
Museums, Music & Culinary Delights in the Windy City
3 Days
Duration
11
Activities
Chicago
Destination
About the Destination
Chicago is a vibrant metropolis that perfectly blends world-class culture with an electric nightlife scene, making it ideal for a women's weekend getaway. The city boasts iconic attractions like the Art Institute, Navy Pier, and the stunning Cloud Gate sculpture, alongside world-renowned restaurants ranging from deep-dish pizza to Michelin-starred dining. Beyond the sights, Chicago's neighborhoods pulse with energy—from the upscale shopping on the Magnificent Mile to the trendy bars and clubs in River North, West Loop, and Wicker Park, ensuring your group will find the perfect spots to celebrate and create unforgettable memories.
4 activities

Check in at LondonHouse Chicago, Curio Collection by Hilton

Explore Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.

Dinner at Girl & The Goat
Hot spot where Stephanie Izard serves up innovative small plates from a dramatic open kitchen.

Live Music & Cocktails at ROOF on theWit
A summer hotspot on the 27th floor of theWit Hotel, with skyline views & upmarket cocktails.
4 activities

Museum Exploration at Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.

Scenic Walk at Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.

Cocktails with a View at 360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.

Night Out at Storyville Chicago
Po' boys, gumbo & jambalaya, plus cocktails, in a hip venue with red leather booths & chandeliers.
3 activities

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.

Check out of LondonHouse Chicago, Curio Collection by Hilton

Somerset
Swanky restaurant in the Viceroy Hotel with a yacht-club feel, seasonal fare & cocktails.
Ready to celebrate?
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Essentials
Chicago's weather can be unpredictable, especially if visiting during cooler months, so pack layers and comfortable shoes for exploring neighborhoods and hitting up multiple venues. Bring stylish outfits and dancing shoes for hitting the city's top clubs and rooftop bars—think sleek dresses, statement heels, and a light jacket for evening outings. Don't forget sunglasses and sunscreen for daytime activities along Lake Michigan and outdoor shopping, as the city's open layout means plenty of time in the sun between indoor attractions and nightlife hotspots.
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More than a guide
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