Romantic Weekend Getaways from Chicago

Best Romantic Weekend Getaways from Chicago for Couples

Romance in mind? Feel like showing off all the feelings you have for your sweetheart this winter? Fortunately, Chicago, on Lake Michigan in Illinois, boasts easy, convenient, and quick hideaways to places known for majestic scenery, attractions, and great food. In this competitive day and age, it is important to take a break so that you can spend a little alone time with the most loved person. Why not check these best romantic weekend getaways from Chicago, all within driving distance. For couples like to extend the trip by a day or two, they should not hesitate to look for some budget-friendly vacation rentals in Chicago, Illinois.

Best Romantic Weekend Getaways from Chicago for Travelers

Who says parents can’t go on romantic vacations since they have kids and responsibilities? To me, this is a myth. Don’t believe me? Okay, you need to read this page till the end and let me know if I’m wrong.

  • Kohler in Wisconsin: head north of Chicago and you will be in the heart of Kohler. Located on the banks of the River Sheboygan, the village of Kohler is home to world-class golf courses, museums, and a five-star resort (the American Club). Whistling Straits Golf Course, Blackwolf Run, and Kohler Swing Studio Golf are the main places where you can play your best shot. River Wildlife Lodge Restaurant is a perfect place to enjoy a romantic dinner with your love of life.

Where to Stay in Kohler – Vacation Rentals in Kohler?

It won’t take more than 3 hours to reach your Kohler vacation rentals from Chicago. Besides flaunting a range of fun things to do for romantic couples, Kohler in Wisconsin ensures that you feel cozy with your life partner at the best holiday rentals.

  • Lake Geneva in Wisconsin: Just about 90 minutes’ drive from your home rental in Chicago, the town of Lake Geneva makes an ideal weekend getaway. Stunning mansions along the shimmering lake create scenes that one would die to live for. Some of these gigantic mansions even date back to the 19th century. Stroll through the excellent wineries and breweries sampling great wines when you are done with art and antique shopping. Does too much shopping wear you out? Take a tour of Staller Estate Winery and enjoy more than a dozen wine varieties.

Where to Stay in Lake Geneva – Vacation Rentals in Lake Geneva?

Try out lakefront cabin rentals they would compliment your romantic vacation in Lake Geneva.

  • Milwaukee in Wisconsin: “What are the most romantic things to do in Milwaukee?” Oh boy, we have got several amazing romantic ideas for you to rekindle love. The best and unique ways to spend romantic getaways in Milwaukee are strolling along the Lakefront, dining at a cozy restaurant with live background music, taking in the performing arts, reconnecting over beer, and sipping cocktails at a vintage bar.

Where to Stay in Milwaukee – Vacation Rentals in Milwaukee?

The best place to return after a hectic day in the city center - roaming around and getting tired – is your own home. But in Milwaukee, we have the luxurious Milwaukee vacation rentals for you.

  • Michigan: Head northeast of Chicago and you will find yourself winding your way around Lake Michigan with your girlfriend to the neighboring state, which rendered the waterway its name. Michigan enjoys a laid-back, yet romantic vibe where hundreds of couples indulge in an assortment of activities. Couples have great places to relax and plan their day on the beach.

Where to Stay in Michigan – Vacation Rentals in Michigan?

Whether you want to relax at the Victoria Inn on Ferry Street, ski and hike the Dunes, or to relieve your student years at the University of Michigan – when you stay at Michigan vacation rentals, reaching out all important tourist attractions in Michigan is easier, comfortable, and convenient.

  • Galena in Illinois: There couldn’t be a better place to nurture your love than a romantic place like Galena in Illinois. A beautiful destination, Galena attracts both couples and families with its historic places, world-famous attractions, and gourmet dining. One of the top places to visit in the city is the Ulysses S. Grant Home. Amongst other key places to get around are Dowling House, the Elihu B. Washburne House, the Old Market House, and Dowling House.

Where to Stay in Galena – Vacation Rentals in Galena?

Home to President Ulysses Grant, the city of Galena has more vacation rentals for families and couples than any other lodging options. Just a short walk from the Galena-Jo Daviess County Historical Society lies the most sophisticated Galena apartment rentals. Savor the five-start luxury, enjoy the home-like comforts, relish super-gourmet foods, and enjoy the privacy.

  • Aurora in Illinois: The second largest city in Illinois, Aurora is teeming with many things for people who are in love. It’s got tranquil surroundings with challenging hiking and biking trails. The lush farms will be able to captivate even the most discriminating travelers.

Where to Stay in Aurora – Vacation Cottages in Aurora?

You will be glad to know that Aurora cottage rentals by owners offer hiking gears. Get in touch with the owner while booking the property. Find the most suitable vacation rentals in Illinois from Search Home Rentals and grab the deal.

  • Indianapolis in Indiana: This is an urban escape for couples. Only a 3-hour drive from the glitzy city of Chicago, Indianapolis promises a relaxing and memorable vacation. To sustain the romantic-themed vacation, visit the Indianapolis Motor Speedway Museum. Ignoring the Canal Walk could be the biggest flaw as it has the most mesmerizing romantic outing setting.

Where to Stay in Indianapolis – Vacation Rentals in Indiana?

You would need a place that must intrigue you both. Indianapolis boasts a stunning range of holiday rentals. Book one of the luxurious properties for a perfect romantic tryst.

  • Traverse City in Michigan: Vineyards for wine tasting, dunes for climbing, biking trails for biking, and outstanding restaurants for savoring authentic Michigan foods, Traverse City is one of the most popular winter getaways from Chicago.

Where to Stay in Traverse City – Vacation Rentals in Michigan?

Weekend getaways can be cherished for a lifetime if you have selected the best place to stay. Traverse City vacation rentals make the most comfortable accommodation with amenities like pools, modern fitness centers, kitchens, elevators, kids’ areas, and hot tubs.

  • Saugatuck in Michigan: “Honey, did you even remember you promised to take me on a romantic cruise on sailboats” – oh, it seems like you have forgotten what you had earlier promised. Why not enjoy a romantic trip to Saugatuck – a sailboat cruise?

Where to Stay in Saugatuck – Vacation Rentals in Saugatuck?

Imagine waking up to a bright morning with the spectacular ocean views sneaking into your room! Kinda a royal feeling, yeah? Saugatuck vacation apartments flaunt intriguing interiors with private rooms that would turn your getaway into a more romantic and fascinating one.

  • Rockford in Illinois: It has been watching visitors whiz by on the popular Interstate 90 to the east of Chicago. Rockford is the third-largest city in Illinois and flaunts sprawling public gardens, vibrant cultural attractions, and an emerging foodie scene. How can you miss this out? If you do, you would be crazy.

Where to Stay in Rockford – Vacation Home Rentals in Illinois

Rockford has a revitalized downtown with all the fun stuff flourishing like never before. Book Rockford home rentals in advance and immerse in the tranquil Anderson Japanese Gardens.

Where would be heading off? Pick your destination!

Weekend Gateways Outdoor Activities


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