Weekend getaways from Chicago

30 Weekend getaways from Chicago

Explore our best Weekend getaways from Chicago. Over the weekend when you desire to relax in getaways by swimming in indoor or outdoor pools, relaxing at a spa, playing a game of golf, skiing, shopping in boutiques, gazing in museums or simply chilling there are many options available at your discretion. Relax on the beach or hike or bike there is so much to do in Chicago over the weekend at these resorts and places.

Here is a list of weekend getaways from Chicago

1. Geneva, Illinois (1 hour)

This surely is the coolest and the nearest Weekend Getaways Near Chicago. On the way, there are Fox River infinity outdoor restaurants for waterfront drinking. For the night stay at Herrington Inn. If you desire to enjoy a natural retreat then step into Island Park or visit St. Charles. Sip vodka lemonades on Salerno’s on the Fox and gaze at the old-timey paddle wheel boats.

2. Grand Geneva Resort (1 hour 30 minutes from Chicago)

located between Chicago and Milwaukee this resort is best for couples. The resort is full of adventure and romance. It has a beautiful golf course, fitness center, and spa. Enjoy heated water slides, tubing in the lazy river, hot tubs, lake cruises, tours if historic downtown and shopping and much more.

3. Lake Geneva/ Delavan, Wisconsin (1 hour 30 min)

It is the most popular retreat. There are various places to sip cocktails or enjoy freshly made food. Visit a very new location Williams Bay that is yet to explore. Hike along the lakeshore and enjoy the quiet locality.

4. New Glarus, Wisconsin (3 hours)

well if you have in your mind to take a trip to Switzerland then here it is America’s Little Switzerland. There are no mountains here but then it surely has Swiss Chalets and fondue to compensate in a better way. Stay here will make you fall in love with the place. 

5. Door County, Wisconsin (4 hours 30 min)

the great little towns situated on the beautiful peninsula with crystal clear water on sides there is so much to indulge in these small towns. Ferry trips, to the car-free island (Rock Island State Park) to a secluded beachside getaway (Newport State Park) it is a great option for weekend getaways from Chicago.

6.Traverse City, Michigan (5 hours)

Across Lake Michigan in the beautiful Traverse City, that is worth your while the 35-mile scenic coastline and massive mounds of sand present the most beautiful sights to be cherished. Sip in some rare combinations of cocktails like Chocolate Vodka or visit the Wuerfel Park.

7.Grand Traverse Resort (5 hours)

located on an area of 1400 acres of the shores of Lake Michigan, Grand Traverse Resort and Spa is frequented by many all around the year. It has a 100,00 square foot spa complex which has treatment space, workout facilities, and tennis center. It has different accommodations like condominiums, rooms in a hotel or seventeen story Tower that presents views to Lake Michigan.

8.Mackinac Island, Michigan (6 Hours 15 Min)

At the time you just want to get away from all then visit this Mackinac Island. Nestled between the northern tip of Michigan and the Upper Peninsula is this beautiful car-free island that has a horse-drawn carriage. The rugged and unspoiled beaches with towering white mansions, the place is serene and will make you fall in love.

9. Saugatuck, Michigan (2 hours)

The best and the pristine beach, the Oval Beach is here where you can rent kayaks, sailboats and also try your luck with fishing. Visit the art gallery or enjoy dunes and paddleboat rides. I want at the Saugatuck Brewing Company you can try your hand at brewing your beer.

10. Sawyer, Michigan (1 hour 30 minutes)

the southwest corner of the Sawyer town is an untapped oasis for the holy trinity of beer, wine, and liquor. After all that consumption liquor goes-ahead for sunbath at the hangover-curing Warren Dunes State Park. Stroll here or climb the 240 feet dune for the best getaway.

11.Grand Rapids, Michigan (3 hours)

it has been voted as the best city to stay and is also known as the best beer city and happens to be the hometown of Founders and Brewery Vivant. Nature here is beautiful with excellent trails and canoe trips on the river. Consume plenty of beer here as you get the best quality beer here.

12.Ottawa, Illinois (1 hour 30 minutes)

it is a historic town placed in the middle of Fox and the Illinois Rivers. Also known as the Starved Rock State Park that has tall bluffs and canyon waterfalls that present the most unique and offbeat outdoor experience. You will get some of the best cocktail and liquor here. Visiting Buffalo Rock State Park will also be a great experience. 

13. Galeno, Illinois (3 hours)

It is one of the best and the most charming small town. The cobblestone covered street with historic mansions and hotels on the sides are a dream to walk. If you want to have an active holiday then rafting trips, bluff hikes, skiing can be done here. In short, it’s a getaway that will give you both relaxation and adventure amidst the beautiful scenic views.

14. Mount Carroll, Illinois (3-hour drive Thomson )

Also known as the New England of the Midwest, Mount Carroll is the beautiful little town that has historic sites like the Carroll County Courthouse and the Nathaniel Halderman House that was built in 1854 and was the home to town’s first mayor. Eagle watching around Savanna and exploring limestone caves and ancient cliffs of Mississippi Palisades State Park is a delightful experience.

15. Carbondale, Illinois (5 hours 30 minutes)

it the state’s best college town. It is a very friendly and relaxing area to chill over a drink. The city has 14 parks to explore and it’s blessed immensely with nature. Even the BBQ food available in the city is out of the world.

16. The Abbey Resort (1 hour 40 minutes)

it is a full-service getaway near the Fontana harbor that has 334 deluxe guestrooms, 13 suites, and 13 villas. The spa offers massages, facial wraps, aromatherapy, and sauna. It also has a fitness center aerobic center, swimming pools, games arcade for kids, golf course and dining options range from cafes to gourmet restaurants.

17. Hilton Chicago Indian Lakes (30 minutes)

The 225 acres of resorts offer the most fun-filled resort stay. Scenic golf course, indoor and outdoor pools make your trip truly memorable.

18. Bloomington- Normal, Illinois ( 4 hours 30 min)

For the theatre lovers its haven. View the play of his classics, or Improv Shakespeare or Sing-Along Shakespeare it has all covered. The place also holds the annual Illinois Shakespeare Festival in Bloomington Normal. Visit the heritage buildings like 1800s building house farm to table restaurants, shops, and live music venues to spend the best of your moments.

19.  Madison, Wisconsin (4 hours)

The town has an artsy taste in arts and the museums, shops, dining venues, outdoor activities are all fun-filled and class apart. Visit Olbrich Botanical Gardens or the University of Wisconsin Arboretum for the best experience of the city and to soak in the warm vibes of the city. Enjoy a leisurely cruise ride around Lake Mendota to enjoy the fresh breeze and some quiet time.

20. Rockford, Illinois (3 hours)

The third-largest city which has been revitalized downtown, emerging foodie scene, new cultural attractions and some of the most beautiful public gardens, this place is attracting tourists from all across the globe. The place will give some of the best scenic backdrops for your social media posts.

21. Galena: located in the west of Chicago

Galena is undoubted, one of the most preferred weekend getaways. This place is perfect for outdoor adventures as well and has everything to offer such as malls, wineries, wonderful restaurants, etc. This small town is situated near the Mississippi River so one can also enjoy rafting and bluff hikes.

21. Indiana Dunes: (1 hour and 10 minutes)

Situated at 54 miles southeast of Chicago, this place is a stretch of Lake Michigan coastline. Wide sandy beaches, smooth bike trails, towering dunes, etc, this place has a lot to offer you. It is a perfect weekend getaway spot to spend some time in the lap of nature. Visit Octave Grill at Chesterton located in the neighbor for delicious burgers and stay at Dunes Walk Inn which is a wonderful restored 1881 mansion.

22. Milwaukee: 93 miles north of Chicago

Art, music and food festivals fill the calendar, and the compact downtown has just as diverse offerings. Watch the Milwaukee Art Museum’s striking Quadracci Pavilion open and close its “wings”; catch the Milwaukee Brewers in Miller Park; tour the Pabst Mansion, or take a simulated motorcycle ride at the Harley-Davidson Museum.

23. Mount Morris

With its rolling terrain, state parks and preserves traversed by the mighty Rick and Mississippi rivers, plus biking and hiking trails crisscrossing the area, the Blackhawk Waterways region of northwest Illinois promises outdoor recreation bliss. The region also helped shape the childhood of our 40th president, whose boyhood home opens its doors to visitors.

24. Champaign-Urbana: 140 miles south of Chicago

Great outdoors, grown-up eats and classic clubs make for two cultured cities—especially appealing in the summer when the University of Illinois students head home. Grab a cheesy bite of nostalgia at Papa Del’s Pizza or enjoy the more upscale fare at Bacaro; take time to admire the works at Krannert Art Museum and Spurlock Museum; go for a stroll at the University of Illinois arboretum (pictured) or Allerton Park and Retreat Center.

25. Zion, Illinois: 50 miles north of Chicago

Located in Lake County, which bridges the gap between Chicago’s Cook County and the Wisconsin border with family attractions and nature trails. The area is home to Illinois Beach State Park, Volo Auto Museum and The Chocolate Sanctuary. For more fun, be sure to visit Six Flags Great America.

26. Cedarburg, Wisconsin: 113 miles north of Chicago

A great weekend destination for both shoppers and history buffs, Cedarburg has a Main Street that’s on the National Register of Historic Places and dozens of limestone buildings housing more than 70 boutiques, chocolate shops, and restaurants. Explore the town’s history at the General Store Museum and Kuhefuss House Museum, and admire handiwork at the Wisconsin Museum of Quilts and Fiber Arts. The town especially sparkles at Christmas!

27. Glencoe, Illinois: 15 miles north of Chicago

Glencoe is one of the few cities bordering Chicago along Lake Michigan. The communities of the North Shore seem farther from the bustle of downtown, thanks to abundant green spaces, including the Chicago Botanic Garden. Make sure to visit Grosse Point Lighthouse during sunset in Evanston and take a walk along the Green Bay Trail between Winnetka and Highland Park.

28. Fennville, MI

This place is one of the popular weekend getaway spots for Chicagoans who wait until fall to venture up to western Michigan’s fruit belt. Start with a slice or two of the good stuff at local favorite Crane’s Pie Pantry, a bakery-restaurant housed in an antiques-strewn converted barn. From here, a five-minute drive will deliver you to the timbered cider houses that anchor idyllic Virtue Farms, founded by former Goose Island brewmaster Greg Hall. Finally, make your way to Salt of the Earth for wood-fired bread and seasonal dishes centered around ingredients sourced within a 50-mile radius.

29. Madison, WI

Located on an isthmus between two lakes, Madison is a city that’s filled with beautiful sights—in addition to all the cheese and beer you’ve heard so much about. Begin your visit with a scenic tour of the college town on two wheels. You can rent a bike from dozens of BCycle stations, allowing you to make 30-minute trips. The Capital City trail winds around Lake Monona (the smaller of the two lakes) and provides plenty of picturesque stops for an Instagram of the skyline.

Now onto that cheese and beer. To drink like a local, head for the Malt House, a “craft beer oasis” that dates back to the Civil War-era and boasts taps from local brewers like New Glarus and Central Waters. Head for Capitol Square to visit Fromagination, where you’ll find artisanal Wisconsin cheeses and knowledgeable cheesemongers to help you make a decision. Take an evening to visit the Terrace at Memorial Union, a lakefront space where you can enjoy brats, beer, and live music during the summer months.

30. Rockford, IL

Located at  100 miles of northwest chicago, this place is very comfortable and serene to spend some quality time. In Rockford, there are so many places to explore such as Center Mu places that you can explore here are Center Museum, which has more than 300 hands-on exhibits focused on almost every topic. Visit Anderson Japanese Gardens enjoy beautiful landscapes. 

Wherever you may go in or around Chicago for the weekend retreat it is for sure that the place will have something exclusive for you.