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Weekend Getaway in Chicago: Festive Sights and Culinary Delights Itinerary
Last updated: 2024 Jun 14Iconic Landmarks and Riverfront Charm
Morning
Begin your Chicago adventure with a breathtaking view from the 360 Chicago Observation Deck (Formerly John Hancock Observatory). Afterward, enjoy a delightful breakfast at Cindy's Rooftop, where you can savor the food with an equally stunning view of the city skyline.
Afternoon
Immerse yourself in the city's architectural wonders on the Chicago River architectural cruise. For lunch, head to The Gage for a sophisticated yet hearty meal in the heart of downtown.
Evening
As the sun sets, take a leisurely stroll at Navy Pier, where the lights and sounds of the amusement park and the Ferris wheel create a magical atmosphere. For dinner, experience the vibrant ambiance and delectable dishes at Gilt Bar, known for its upscale American fare and craft cocktails.
Bedtime
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Artistic Marvels and Cultural Gems
Morning
Start your day with a visit to the world-renowned Art Institute of Chicago, home to an impressive collection of art spanning centuries and continents. Enjoy a light breakfast at State and Lake Chicago Tavern before diving into the masterpieces.
Afternoon
After the museum, take a relaxing walk at Millennium Park, where you can't miss the iconic Cloud Gate sculpture, also known as "The Bean." For lunch, indulge in the flavors of Bar Siena, offering a modern take on Italian cuisine in a stylish setting.
Evening
Cap off your weekend with a mesmerizing performance at the Chicago Theatre, an architectural gem in itself. Before the show, enjoy a pre-theater dinner at Plymouth Restaurant & Rooftop Bar, where you can savor both the food and the city views.
Bedtime
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