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The Illinois Railway Museum is where you can learn about the history of railway transportation and its impact on the country. The Museum houses over 400 pieces of original equipment from when railroad transportation was essential for industrial purposes and everyday life in America. These pieces of equipment include horsecars, steam locomotives, and passenger cars. The Museum also exhibits and operates restored rolling stock and equipment on a demonstration rail line. Moreover, it collects, preserves, and maintains a reference library of publications, technical information, and other materials related to railroads, railways, and transportation for research and other purposes.

The Wells Street Art Festival is an annual event on the second weekend of June. It is located in Old Town's popular Wells Street corridor and attracts around 50,000 visitors yearly. The festival showcases talented artists from across the continent specializing in traditional painting, sculpture, artisan woodworking, metalsmithing, jewel crafts, digital arts, and more. Additionally, there is a dedicated performance stage where local musicians, performance artists, and cover/tribute bands entertain the crowd throughout the weekend. Moreover, at the corner of Wells Street and Evergreen Street is a children's play area where kids can participate in arts and crafts, watch a performance, or have fun. The festival also has over 20 food and drink vendors who sell a variety of tasty treats. Visitors can try something from all the excellent Old Town restaurants participating.

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.