Uncategorized February 14, 2020

6 Midwest Locations Perfect for a Winter Weekend Getaway


It’s that time of year: snow is falling, temperatures are below freezing, and you’re looking for a brief escape to forget about all of the shoveling, salting, and shivering.  If you’re not jetting off to somewhere sunny, consider embracing the cold and enjoying a winter weekend getaway in the Midwest.


Experience a different kind of vacation and embrace all the Midwest has to offer this time of year.  There’s skiing, snowboarding, ice skating, and plenty of other icy activities to excite you and your family.  Or, you can stay in a comfy cabin or luxurious resort with your partner and just soak up the warmth of a roaring fire.  Whatever you choose, there’s something for everyone during winter in the Midwest.


Here are 6 locations in the Midwest that are great for a winter weekend getaway.  The best part: they’re all within about 3 hours of Chicago!


Couple Skiing

Galena, IL

Travel Time: 2 hours 52 minutes


If you’re looking for an escape unlike any other in the area, head to Galena.  While prehistoric glaciers flattened most of Illinois, Galena remained untouched.  As such, the area is rife with deep valleys, steep bluffs, and hills. Spend a day at Chestnut Mountain Resort and ski the slopes; you’ll feel like you’ve traveled much farther than Northern Illinois.


Not a big skiing fan?  The town itself has a rich history: 85 percent of its buildings are on the National Register of Historic Places!  Stay at one of the charming inns–such as 305 N Main–and enjoy the lively downtown district filled with shopping, dining, and more.  Don’t forget to visit the home of General Ulysses S. Grant while you’re in town!


frozen lake at sunrise

Lake Geneva, WI

Travel Time: 1 hour 36 minutes


A favorite among Chicagoans, Lake Geneva is only 90 minutes northwest of downtown, but its small-town atmosphere leaves you feeling as though you’ve traveled hours into northern Wisconsin.  Whether you enjoy spending your time shopping, touring breweries and distilleries, or even observing ice castles, Lake Geneva has an activity to please everyone in your party. 


If you don’t have a full weekend to get away, Lake Geneva is perfect for a day trip: grab some food at Oakfire or another lakeside restaurant, get coffee at Avant Cycle Cafe and wander the downtown district, or bundle up and follow the Lake Geneva Shore Path before heading back home.


forest in winter

Utica, IL

Travel Time: 1 hour 40 minutes


Just 100 miles southwest of Chicago, Utica is an old mining town that sits along the Illinois River.  Although central Illinois is notoriously flat, the scenery around Utica is stunning, with Starved Rock and Matthiessen State Parks boasting canyons, thick forests, and rolling hills.  


Stay in the beautiful, historic cabins at Starved Rock for a romantic getaway.  Or, bring the whole family and spend the weekend at Grizzly Jack’s Grand Bear Resort, where the kids can roam the waterpark while you hit up the Lazy River or soak in a hot tub.


girl ice skating at rink

Angola, IN

Travel Time: 2 hours 46 minutes


On the east side of Indiana is a little town called Angola.  Located in Steuben County, Angola is surrounded by 101 lakes, so it’s a great place to bring your boat during summer.  However, there are plenty of winter activities that also make Angola a fun place to sneak away for a day or two.


For instance, you can visit Pokagon State Park and take in the icy beauty of nature, enjoy some cross country skiing, or slide down the 90-foot toboggan run at about 40mph.  If you’d rather stay indoors, you could try ice skating at the Thunder Ice Arena or shop to your heart’s content at the Outlet Shoppes at Fremont.  Looking to stay the night?  Book a room at the Potawatomi Inn on the shores of Lake James and sit by the fire as you reminisce about your day.


cross-country skiing trail in forest

Merrimac, WI

Travel Time: 3 hours


Nestled on the banks of Lake Wisconsin, Merrimac is the winter wonderland you’ve been looking for, with some of the coziest-looking cabins in the state!  Book a weekend at Rustic Ridge Log Cabins with your significant other and enjoy some alone time.


Or, stay at Devil’s Head Resort, where you can ski the slopes or stay indoors and enjoy the pool or game room.  There’s also Devil’s Lake State Park where you can borrow some free snowshoes and hike among the frosty pines.


Grand Haven pier in winter

Grand Haven, MI

Travel Time: 2 hours 53 minutes


Grand Haven is a town full of history on the shores of Lake Michigan.  Originally a fur trading and lumbering town, the scenic lakeside locale now attracts people from every state who enjoy the natural beauty and lifestyle it offers.  Although Grand Haven is a perfect place to visit during summer, there’s plenty to do even when it’s chilly outside.  The town even holds a Winterfest in January complete with every winter activity you can imagine!


Grand Haven has many offerings for those adult group getaways, such as brewery tours, tastings at wine rooms, and close proximity to Vander Mill.  It also has some of the coziest Airbnbs, many of which offer that sweet lakeside charm that makes Grand Haven so unique.


Hopefully, you’ll visit one of these awesome towns for a winter weekend getaway with your family in 2020.  If you’re looking for information on the local housing market during these chilly winter months, contact me today for more information.