8 Weekend Getaways Near Chicago
If you’re looking for an excuse to get out of Chicago for a quick weekend recharge, look no further. The Midwest has some incredible destinations just a short drive away that offer everything from adventure to relaxation. Check out our list of 8 Midwest weekend getaways that are perfect for a quick escape. Whether you’re in the mood for hiking and biking or want to relax by the water, we’ve got you covered. So pack your bags and explore all that these amazing destinations have to offer!
Indiana Dunes
Indiana Dunes is a beautiful midwest destination for a weekend getaway. With a 15-mile coastline of gorgeous sandy beaches and more than 70 miles of hiking trails, Indiana Dunes offers something for anyone who loves spending time outdoors! Nature lovers can explore the dunes and trails, while active travelers can enjoy kayaking, biking, and relaxing on the serene beaches.
Indiana Dunes is also home to a variety of restaurants, shops, art galleries and museums, making it the perfect place to relax and explore the local entertainment. So whether you’re looking for an outdoor adventure or a peaceful weekend retreat, Indiana Dunes is the perfect place for you.

Photo Credit: Enterprise
Abbey Resorts at Lake Geneva
If you’re looking for a great weekend getaway near Chicago, Abbey Resorts at Lake Geneva is a wonderful option. Located right on the coastline, you can spend your weekend listening to the nautical sounds of boats docking at the harbor! Prefer to be in on the action? Abbey Resorts offers an impressive list of amenities including boat rentals to get you out on the lake and enjoying the water.
You also have access to everything from relaxing spa services at the Avani Spa to rounds of golf on two championship golf courses. Looking to explore the outdoors? There’s plenty to keep you busy! You can spend the day exploring the nearby town of Lake Geneva, or take a scenic walk through the resort’s grounds. No matter how you choose to spend your time, Abbey Resorts is sure to provide a memorable waterfront experience.

Photo Credit: Abbey Resort
Kalahari at Wisconsin Dells
Kalahari at Wisconsin Dells–what’s there not to love about this weekend getaway destination? This resort is perfect for families and offers plenty to do! From indoor water parks and arcade games to wildly fun amusement rides, there’s something everyone in the family will enjoy!
One of the highlights of Kalahari is its indoor water park. This huge park features slides, pools, and a lazy river, making it the perfect place to cool off on a hot day. There’s also an outdoor water park with even more water play attractions to enjoy!
And if you’re looking for some dry-land fun, play your heart out in the super fun arcade before heading over to Tom Foolery’s Adventure Park for some crazy-cool rides and action-packed entertainment! Or, if you have something a little more relaxing in mind, take advantage of Kalahari’s relaxing spa services to help you unwind after a busy week.
Kalahari offers a great variety of room accommodations to choose from, including standard rooms and full suites. No matter what type of room you choose, you’ll be sure to have a comfortable and enjoyable stay. So if you’re looking for a place to cool off or just want to have some good ol’ fashioned family fun, Kalahari at Wisconsin Dells is the perfect destination for your next weekend getaway in the Chicago area!
Grand Bear Resort at Starved Rock
Just a short drive from Chicago, Grand Bear Resort at Starved Rock is the perfect place to escape the hustle and bustle of city life. Nestled in the heart of Illinois’ scenic Illinois River Valley, the resort offers a wide variety of activities to suit every taste.
Whether you’re looking to hit the waves at their indoor water park, bring on the fun in their Cave Arcade, or grab a delicious bite at one of their four amazing on-site dining options, Grand Bear Resort has something to make your weekend retreat a success!
With a variety of room accommodations available, (including guest rooms, cabins and villas) Grand Bear Resort can accommodate groups of all sizes–so don’t hesitate to bring the family with you! Whether you’re looking for a romantic getaway or a fun-filled family vacation, Grand Bear Resort at Starved Rock is sure to impress.

Photo Credit: Grand Bear Resort
Timber Ridge Lodge at Lake Geneva
Does a busy week in Chicago have you planning your weekend mini-escape? Consider heading to Timber Ridge Lodge at Lake Geneva. This beautiful lodge is the perfect place to relax and enjoy some quality time with your family!
For the kids, you’ll find the sensational indoor waterpark the perfect way to keep the kiddos busy while you relax poolside! When you’re done there, head to the game room to finish off your day filled with fun!
Timber Ridge Lodge also features an on-site restaurant, so you can always grab a quick bite to eat without having to step foot off the property. And best of all, it’s only a short drive from Chicago, so you can take a much needed pause after your busy week, pack your bags and head to Timber Ridge Lodge for a weekend you won’t soon forget!

Photo Credit: Booking.com
Omni Hotels at Mall of America
Looking for a fun-filled family weekend getaway near Chicago? Make your way over to the Mall of America. This world-famous shopping center has something for everyone, with over 500 stores, 50 restaurants, an amusement park, and much more. And when it comes to accommodations, there’s no better place to stay than Omni Hotels at Mall of America.
At Omni, they offer a variety of room types to suit every need. Whether you’re looking for a cozy standard room or a spacious suite, they have you covered. And if you’re bringing the family and need more space, their two-bedroom suites are the perfect choice!
When it comes to entertainment at Mall of America, the possibilities are endless. Sure, you can shop till you drop at one of the 500+ stores or explore one of the many unique boutiques… But if you prefer some serious fun, take a ride on the world’s tallest roller coaster at Nickelodeon Universe, spend some time at Sea Life Minnesota Aquarium, or make your way to the Crayola Experience for an amazing adventure!
The Boulevard Inn and Bistro in St. Joseph, Michigan
The Boulevard Inn and Bistro in St. Joseph, Michigan is the perfect weekend retreat if you live near Chicago. This historic inn is situated on Lake Michigan and offers a variety of activities to help you make the most of your weekend retreat.
While your there, plan to explore some of their many attractions in the downtown area. In addition to beaches, quaint shops, restaurants, and the harbor, the Boulevard Inn and Bistro is located within walking distance of golf courses, wineries, and craft breweries in the area.

Photo Credit: The Boulevard Inn
The Edgewater in Madison, Wisconsin
The Edgewater in Madison, Wisconsin is a great weekend retreat option for midwest residents who want to spend a weekend enjoying some of the best that the region has to offer. The hotel overlooks Lake Mendota and offers stunning views of the cityscape. Guests can enjoy a variety of activities such as swimming, kayaking, sailing, and stand-up paddle boarding.
The Edgewater is also home to a full-service spa that offers you the option to unwind from a week of stress. There are several convenient and seriously delicious restaurants on site when you’re in need of some yummy refuel no matter the time of day.
Guest rooms are spacious and comfortable, with plenty of amenities to make your stay enjoyable. So if you’re looking for a relaxing way to destress from your week in the city, The Edgewater is the place to be.

Photo Credit: Bookings.com