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Celebrate the holiday season with the nationally televised Chicago Thanksgiving Parade, which has been ranked the second-best Thanksgiving Parade in the country by Time Out Magazine. Witness the excitement as talented marching bands, majestic equestrian units, national celebrities, and spectacular performance groups march through downtown Chicago. Why settle for watching a parade meander through New York City on TV when you can see giant cartoon-character balloons, marching bands, and dancers on the streets of Chicago? If you are in the city on Thanksgiving, you can catch the annual procession before indulging in your turkey. The Parade moves down State Street between Ida B. Wells Drive and Randolph Street and ends by 11 am, providing you with ample time to return home and assist with the cooking. The event commemorates Thanksgiving with a three-hour procession of giant balloons, marching bands, dancers, and more.

The hidden garden behind the Lincoln Park Conservancy is a must-visit spot. The Alfred Caldwell Lily Pool, situated in this garden, is designed to resemble a river flowing through a prairie. Walking along the stone path that encircles the lily pool, you'll come across a pavilion, a council ring, and native plants seen from mid-April to mid-November. As soon as you enter through the Prairie-style Fullerton gate, you will find yourself surrounded by a serene and beautiful garden filled with the soothing sounds of birds chirping and a gentle waterfall. Alfred Caldwell, a landscape architect, designed this garden as a hidden treasure for the people of Chicago. The gravel pathway on the east side of the Lily Pool site is partially accessible for those with disabilities. However, the stone pathway on the west has some steps up and down, making it less accessible. Visitors should also be aware that both sides of the path have a slight incline and decline, which should be considered while exploring the garden.

City Winery is a unique venue that offers live entertainment and a wide selection of wine in a warm and welcoming atmosphere. With a working winery on site, guests can enjoy up to 18 varieties of wine while being entertained. The venue can accommodate up to 300 guests, and each location offers a distinctive culinary and cultural experience for wine enthusiasts. City Winery has expanded to provide intimate concerts, food and wine seminars, private event spaces, upscale dining, and a fully functioning winery. Experience the charm of wine country with modern comfort and convenience in an urban setting. The performance venues are equipped with state-of-the-art acoustics provided by Meyer Sound. Before the concert, you can visit the tasting room to try a flight of wines. After the show, stop by the bar for more drinks. City Winery offers a range of functional spaces that can host a memorable night out for two or an unforgettable private event. There is something for everyone at City Winery, whether it's discovering new wines while enjoying an intimate concert or celebrating your wedding in the wine garden followed by an epic party.