10 Weekend Getaways Near Chicago Families Will Love

A young woman runs along the dunes on a sunny evening at Indiana Dunes National Park, one of the best weekend getaways near Chicago for families
Photo Courtesy: Drewski Mac

Perhaps Chicago is home and you’re looking for a change of scenery for a few weekend getaways near Chicago for families. Or maybe you’re planning to visit the Windy City and want to know about other nearby options. Either way, there are plenty of amazing road trip options within a five-hour drive from Chicago. From Chicago’s convenient location in Illinois, you’ll find nearby nature escapes or new cities to explore with these family getaways from Chicago for families in several nearby states. Head north to Wisconsin to Madison or Milwaukee. Or, visit western Michigan to see adorable towns like Saugatuck and Holland along Lake Michigan. Even if you stay in Illinois, you’ll find history and quaint towns in Springfield and Galena. No matter what type of adventure you’re looking for, you can’t go wrong with one of these weekend getaways from Chicago for families

Michigan Weekend Getaways Near Chicago for Families

If you need a quick weekend getaway near Chicago with kids, you’ll love these options in Michigan! From stunning views of Lake Michigan to days outdoors, your road trip from Chicago with kids is sure to leave you with a lifetime of memories.

Saugatuck, Michigan

One of the Cutest Lake Michigan Towns

Two young girls run hand-in-hand along the sand at Oval Beach in Saugatuck, one of the best weekend getaways near Chicago for families
Photo Courtesy: Saugatuck/Douglas

Along Lake Michigan’s shores are towns perfect for weekend getaways near Chicago for families. While we love Saugatuck, but you can’t go wrong if you stop in St. Joseph or South Haven on the way. Or, keep driving to Holland. Because Saugatuck is just about two hours away from Chicago, it’s the perfect driving distance for a weekend road trip. Of course in the summer, you’ll want to spend time at the beach. Luckily, Oval Beach is ranked as one of the best in the world. Another way to enjoy the sand is by taking a dune buggy ride with Saugatuck Dune Rides. Then for a less bumpy ride, try the Saugatuck Chain Ferry which is pulled across the Kalamazoo River. Certainly, this is a faster way to reach Oval Beach and you’ll find it conveniently located in the adorable downtown area at Water Street.  

Please note: The Chain Ferry and Dune Rides are seasonal, please check the respective websites to ensure availability before departing.

Where to Stay in Saugatuck with Kids

If you’re looking for a place to stay in Saugatuck with kids, you’ll find a variety of Vrbo options, and many that are along Lake Michigan. However, if you’d rather enjoy the amenities of a resort, families love the Beachway Resort and Hotel, which has a variety of room choices. As an alternative option to Saugatuck, The Beach House in nearby Holland, is a boutique resort with townhome-style accommodations and optional golf packages.

VRBO has great options for lodging in Saugatuck. Check out the accommodations here!

Wisconsin Weekend Getaways Near Chicago for Families

Next, head to Wisconsin for amazing weekend getaways near Chicago for families! Whether you are interested in living the lake life or visiting a nearby state capitol, this list of Wisconsin getaways has you covered.

Lake Geneva, Wisconsin

Midwest Lake Living at its Best

A dad sits with his three kids on a boat on Lake Geneva on a sunny day.
Photo Courtesy: Melissa Scottberg

Lake Geneva, located in southern Wisconsin, is an ideal family getaway near Chicago. Depending on where you begin, you can drive to Lake Geneva in between one to two hours from Chicago. From Lake Geneva’s adorable downtown with shops and award-winning restaurants to outdoor adventures, everyone will be satisfied here. Since there are four beaches and options for boating (check out Lake Geneva Cruise Line), your time at Lake Geneva will likely center around time on the water. Another way to explore this weekend getaway from Chicago is by walking the Geneva Lake Shore Path. For any animal lovers in your family, don’t forget to check out Safari Lake Geneva, a conservation park, then reserve your spot to see the beautiful horses at the Dancing Horses Theater. Finally, know that Lake Geneva is also a perfect winter family getaway from Chicago due to its popular Winterfest. 

Where to Stay in Lake Geneva with Kids

When you take a weekend road trip from Chicago with kids to Lake Geneva, consider staying at the Grand Geneva Resort and Spa and you’ll never run out of things to do. That’s because the resort offers two golf courses and ski hills for the winter. Alternatively, consider staying at The Abbey Resort which is a destination within itself with its kids camp, live entertainment, boat rentals, and much more. 

Madison, Wisconsin

Small City, Big Fun

A teen boy holds out food for a bison while a staff member speaks at the Henry Vilas Zoo in Madison, one of the best weekend getaways near Chicago for families
Photo Courtesy: Henry Vilas Zoo

Just two and a half hours from Chicago, Madison, Wisconsin, is a perfect family getaway near Chicago. Certainly, a highlight in Madison is the Henry Vilas Zoo, one of the few free zoos in North America. Located in downtown Madison, you’ll see the big cats, reptiles, and rainforest exhibits. While in the area, check out Vilas Park with the swimming lake next to the zoo. Also in downtown Madison, be sure to include time to walk down State Street, which is a half-mile-long pedestrian mall anchored by the Wisconsin State Capitol at one end and the University of Wisconsin-Madison at the other. Then, check out the performances at the Overture Center for the Arts and add a show or musical performance to your weekend away. Finally, families with young children will definitely want to plan a visit to the Madison Children’s Museum

Where to Stay in Madison with Kids

A favorite urban resort in downtown Madison is The Edgewater, which is located both on the edge of Lake Mendota and steps away from downtown. Another convenient hotel in the downtown area is The Madison Concourse Hotel. If you’re up for taking a long road trip from Chicago with kids, the Wisconsin Dells is just another hour away and boasts many waterpark resorts like the Wilderness Resort and the Kalahari, which are guaranteed to be a blast for your family. 

RELATED: Best Zoos in the Midwest For Families

Port Washington, Wisconsin

A Milwaukee Twist

Two young boys fish along the pier in Port Washington at sunset.
Photo Courtesy: Visit Port Washington

If you’d like a twist on a familiar place, take a weekend road trip to Port Washington, Wisconsin. Just north of Milwaukee, you’ll find new places to explore in this family getaway near Chicago. Because it’s directly on Lake Michigan, you can charter a salmon or trout fishing adventure with Nicky Boy Charters. Alternatively, take the kids and fish at Harrington Beach State Park. For other outdoor adventures, hike along the bluffs of Lion’s Den Gorge Nature Preserve. Parents know that sometimes kids simply love playing at a new playground and Possibility Playground. This universally accessible playground in Port Washington is a fantastic choice. It even overlooks Lake Michigan! Because Milwaukee is nearby, it’s easy to add on favorite things to do in Milwaukee like Betty Brinn Children’s Museum, Discovery World, The Domes living museum. Or, even to catch a show at First Stage Children’s Theater

Where to Stay Near Port Washington with Kids

Use Hotels.com to book your stay at The Harborview or the TownePlace Suites Milwaukee Grafton!

When you get away to Port Washington, The Harborview is an ideal location to stay. That’s because it’s located along Lake Michigan and next to the Port Washington Marina, an ideal spot for watching the boats. Another favorite option with room to spread out is the TownePlace Suites Milwaukee Grafton. If you’d rather stay in nearby Milwaukee, there are many lodging options there too. 

Illinois Weekend Getaways Near Chicago for Families

You don’t have to leave the state for amazing weekend getaways near Chicago with kids! Don’t miss these charming locations for a quick trip with kids.

Galena, Illinois

Historic and Quaint Family Fun

One of the cutest towns in the Midwest is Galena, Illinois, and it’s just a three-hour road trip from Chicago. When you wander down Main Street, you’ll discover more than 100 charming shops and your kids will love the candy and ice cream parlors. If you have history-enthusiasts in your group, visit the Apple River Fort, which tells the tale of the 1832 Black Hawk War fought between settlers and the indigenous Sauk tribe. Also, when you take a weekend getaway from Chicago to Galena, plan to spend time outdoors. Chestnut Mountain Resort offers adventures like an alpine slide, Segway tour, and more. Alternatively, head to Fever River Outfitters and rent kayaks, paddleboards, or e-bikes. If you prefer more thrills, try a canopy zipline tour with Long Hollow Canopy Tours. Finally, for a truly unique experience, check out Hoof It and sign-up for a goat trekking experience.

Where to Stay in Galena with Kids

Reserve your stay at the Chestnut Mountain Resort on Expedia here!

Need somewhere to stay in Galena with kids? We’ve already mentioned Chestnut Mountain Resort, which is a favorite place to play as well as a lodging option with so many things to do. Still, there are many other options in the area including historic places like the Hellman Guest House. With standard rooms and a suite, you’ll find stunning views and quick access to outdoor activities. Or consider the Irish Cottage Inn & Suites, nestled among the rolling hills and a quick drive from downtown Galena. 

Springfield, Illinois

Abraham Lincoln History in the Heart of Central Illinois

Several onlookers enjoy a show featuring actors playing Mary Todd Lincoln and Abraham Lincoln outisde on a sunny day in Springfield, Illinois, one of the best weekend getaways near Chicago for families
Photo Courtesy: Visit Springfield

Springfield, Illinois, plays an important part in U.S. history, specifically related to Abraham Lincoln. Accordingly, no road trip to Springfield is complete without visiting the Lincoln Home and the Abraham Lincoln Presidential Library and Museum. In addition to these Lincoln sites, plan to walk the trails and soak in nature’s beauty at Lincoln Memorial Gardens. Then, for another Lincoln experience drive twenty miles down the road to New Salem, a reconstructed village representing where Lincoln lived. If you’re lucky, you’ll catch a live performance while there. Certainly, history is just one reason why Springfield makes a great family getaway near Chicago. Nearby you’ll find Knight’s Action Park, an exciting water park and entertainment center just the right size for families. Be sure to round out your weekend away by visiting the Kidzeum of Health and Science to learn and discover while playing in the healthy exhibits.

Where to Stay in Springfield with Kids

To complete your Abraham Lincoln weekend in Springfield, stay in the President Abraham Lincoln Doubletree in downtown Springfield. When you stay here, you’ll be downtown and a short walk from many attractions.

Springfield, US Vacation Rentals: house rentals & more | Vrbo

Indiana Weekend Getaways Near Chicago for Families

Did you know there is a national park near Chicago? There is, and it’s one of our favorite Indiana weekend getaways with kids! Keep reading to find two great options for your next weekend trip from Chicago for families.

Indiana Dunes, Indiana

Sand Dunes and Lake Michigan

Did you know there’s a national park near Chicago? In fact, Indiana Dunes National Park is less than an hour from many parts of the city. Of course, this makes it a perfect family getaway near Chicago. Here, you’ll find sand and water along the 15 miles of Lake Michigan. Plan to spend time at the beach and also climb and run down the rugged sand dunes. Perhaps your family will want to conquer the 3 Dune Challenge! Along with the dunes, there are over 50 miles of hiking trails. Add a stop at the Dorothy Buell Visitor Center for educational displays and perhaps to sign up for a guided tour. What’s more, there are many other things to do nearby including one of America’s Top Ten Drive-in Theaters, 49’er. Plus, the animal farm, Broken Wagon Bison, and the Hoosier Bat Company, perfect for baseball fans of all ages.

Where to Stay Near Indiana Dunes with Kids

While Indiana Dunes is near enough to Chicago to experience as a day trip, why not stay the night? Families will adore a stay at Riley’s Railhouse which is a former rail station! This is the place to stay for train-loving kids! Alternatively, Indiana Dunes National Park is a beautiful place to camp.

Indianapolis, Indiana

Children’s Museum and the Arts

Indianapolis is just three hours away! Here, your family will discover many things to do on your road trip from Chicago. Surely, The Children’s Museum can’t be missed. With five floors of fun and learning, this museum is the largest children’s museum in the world! Kids of all ages will love the museum and sporty kids may never want to leave the Sports Legends Experience. Stay multiple days in Indianapolis and you’ll have time to visit orangutans and dolphins at the Indianapolis Zoo, which is located conveniently in White River State Park. While in Indianapolis, enrich your arts experiences by taking the family to the Newfields art museum. Here, kids can actually climb on the art! Then, head to the Rhythm Discovery Center (aka percussion museum). Before heading home, step back in time at Conner Prairie, where you’ll find pioneer life being acted out all around you. 

Where to Stay in Indianapolis with Kids

Book your stay at the Courtyard Indianapolis Downtown or, book the Residence Inn Indianapolis Downtown on the Canal with Travelocity today!

When location matters, stay at IndianapolisCourtyard Indianapolis Downtown and you will be within walking distance of restaurants, have access to the sky bridge to the Indiana Convention Center. Plus, it’s less than two miles from the Indianapolis Zoo. Another hotel with a pretty location along the downtown canal is the Residence Inn Indianapolis Downtown on the Canal.

Ohio Weekend Getaways Near Chicago for Families

Do you desire weekend getaways filled with thrills? Look no further than this weekend trip near Chicago for kids!

Kings Island, Ohio

Get Ready for Wild Rides and Splashes

A huge blue roller coaster stands proudly on a sunny day at Kings Island, one of the best weekend getaways near Chicago for families
Photo Courtesy: Kings Island

At just under five hours away, Kings Island, near Cincinnati, Ohio, is one of the most thrilling getaways near Chicago for families. In fact, this notable amusement park and water park offers thrilling roller coasters like Orion, Diamondback, and The Beast, as well as family-friendly rides everyone will enjoy. Families with young kids will especially want to spend the day at Planet Snoopy, which has rides and experiences that are fun yet not too scary. Not only is Kings Island a fun amusement park, but access to the waterpark is also included with the ticket. This means your family can also experience the many water slides, two wave pools, and a relaxing lagoon. While you may only have time to explore Kings Island, extend your road trip to Ohio and explore nearby Cincinnati. There you’ll find many family-friendly things to do including the Cincinnati Zoo and Newport Aquarium

Where To Stay Near Kings Island With Kids

If you want to keep the fun going throughout your stay, bring along your RV or book a cottage at Camp Cedar. This luxury outdoor resort is located just a mile away from Kings Island. Another family-friendly lodging option nearby is the Great Wolf Lodge in Cincinnati. Of course, you’ll find many other local hotels with more laid-back atmospheres. 

Iowa Weekend Getaways Near Chicago for Families

Families will adore visiting nearby Iowa on weekend getaways near Chicago. Here is a fantastic option for your next weekend trip with kids!

Quad Cities, Iowa

Four Cities Located along the Mississippi River

Three girls interact with an exhibit at the Putnam Museum in the Quad Citites, one of the best weekend getaways near Chicago for families
Photo Courtesy: Putnam Museum

Next, head west to the Quad Cities of Moline, Rock Island, Davenport, and Bettendorf. Certainly, your family will enjoy exploring along the Mississippi River. One place to learn about the mighty river is the Mississippi River Visitor Center Locks & Dam 15 where you can watch boats navigate the locks. Or, take a ride on the Channel Cat Water Taxi. Perhaps you’ll even spot bald eagles nearby. Then, head to the Putnam Museum Science Center where you’ll discover hands-on exhibits like digging for dinosaur bones and interacting with robots. Also, pick out which of the 3D movies you want to watch on the GIANT screen. Don’t miss the Family Museum, where your kids will enjoy a day of learning through play. Before you head home from your family getaway near Chicago, stop at the John Deere Pavilion where your kids will love getting to sit in John Deere’s biggest machines.

Where to Stay in the Quad Cities with Kids

Reserve your room at the Stoney Creek Inn or The Blackhawk at Hotels.com now!

For unique and family-friendly lodging in the Quad Cities, look no further than the Stoney Creek Inn in Moline. Here, you’ll find suites, bunk beds in family rooms, and of course, a swim-through pool that kids will love. There are plenty of other options in the area, but how about a hotel with a bowling alley in the lower level? That’s what you’ll find at Hotel Blackhawk, a hotel combining historic and hip. 

Thank You To Our Community! 

Three kids stand amongst five wax statues of Abriham Lincoln, his wife and three others at the Springfield Lincoln Museum.
Photo Courtesy: Angie Reedy

A special thank you to the Families Who Love To Travel Facebook community who shared their travel recommendations for this list of Family Getaways Near Chicago. We could not have compiled such a thoughtful and helpful list without their dedication to our community. Families Who Love To Travel is a group of amazing families who also love adventure and exploring through travel. For more family vacation recommendations and inspiration, be sure to join us on Facebook at Families Who Love To Travel. We’re a community of experienced traveling families who love adventure and exploring the world. Plus, follow us on Instagram (@families.love.travel) to connect with other families who love the unique experiences travel has to offer. 

*Due to the COVID-19 pandemic, some of the attractions, accommodations, or things to do on this list may be closed. Please ensure availability before making your decision.

*This post may contain affiliate links that may earn us a small commission, at no additional cost to you. Affiliate links in no way inform the hotels, sights, products, or other recommendations included in our articles. All opinions and recommendations expressed here are compiled from submissions submitted by the generous members of our Families Who Love To Travel community.

Popular Reads
beaches-turks-family-sunset-beach
Review: Beaches Turks & Caicos

Families Who Love To Travel contributor Tareah Gray describes her fantastic experience vacationing at Beaches Turks and Caicos with family.

Mom and daughter at Monserrate Palace in Lisbon, looking out across a balcony and plaza.
Our Favorite Family Activities in Lisbon

Lisbon is an excellent place for a family adventure, even with young children. You will find beautiful palaces to explore Read more

Costa Rica family tree zip lining
Costa Rica Family Trip Journal

We traveled on a Costa Rica family trip in February of 2019. The group included my 65 year old mother, Read more

A young child in a purple coat hikes along a bridge near Anchorage, while wearing snowshoes and using hiking poles.
5 Exciting Hikes Near Anchorage For Families

Looking for the best hikes near Anchorage for families? You’re in the right place! A visit to the Anchorage area Read more

Latest Articles

Child hiking trail through Yellowstone National park.

How to Plan a Yellowstone National Park Family Vacation

Everyone knows that Yellowstone National Park makes for a classic family vacation. Strolling the boardwalks...

Read More...
A family of five stands on a sandy beach on a sunny day in Turks and Caicos.

Best Beaches® Turks and Caicos Review By A UK Family

Beaches Turks and Caicos may not seem like a typical vacation destination for a UK...

Read More...
Three children swimming in blue water in Cayman Islands.

All About the Cayman Islands With Kids: Important Information You Need to Know

If you’re traveling to the Cayman Islands with kids, there’s some important information you need...

Read More...

Travel Gift Ideas

National Park With Kids

Family Travel Tips

Use These 10 Tips For Your Baby’s First Flight

Families Who Love To Travel contributor Meghan Oaks provides her 10 best tips for your...

Read More...
Boy wearing bowtie playing with magna tiles at New York toy store

10 of the Best Toys for Travel with Little Kids

In our group, we often get questions about keeping little ones occupied in transit, especially...

Read More...
crusing with baby

Tips for Cruising with a Baby

Cruising is a great option for families with babies who want to relax and not...

Read More...

Angie Reedy

Angie Reedy loves traveling and writing. When life brings opportunities to combine these loves, she finds much joy. Although she lives next to Normal, Illinois, life there with her family, which includes her husband, three children, an anxious dog, and a hedgehog named Megan, is anything but normal. Angie is a freelance writer and editor who mixes travel writing alongside her work on a true-crime book. She's always looking for the next adventure wherever in the world it might lead!