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Hawthorne Race Course is a venue that offers both live racing and simulcasting. It is a thoroughbred horse racetrack with a one-mile dirt oval and a seven-furlong turf oval. The homestretch on the main track is 1,320 feet long, making it one of the longest in the country. Founded in 1891, Hawthorne Race Course is the oldest sporting venue in Illinois for horse racing, considered America's original sport. The business is family-owned and operated, now in its 4th generation, and has been hosting racing events on the City's border for over a century. The track is famously known as "Chicago's hometown track." Hawthorne is also the only race course in the nation that hosts both Thoroughbred and Standardbred racing. Additionally, they have the largest network of off-track betting bars in Illinois and offer two PointsBet Sportsbooks and a sportsbook at the track.

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.

Naper Settlement is an outdoor museum showcasing downtown Naperville's rich history. Spread over 13 acres, it offers visitors a unique opportunity to connect with the area's cultural heritage and foster a sense of community. The museum's vision is to encourage conversations, enrich educational opportunities, and provide engaging experiences for visitors, businesses, and the local community. Naper Settlement is an excellent place for families to visit as it offers interactive learning opportunities for people of all ages. The site boasts 30 historic buildings that visitors can explore to learn about the connections between the past and present. Additionally, the museum hosts special events, programs, and on-site activities throughout the year, giving visitors a unique chance to engage with the area's rich cultural heritage.