Hotels with Tennis Court Near South Side

Chicago South Loop Marriott is a top choice near major attractions like the Art Institute of Chicago and Union Station. The hotel offers easy access to Grant Park and Michigan Avenue, with some rooms featuring stunning views of the Lake Michigan skyline. Modern amenities, including complimentary high-speed Wi-Fi and 24-hour concierge service, ensure a seamless stay.

Another excellent option is Hilton Chicago South Loop, located just a 15-minute drive from the Chicago Zoo and close to cultural hotspots such as the South Side Arts Gallery and the National Museum of Black American History. Its central location makes it ideal for travelers seeking both urban convenience and authentic local experiences.

Both properties emphasize sustainability practices and offer free airport shuttles for added guest comfort, positioning them as premier accommodations in the vibrant South Side district.

Yes, public transit in Chicago’s South Side is highly efficient. The CTA Blue Line connects directly to Union Station, offering seamless transfers to key destinations like the Art Institute of Chicago, Michigan Avenue, and Millennium Park. Numerous CTA bus routes serve neighborhoods across the South Side, including direct links to University of Chicago and South Side Cultural District.

For those driving, I-71 and the South Loop Expressway provide quick access to downtown and surrounding areas. Multiple ride-share pickup zones and electric scooter docking stations are available near hotels, enhancing mobility.

The city also promotes sustainable travel: dedicated bicycle lanes and Divvy Bike Share stations allow visitors to explore scenic routes along Grant Park and the Lake Michigan Trail, combining eco-friendliness with immersive local discovery.

The South Side offers rich, authentic cultural experiences. Join a South Side Black History Walking Tour, led by local historians, to explore landmarks like the National Museum of Black American History and St. Louis Church, uncovering the legacy of African American resilience.

Don’t miss the South Side Food Festival, an annual event showcasing over 50 local eateries serving iconic dishes such as Chicago-style hot dogs, deep-dish pizza, and Southern barbecue—a true taste of the city’s soul.

Art lovers should take part in the South Side Graffiti & Sculpture Tour, wandering along West 63rd Street to discover vibrant murals and public art installations, many created by renowned artists like Jesse "The Artist" Johnson.

End your day at the Lake Michigan Promenade, where sunset views blend with live music performances, creating a magical atmosphere perfect for reflection and connection.

Hotels in Chicago’s South Side feature premium amenities tailored to modern travelers. The Hilton Chicago South Loop boasts smart room technology, including voice-controlled climate systems and auto-adjusting window shades, enhancing comfort and energy efficiency.

Many properties offer complimentary fitness centers, indoor pools, and even skyline-view rooftop infinity pools overlooking Lake Michigan. Fully equipped business centers and meeting rooms cater to corporate guests.

Collaborations with local arts organizations result in rotating exhibitions of original artwork in lobbies and weekend live music events, enriching the cultural ambiance.

Some hotels provide exclusive South Side Experience Packages, bundling guided tours, dining discounts, and transit passes—transforming stays into immersive explorations of the neighborhood’s vibrant identity. These features position South Side hotels not just as accommodations, but as gateways to authentic urban life.