Midwest winter getaways are some of the best experiences!
From the Badlands in North Dakota to the Tallgrass Prairie in Oklahoma, the Midwest has so many winter vacation destinations.
I grew up in the Midwest and I know the area well.
Whether you’re searching for a cozy retreat or an adventurous escape, the heartland of America offers something for everyone.
So let’s embrace the chilly weather and explore the magic of the Midwest during winter.
From Illinois to Oklahoma, these Midwest winter getaways will have you adding destinations to your bucket list in no time.
Midwest Winter Getaways: 14 Destinations For Your Bucket List
Explore Chicago, Illinois
I wanted to start with what I think is one of the best city break locations. I love Chicago and there is something so special about this city in winter.
Around Christmas is my favorite time as the city transforms into a winter wonderland.
Ice skating at Millennium Park is a must-do activity.
Make sure you go to the city’s waterfront as the views of Lake Michigan are fabulous. The Magnificent Mile Lights Festival is also pretty incredible.
For indoor fun, explore the Art Institute of Chicago or stroll through the indoor Lincoln Park Conservatory, which showcases lush greenery even during the coldest months.
Chicago is the perfect place to go for a romantic winter weekend getaway and as I’ve said Christmas in Chicago is special.
There are also so many tours to enjoy in the city I loved the Chicago River: 1.5-Hour Guided Architecture Cruise.
Chicago will deliver a memorable winter vacation. Winter in Illinois is pretty special.
To make your stay extra special stay at the Nobu Hotel it’s super stylish and wonderfully luxurious.
Go Snowshoeing In Brown County Indiana
Nestled in the heart of southern Indiana, Brown County offers a picturesque setting that transforms into a winter wonderland as the temperatures drop.
This charming destination is perfect for winter getaways in the Midwest.
Located about an hour south of Indianapolis, Brown County provides easy access for a quick retreat. I find this area very relaxing.
It is the perfect weekend getaway in Indiana!
During winter months Brown County State Park becomes a playground for nature enthusiasts, offering activities such as snowshoeing and cross-country skiing.
Here you will find yourself immersed in snow-covered landscapes and frozen lakes.
With its blend of natural beauty and charming small-town atmosphere, Brown County stands out as one of the best places to visit in winter in Indiana. Midwest winter getaways don’t get much better than this.
Abe Martin Lodge & Cabins offers affordable family-friendly accommodations. There is a wonderful waterpark on-site and a wonderful indoor pool.
Seek Out Culture At The Amana Colonies, Iowa
The Amana Colonies, located in east-central Iowa, are a group of seven villages founded by German Pietists in the mid-19th century.
This historic area is renowned for its well-preserved cultural heritage and offers a glimpse into a simpler way of life. It is one of the best things to do in Iowa!
The colonies are situated about 20 miles southwest of Cedar Rapids, making them good places to go in winter.
During the colder months, the villages transform into a charming winter wonderland.
The beautifully decorated streets and special winter events make this area so special.
The shops are filled with handcrafted goods, including pottery, woodworking items, and intricate quilts.
And when you are here don’t forget to try the German dishes and locally produced wine and beer.
I feel like couples and families would equally love it here.
Look Here: sleek and modern Hotel Millwright. I love winter in Iowa.
Midwest Weekend Getaways: Stargaze in the Flint Hill, Kansas
The Flint Hills, nestled in the heart of Kansas, offer unique vacations in the winter for those seeking tranquility and natural beauty. Winter in Kansas at Flint Hill is incredible.
Spanning approximately 9,936 square miles, this region is home to the largest remaining tallgrass prairie in North America, providing an open, expansive landscape that transforms beautifully in winter.
Winter is also an ideal time to visit historic towns in Kansas like Cottonwood Falls and Council Grove, where you can explore local shops and cozy up in charming cafes.
The minimal light pollution makes it a top choice for stargazing and the Flint Hills are the perfect spot. It is one of the best places to visit in the Midwest.
Wrap up warm and take a flask for an unforgettable view of the night sky. It’s one of those vacations in the winter that you won’t forget.
City And Ski In Traverse City, Michigan
Traverse City is an enchanting winter wonderland, offering much more than just its renowned wine tours and scenic lake views.
What I love best about Traverse City is you can ski and have a city break at the same time.
The Mt. Holiday Ski & Recreation Area is just east of the city limits and Crystal Mountain is about 45 minutes away.
Hickory Hills, located on the west side Slabtown neighborhood offers eight downhill runs.
And if skiing isn’t your thing try snow tubbing which sounds like a lot of fun. There is so much to do in Traverse City.
After a day out in the cold, You can warm up in the numerous cozy restaurants and cafes or visit the bustling downtown area with its charming shops and art galleries.
Traverse City offers various spa retreats where you can unwind and rejuvenate.
And let’s not forget the winter festivals that bring the community together to celebrate the season with food, music, and fun.
Traverse City in the winter truly offers something for everyone, making it one of the best places to visit in winter.
539 Bay St is a wonderful place to stay and has all the luxury you could need. You will love winter in Michigan.
Discover The Sandhills Of Nebraska
The Sandhills of Nebraska, with their expansive dunes covered in winter snow, offer a perfect backdrop for serene winter escapes.
Visiting here is one of the best things to do in Nebraska.
The vast, open landscapes are peaceful and less crowded compared to other winter vacation ideas, making it ideal for those seeking solitude and relaxation.
Snowshoeing and hiking are popular with plenty of trails to explore and the photography possibilities here with the winter light are amazing.
What most come here for though is the wildlife which is in abundance whatever the season.
It’s a good place to go in winter in Nebraska if you’re looking for a unique and peaceful winter getaway in the Midwest.
Visit The Picturesque Town Of Granville, Ohio
This charming small town in Ohio offers an array of winter activities that make it a hidden gem.
Located just 30 miles east of Columbus, Granville is easily accessible, making it the perfect spot for Midwest winter vacations.
The streets are adorned with historic architecture, and when covered in a blanket of snow, during winter in Ohio, the entire village looks like something out of a fairy tale.
For the holiday season, the town is beautifully decorated, adding to its allure.
The nearby Granville Nature Preserve offers several trails perfect for winter hiking and snowshoeing.
The historic downtown offers its boutiques, antique shops, and galleries.
The Porch House is a wonderful place to stay.
Witness The Beauty Of the Black Hills, South Dakota
If the idea of good places to go in winter is places with winter sports and nature then I think you will love the Black Hills, South Dakota. Winter in South Dakota is like nothing you have experienced.
Located in western South Dakota, the Black Hills are a stunning range of pine-covered mountains that offer a unique and serene winter escape.
The area’s natural beauty gives way in winter to snow-draped forests, frozen lakes, and winter sports galore.
Oh and if you thought Mount Rushmore was impressive you should see it in the snow. This is Midwest winter getaways at their best.
Terry Peak Ski Area offers some great downhill skinning and Spearfish Canyon looks incredible in winter.
The historic town of Deadwood provides a charming backdrop with cozy bed-and-breakfasts, casinos, and a rich history tied to the old Wild West.
The Lodge at Deadwood is a perfect place to stay to explore this area.
Look Here: Black Hills Hot Air Balloon Flight at Sunrise
Look Here: Private Black Hills Monuments Full-Day Tour.
Embrace Winter In The Twin Cities Of Minneapolis And St. Paul, Minnesota
When winter rolls around, the Twin Cities of Minneapolis and St. Paul, Minnesota, make a great winter city break location. Winter in Minnesota is wonderful.
Surprisingly these twin cities are colder than other major metropolitan areas in the continental United States.
From ice skating to breathtaking holiday light displays, there’s no shortage of things to do in Minnesota in Winter.
They say that winter here isn’t just a season it’s an experience.
Theodore Wirth Park is the place to go for skiing and winter activities.
The North Loop neighborhood is where to go for the restaurants. Budding princesses among you will love Ice Castles, Minnesota.
If you are there in January The Winter Carnival is also wonderful.
Minnehaha Regional Park is about 10 minutes away and where you might get to see the falls frozen.
If you are looking for a luxurious place to stay the Rand Tower Hotel is beautiful.
Midwest Winter Getaways: Enjoy The Historic Charm Of St. Charles, Missouri
St Charles is perfect in the winter months. Located on the banks of the Missouri River, this charming and historic Missouri town is one of my favorites.
The town is mainly known for its preserved 19th-century architecture, the city offers a unique blend of history and modern facilities, making it a perfect choice for Midwest vacations in the winter.
Main Street transforms into a picturesque winter wonderland, adorned with sparkling lights and festive decorations.
The annual Christmas Traditions festival is a must-see, where carolers and historical reenactments bring the holiday spirit to life.
The Lewis & Clark Boat House and Museum is a year-round attraction that provides fascinating insights into the region’s past.
Outdoor enthusiasts can explore Katy Trail State Park, which, during winter, offers serene snow-covered trails perfect for walking or cross-country skiing.
Look here for more things to do in St Charles Missouri.
Midwest Winter Getaways: Venture To Door County, Wisconsin
While Door County is a popular summer location it’s also one of the great places to go in winter.
Located in the northeastern part of Wisconsin, Door County is a scenic peninsula that stretches into Lake Michigan.
Often referred to as the “Cape Cod of the Midwest,” it is an ideal winter weekend getaway that transforms into a picturesque wonderland during the colder months.
It’s also a lot quieter than during the summer months so perfect if you are looking for something more serene.
Take a winter hike or snowshoeing adventure through Peninsula State Park, or visit frozen Lake Michigan.
What I love most about this area though is the Door County lighthouses which look especially magical in winter and the frozen waterfalls are also pretty spectacular.
If you’re looking for winter vacation ideas, experiencing winter in Door County should be at the top of your list for winter escapes. Winter in Wisconsin doesn’t get much better than it does here.
This is one of the best Midwest winter getaways.
Look Here for prices: Snug Harbor Inn is an affordable place to stay in the area.
Midwest Winter Getaways: Explore The Badlands In North Dakota
Cross-country skiing and snowshoeing, ice skating, ice fishing, downhill skiing, and snowmobiling all await in North Dakota.
With over 2,800 miles of groomed trails spread out along 14 trail systems, you won’t run out of places to go.
Bottineau Winter Park in the Turtle Mountains is a great family ski resort.
Cross Ranch State Park also has some great year-round trails. Winter in North Dakota has a lot to offer.
Theodore Roosevelt National Park is part of the Badlands and is also an area you must visit.
The Badlands National Park: Self-Guided Driving Audio Tour is well worth getting.
If you are after peace and quiet and seeing winter in North Dakota, this is the place to go. This is one of the best Midwest winter getaways.
Here is the ultimate list of things to do in North Dakota.
Look Here: at the Badlands Frontier Cabins for reservations.
Ski Down The Pristine Slopes Of Big Sky Resort, Montana
Located in the heart of southwestern Montana, Big Sky Resort stands as one of the premier winter destinations in the United States.
Known for its expansive landscapes and powder-filled slopes, this resort offers diverse activities catering to all sorts of winter enthusiasts.
The resort boasts over 5,800 acres of skiable terrain, making it the largest downhill ski resort in the Midwest.
Whether you’re an expert skier looking for challenging trails or a beginner eager to learn, Big Sky has something for everyone.
The breathtaking views of the Gallatin Range and the iconic Lone Peak will leave you mesmerized. Here you will see winter in Montana in all her glory.
With its rugged beauty and top-notch amenities, Big Sky Resort is a good place to go in winter promising an unforgettable experience.
Look Here For Pricing: The Lodge at Big Sky.
Midwest Winter Getaways: Discover the Tallgrass Prairie, Oklahoma
The Tallgrass Prairie Preserve, located in northeastern Oklahoma, is one of the largest protected prairies remaining in the world.
During the winter, the prairie landscape transforms into a quiet retreat, offering a unique contrast to the busy holiday season.
Watch out for wildlife. You might spot bison, deer, and bird species that inhabit this diverse ecosystem.
Photography enthusiasts will find the winter light perfect for capturing stunning landscapes and wildlife.
When the prairie is blanketed in snow, winter in Oklahoma is a beautiful wonderland that I’ve found hard to find elsewhere.
Midwest Winter Getaways Packing List
Here are some tips on packing lightly for your visit to visit the Midwest in winter.
This unisex RFID-blocking concealed travel pouch is lightweight and comes in several colors.
These RFID sleeves would be handy in preventing identity theft.
World Traveler adapter kit can charge several devices at the same time.
This Anker high-speed phone charging battery is the exact one I carry with me on all of my trips.
My daughter gifted me this FugeTek Selfie Stick and Tripod for my birthday.
I never leave home on a trip without my Bobble filtration bottle. The 18.5-ounce size is perfect for travel.
The Bobble replaceable carbon filter ensures fresh clean water whenever and wherever you fill the Bobble.
Then this collapsible silicone foldable water bottle would work well for you.
I was never a fan of packing cubes until I tried them out! Now I am sold. These Bagail packing cubes are the exact ones I use whenever I travel.
This foldable water-resistant backpack would be great.
I also sometimes bring my Vionic Tides flip-flops depending on the time of year. The toe post is so comfortable.
This cotton unisex lightweight scarf is versatile and can be worn in any season.
These unisex polarized sunglasses come in lens colors and frame designs and are extremely affordable.
If you are fond of aviator-style sunglasses these polarized aviators may interest you.
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