cover

Plan a memory-making girls’ trip to Chicago that saves money on the basics so you can enjoy lots of extra activities. This begins with booking a comfortable vacation home that lets you save money compared to the cost of a hotel. You get access to the relaxing amenities you prefer by booking a rental home for your trip. You also have a kitchen where you and your BFFs can prepare meals together to save even more money when you want to stay in and chat over a home-cooked meal. 

Girls Weekend Itinerary

There are a bunch of great activities for you and girls to enjoy in Chicago. Great restaurants, museums, sightseeing, shopping, and fun await. Looking for more general ideas of what to do in Chicago? Take a peek at this quick guide to the city. Continue reading to take a deeper dive into some of the best options for your trip planning.

Magnificent Mile for Shopping

Prepare to take on some shopping at boutiques in one of Chicago’s neighborhoods, such as the Magnificent Mile. This area is known for its shopping venues, and it also boasts trendy places to eat or grab a drink when you need a break from shopping. Whether you’re shopping for clothing, shoes, antiques, or home goods, there are edgy shops that carry varied types of merchandise to please everyone in your girls’ weekend group.

Mixology Classes at Koval Distillery

Add a hands-on activity to your weekend itinerary, like learning to make mixed drinks at Koval Distillery. Koval was the first distillery in Chicago, and it’s been in business since the mid-1800s. This activity lets you and your friends enjoy a tour of the site, so you get the chance to learn about the history of the facility. Any members of your group who are on organic diets will be pleased to know that Koval‘s offerings are organically produced.

Adler Planetarium

Adler Planetarium has various exhibits and shows, some of which create an immersive experience, like the Sun Salutations Yoga experience. Participants of all skill levels are accommodated in the class, and the overhead dome is lit up with images of the night sky. Instructors describe the images shown above so you know what you’re seeing, turning the exercise class into a learning experience. You need to book tickets for this activity early because it sells out months in advance.

Cooking Classes at Eataly

Eataly provides the opportunity for you and your friends to expand your food knowledge while learning new cooking skills. After class, consider grabbing some groceries and testing out your new abilities in the kitchen of your vacation home. Learn about the types of cheese available. Find information on new ways to prepare pasta. Or sign up for an educational wine tasting session at Eataly to try some types of wine that are new to you and your girlfriends.

The Peninsula Spa

Include time for some pampering during your trip to Chicago. Book spa appointments for everyone to relax with soothing massages, enjoy aromatherapy, relax by a fireplace or swim in an Olympic-sized swimming pool.

Do Some Sight Seeing

Sears Tower is a must-see for your trip to Chicago. Take a group photo at the iconic Millennium Park. Spend a couple of hours looking at all the exhibits at the Art Institute of Chicago. If it’s not too cold, and you’re visiting in the summer be sure to meander down the Chicago Riverwalk. You’ll find tons of eateries and boutiques to enjoy on this stirp. 

Check Out Navy Pier

Navy Pier in Chicago has tons of shops and restaurants for you and girls to check out. There are boat tours to take, leaving from the pier. Get a great view of the city on the massive Ferris wheel. Find a show at the Family Pavilion Stage. Play a round of mini-golf with the gals.

Where to Eat

Get a reservation at Girl & The Goat. This top-notch American eatery is serving up decadence for dinner. Start with some Goat Empanadas. For dinner, we love recommending the Grilled Whole Branzino. Enjoy the fish with a crisp glass of white wine. And for dessert, the Fudge Brownie Sundae is to die for. 

For a little rowdier experience, take the group over to Punch Drunk Social for bar bites and cocktails. The bartenders are serving up punch bowls for you and the girls. This spot has got karaoke, too! Touch base with the event coordinator, too, to talk about options for booking a private room well you’re in town. 

And if you’re traveling with a bunch of foodies, no need to panic. Book your table for dinner at Topolobampo, a place that’s serving up dishes just as interesting as its name. The restaurant specializes in tasting menus. Currently, they’re offering a menu that celebrates Mexican distillers and vintners. 

Where to Stay

Choosing the right neighborhood is crucial to your weekend. Consider something downtown to keep you close to all the action. If bar hopping is a major priority, think about finding a spot on Clark Street in the Wrigleyville neighborhood. With 200+ bars in a 12-mile stretch, you’re sure to find something to your liking. Aside from downtown, find a great deal on a single-family home in River North. This area, too, is known for its spectacular nightlife. 

Want some other ideas on choosing your rental for the weekend? Check out this guide to picking the perfect basecamp for your trip.

Next Steps

Your girl’s weekend getaway is sure to be memorable in Chicago. Looking for more help planning the trip? Check out this complete trip planning guide for your trip to Chicago. Ready to start picking out the perfect rental for your trip? Head over to VacationRenter and find the best spot for your girl’s weekend getaway to Chicago!