. It’s a peaceful yet exciting way to spend time as a family, soaking in the beauty and tranquility of nature.
Summer
21. Listen to music at Chill on the Hill in Bay View.
Located in the heart of Milwaukee’s Bay View neighborhood, this summer music series is the perfect way to spend a relaxed, fun-filled evening with the family.
Set in the picturesque Humboldt Park, Chill on the Hill invites everyone to spread out their blankets, set up lawn chairs, and enjoy a lineup of fantastic local music. From jazz to rock, there’s a beat for every music lover.
With kids dancing on the grass, families enjoying picnics, and friends meeting under the summer sky – it’s a weekly celebration of community and music.
So pack some snacks, maybe a frisbee, and head down to Humboldt Park for Chill on the Hill!
22. Visit each Milwaukee County Beach at least once.
Summer days are made for family beach days full of sand and fun in the sun!
There are nine public beaches in Milwaukee County along the Lake Michigan shoreline, and you can actually enjoy them all year round, not just in the summer months.
Here are 9 local beaches, listed from north to south, along with info about what you’ll find at each one.
23. Settle the custard debate.
In our city, Kopp’s and Leon’s aren’t just dessert shops; they’re custard institutions!
First up, Kopp’s Frozen Custard: Step into Kopp’s and you’re stepping into a world of creamy, dreamy custard heaven. Known for their flavor-of-the-day, Kopp’s delights with unique and classic combinations that change daily. But it’s not just about the custard; their jumbo burgers and crispy fries make it a full-on family feast!
Then, there’s Leon’s Frozen Custard: Driving along South 27th Street, you can’t miss the iconic neon lights of Leon’s. A true Milwaukee staple since 1942, Leon’s serves up custard that’s smooth, rich, and full of nostalgia. With a classic menu and a retro vibe, it’s like taking a delicious step back in time.
Both Kopp’s and Leon’s offer more than just sweet treats; they provide a taste of Milwaukee’s history and culture.
Whether you’re a die-hard Kopp’s fan or a Leon’s aficionado, one thing’s for sure: Milwaukee knows its custard, and these two spots are the cherry on top!
24. Fly a kite at a Gift of Wings Kite Festival in Veteran’s Park.
Imagine a sky filled with colorful kites of all shapes and sizes, dancing over the beautiful lakefront at Veterans Park.
This Gift of Wings Kite Festival at Veterans Park brings together kite enthusiasts from all over, showcasing incredible flying skills and magnificent kite designs – from giant octopuses soaring in the sky to high-flying stunt kites choreographed to music.
Kids can learn to fly kites, watch demonstrations, and look up in wonder at the kaleidoscope of kites.
Admission and parking is free! Pack your picnic, bring your kite, and join the fun under Milwaukee’s big blue sky!
25. Climb the observation tower at Lapham Peak in Delafield.
The views atop the Lapham Peak Observation Tower are worth the climb at this scenic Delafield destination. There’s also plenty of wildlife to see, and lots of kid-friendly hiking options.
We recommend Plantation Path, a one-mile, blacktopped, accessible trail through a prairie and wooded area. The Butterfly Garden, the crown jewel of Lapham Peak State Park, is located just east of this path. Check the map before you go!
An annual park sticker is required.
Here are more Kid-Friendly Summer Hikes to explore.
26. Go strawberry picking.
In southeastern Wisconsin, beautiful strawberries and sugar snap peas are usually ready for picking by the middle of June. Cherries come next in early July, followed by raspberries and blackberries.
You and the kiddos can have a great time in the strawberry patches, picking your own berries, making some memories and taking photos of red-stained smiles. It’s a great experience for the whole family, and way better than buying them in the grocery store! So make plans now to head to a local farm and start a new family tradition.
Always be sure to call ahead for hours and the daily update. Picking times and dates depend on weather and availability, and it’s always changing.
27. Play at Northwestern Community Park on the Summerfest grounds.
This entirely redeveloped entertainment space for families offers inclusive and accessible play for children ages 2 – 12 years of age, including those who may experience a variety of challenges.
Community Park offers new play equipment on a soft surface, including ramps for wheelchair access and shaded seating.
The Toddler Play Area called “Giggle Grounds” is a covered play area for the littlest kids.
There’s also a permanent stage structure with accessible seating and a viewing area for over 500 patrons.
Parents love the permanent family restrooms with changing tables, nursing mother stations, and sensory rooms that are air-conditioned and quiet.
For more information, head to milwaukeeworldfestival.com.
Here are more must-visit playgrounds around Milwaukee.
28. Churn butter at Old World Wisconsin.
The Old World Wisconsin historical site is now fully open for families to visit throughout the summer. Visitors will experience firsthand the daily life of Wisconsin’s earliest settlers. It includes 60 restores historic structures on over 600 acres of picturesque landscapes.
29. Run around Possibility Park in Port Washington.
Possibility Playground is located in Upper Lake Park in Port Washington, about a 40-minute drive from the city of Milwaukee. It offers a beautiful view of Lake Michigan and plenty of picnic space.
This whimsical, universally-accessible, enclosed play area was the first of its kind in metro Milwaukee when it was built in 2008. It was built entirely with donated funds, materials and labor. Since then, it was named one of the 10 best playgrounds in the country by USA Today, and has been used by thousands of children and parents.
30. Meet baby animals at Wisconsin State Fair.
The Wisconsin State Fair is back this year, and it’s a celebration of agriculture, local delicacies, and yes, food-on-a-stick.
A must stop for kids and families is the Compeer Financial Discovery Barnyard, located near Ag Village, where you’ll find hundreds of baby animals. Last year, 600 chicks and 21 piglets were born there. You’ll also find a cows and calves, ewes and lambs, dairy goat kids, and ducklings.
Fall
31. Pet farm animals at a local petting farm.
Want to get up close with friendly farm animals? Local petting farms offer a delightful experience for kids and adults alike. Feed the goats, pet the bunnies, and watch your kids’ faces light up with joy. It’s a perfect way to connect with nature and learn about farm life. Check out our favorite petting farms here!
32. Get lost in a corn maze.
Get lost in the fun of a corn maze! These intricate mazes, carved out of towering cornfields, provide a fun and challenging adventure for the whole family. Find clues, solve puzzles, and enjoy the thrill of finding your way out. It’s a fantastic way to enjoy the crisp autumn air and the beauty of the countryside.
33. Pick pumpkins at a local pumpkin patch.
Nothing says fall like a visit to a pumpkin patch! Wander through fields of pumpkins, find the perfect one to carve, and enjoy hayrides and other autumnal activities. It’s a great opportunity for some family photos and to create memories that last a lifetime.
34. Pick apples at a local apple orchard. (Our favorite is Peck & Bushel!)
Embrace the essence of fall with a visit to a local apple orchard. Pick your own apples, enjoy fresh cider, and maybe even indulge in a warm, homemade apple pie. Apple orchards offer a serene and picturesque setting for a family day out, filled with sweet treats and smiles.
35. Take in local Halloween decorations
As Halloween approaches, our neighborhoods transform into enchanting displays of creativity and spirit.
From whimsically decorated porches with jack-o’-lanterns and ghoulish figures to entire yards turned into eerie graveyards or whimsical fairy-tale scenes, there’s something to awe everyone.
Take a stroll or a drive through local streets and bask in the festive ambiance. It’s a perfect way to get into the Halloween spirit and maybe find inspiration for your own spooky decor!
36. Eat fresh food and explore local artists at area farmers’ markets.
Milwaukee’s farmers’ markets are a celebration of local produce, artisanal crafts, and community spirit!
As the seasons change, these markets showcase the best of what our region has to offer. Stroll through vibrant stalls filled with fresh fruits and vegetables, homemade jams, artisan cheeses, and handcrafted goods. It’s a great opportunity to meet local farmers, learn about sustainable practices, and enjoy the lively atmosphere.
More than just shopping, these markets are a place to connect with the community, savor delicious food, and enjoy outdoor activities. Whether you’re a foodie or just looking for a pleasant day out, Milwaukee’s farmers’ markets are a must-visit!
37. Visit a haunted house!
Brace yourselves for spine-tingling fun at Milwaukee’s haunted houses!
As Halloween draws near, southeastern Wisconsin becomes home to some of the most thrilling and chilling haunted attractions.
Gather your courage, hold on to your loved ones, and step into these realms of horror for an unforgettable Halloween adventure!
38. See Milwaukee from afar from the Holy Hill Observation Tower.
Take a trip to Holy Hill’s observation tower, a hidden gem just a short drive from the city. This historic tower, part of the beautiful Holy Hill National Shrine of Mary, offers one of the most stunning panoramic views in Wisconsin.
As you ascend the tower, feel the excitement build with each step. Once at the top, you’ll be greeted by a spectacular sight: rolling hills, lush forests, and on a clear day, a distant view of the Milwaukee skyline. It’s a perfect spot for peaceful reflection or capturing awe-inspiring photos.
But the beauty isn’t just in the view. The surrounding area, with its serene walking paths and the architectural marvel of the Basilica itself, makes your visit a holistic experience. It’s an ideal destination for families seeking a blend of natural beauty, tranquility, and a touch of Wisconsin history.
Looking for more scenic views? Wisconsin is dotted with several observation towers, each offering its unique vista. Discover other scenic observation towers here!
39. Go on a beautiful fall hike.
Our area is a treasure trove of trails that come alive with the magic of autumn. Picture this: A crisp, clear day, a canopy of leaves in vibrant hues of red, orange, and yellow, and the soft crunch of leaves underfoot.
Fall hikes in and around Milwaukee offer a splendid way to connect with nature and enjoy the cooler weather. Whether you’re exploring the serene paths along Lake Michigan, venturing through the tranquil woods in our local parks, or discovering hidden gems just a short drive away, there’s a trail for every age and ability.
40. Take a walk down Scarecrow Lane.
Say hello to the unique scarecrows along the Blue Trail at Retzer Nature Center! Scarecrow Lane is a self-guided hike on the west end of the Learning Center building.
On your half-mile hike, you’ll also see Retzer Pond and the Children’s Garden, filled with pumpkins, flowers, and other fall plants. Expect woodchipped and mowed grass trails with some sloped terrain. Some heavy-duty strollers may be able to handle the terrain, but it might be better to plan on walking.
While you’re there, you can also check out the newly renovated, accessible Discovery Trail, get a good view of Waukesha on the “Vista Trail”, and hike along boardwalks and babbling brooks on the the “Nature Trail.”
All year round
41. Try a new kid-friendly restaurant.
We found more than 30 of the best places in the Milwaukee area that are locally-owned AND serve up good food, even on the kids menu.
From downtown Milwaukee to the surrounding suburbs, these fun restaurants do their best to help all their guests (big and little) feel at home.
42. Watch the airplanes take off at Mitchell Airport
Budding aviators can watching airplanes take off and land at Mitchell Airport Observation Area located on the 1200 block of E. Layton Ave.
This spot offers a front-row seat to the hustle and bustle of air travel. Kids (and adults too!) will be thrilled to see the planes soar into the sky and glide in for landing right before their eyes. It’s not just fun; it’s a learning experience about the wonders of flight.
Tune into 88.5 to hear aircraft communication.
And what could make this outing even more delightful? Ice cream, of course! Just a short drive from the observation area, grab some delicious frozen custard from Culver’s.
43. Do a community service project as a family.
Engaging in community service projects as a family is not only rewarding but also a great way to teach kids about compassion and responsibility.
From participating in local park clean-ups to helping at food pantries or community gardens, there are numerous ways to get involved.
For some ideas, visit Kids Impact Community.
44. Visit a play cafe.
Rain or shine, Milwaukee’s indoor playgrounds and play cafes are a perfect escape for families with young kids.
These fun-filled spaces offer a safe and stimulating environment where little ones can play, explore, and make new friends.
While the kids are busy climbing, sliding, and engaging in imaginative play, parents can relax and enjoy a cup of coffee or catch up with friends.
These play areas are designed with both fun and safety in mind, ensuring a stress-free outing for parents and a blast of entertainment for the kids.
Our favorites include Little Sprouts Play Cafe (Shorewood and Mequon), Bug & Goose (Elm Grove & Delafield), or Little Village Play Cafe (Wauwatosa).
45. Go to Storytime in the Gallery at the Art Museum.
Discover the magical intersection of art and storytelling at the Milwaukee Art Museum’s Story Time in the Gallery!
This unique program is a wonderful way for families to introduce their children to the world of art. Held in the inspiring setting of the museum’s galleries, story time features captivating readings of children’s books related to current exhibitions.
After the storytelling, families can explore the museum, making it a culturally enriching experience for both parents and children.
It’s held every Saturday morning! Kids 12 and under always get in free to the art museum.
46. Rev up a motorcycle at the Harley Davidson Museum.
Rev up your engines for a fun-filled day at the Harley-Davidson Museum!
This iconic Milwaukee destination is not just for motorcycle enthusiasts; it’s a fascinating adventure for the whole family. With its interactive exhibits and rich history, the museum offers a unique experience that captivates both young and old.
Kids will be amazed by the dazzling array of motorcycles, from classic antiques to modern marvels. They can learn about the science behind these powerful machines and even get a feel for the road by hopping on stationary bikes.
The museum’s engaging displays, fun facts, and hands-on activities make learning about Milwaukee’s motorcycle legacy exciting and accessible for children.
Beyond the bikes, the museum’s spacious grounds are perfect for a leisurely family stroll. With a family-friendly restaurant on site and special events throughout the year, the Harley-Davidson Museum provides an entertaining and educational outing for all ages.
47. Walk through the Streets of Old Milwaukee at the Milwaukee Public Museum.
Step back in time with your family at the Streets of Old Milwaukee exhibit! Located within the Milwaukee Public Museum, this immersive experience transports you to a re-created Milwaukee neighborhood from the early 1900s.
Wander down cobblestone streets, peek into quaint shops, and hear the sounds of a bygone era. It’s a fascinating journey for kids and adults alike, offering a glimpse into the daily life of Milwaukee’s past. The attention to detail in the storefronts, street scenes, and sounds make history come alive in a way that’s engaging and educational.
It’s like walking through a living history book, perfect for sparking curiosity and conversations about Milwaukee’s rich heritage.
48. Go “grocery shopping” at the Betty Brinn Children’s Museum.
This interactive museum is the perfect solution for parents seeking a fun and educational experience for their young kids.
The engaging Home Town exhibit invites children to explore a miniaturized version of a city, complete with a grocery store, bank, post office, bus, mechanic, news station, construction site, and other businesses.
Before you head out, check out our Family Guide to the Betty Brinn Children’s Museum.
49. Race down a water slide at Springs Water Park in Pewaukee.
Splash into fun at Springs Water Park, a family favorite in the Milwaukee area! This indoor water park is perfect for a day of aquatic adventure, no matter the weather outside.
With exciting slides, a relaxing lazy river, and an interactive water play area, there’s something for everyone. Kids will love the thrill of the water slides and the fun of the zero-depth entry pool, while adults can unwind in the hot tub. It’s an ideal spot for birthday parties or just a spontaneous family day out.
Looking for more water fun in the area? Discover other water parks and pools here!
50. Pet a fish in the aquarium at Discovery World.
Embark on a journey of exploration and fun at Discovery World, Milwaukee’s premier science and technology center!
This interactive museum is a wonderland for curious minds of all ages. With hands-on exhibits focusing on innovation, technology, and the wonders of the natural world, it’s a place where learning comes alive.
Children can dive into the mysteries of the Great Lakes, explore the physics of sound and light, and even get a glimpse into the future of technology.
The Reiman Aquarium, a highlight of Discovery World, is the largest aquarium in Wisconsin and offers an up-close look at aquatic life from around the globe. Kids can even touch some of the aquatic critters in the Touch Tank!
What else would you add to this bucket list? Email us at hello@mkewithkids.com.
In 2013, Calie Herbst, a former teacher with three little ones, saw a need for a “One Stop Shop” for family fun in Milwaukee. So she founded Milwaukee With Kids. Her goal was to find the best this city has to offer families and share it with other parents. In one place.
In 2019, she published “Exploring Milwaukee WIth Kids”, a comprehensive Milwaukee travel guide for families and kids.
She appears regularly on WISN News, Fox 6’s ‘Real Milwaukee’, B93.3, and Wisconsin Morning News. She has been featured in Medium, the Milwaukee Journal Sentinel, NPR, the Wisconsin Jewish Chronicle, and on CBS 58 News.
Calie is available for hosting, moderating and media appearances.