Things to Do on a Weekend Getaway in Chicago #BeAWeekender

Traveling to a city can be the perfect choice for a quick weekend getaway. With just a few weekends left in the year, trying to choose which destination city is the best for your time and budget can be a challenge. At, with the help of Hilton, we’ve been researching and a list of top cities for your weekend getaway, be it for a family trip, romantic escape, or a girlfriend getaway. One of our top destinations we’ve found to “Be A Weekender” is Chicago, which is easily accessible by plane, train, or automobile and always seems to have something exciting going on.

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Top Picks for Your Chicago Trip:

Family Adventure – Chicago offers tons of fun places from Millennium Park to Navy Pier. The Bean is also a place to make funny faces and take a few selfless. And of course there’s the famous Chicago Zoo, a FREE family attraction. For those more adventurous families, Bobby’s Bike Hike gets the entire family on an active tour of some of Chicago’s top sights.

Chicago Zoo

Couple’s Night Out – A romantic weekend in Chicago can include a stay at theWit Hotel Chicago which isn’t just a swanky place to spend the night, but also offers special access to ROOF, one of the best rooftop bars in the city. Foodie couples can opt for a yummy meal at a top restaurant, or even spend a few hours at The Chopping Block’s cooking classes, enjoying a glass of wine while learning a new culinary dish made together.

The Chopping Block Cooking School

Girlfriend Getaway – Girls just want to have fun and the Windy City offers tons of that. Spend a day of relaxation and personalized pampering at the Waldorf Astoria’s Elysian Spa and Health Club. Afterwards, a visit for tea at The Drake Hotel offers an upscale and quintessential afternoon of luxury, complete with a glass of Champagne.

The Drake Hotel Chicago Tea

These are just a few options to explore in Chicago and to provide the basis of a weekend getaway. To choose the best place for your budget and occasion, be sure to check out for more ideas and even some travel deals.


This sponsored post is part of Hilton’s #BeAWeekender campaign.

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