Play & Explore

Play and Explore in Chicago

Green Mill – Green Mill is an uptown institution that was frequented by infamous Chicago gangster, Al Capone. But since Prohibition is a thing of the past, the club has made a name for itself for hosting live jazz. Take photos under the green glimmering marquee and step inside for an evening unlike no other (minus the gangsters).

The Chicago Riverwalk – The 1.25-mile long Chicago Riverwalk path includes four distinct districts: The Confluence, The Arcade, The Civic and the Esplanade. The Riverwalk is a treasured natural amenity that allows a close proximity to the waterway while strolling past famous architecture. Grab a glass of wine at City Winery or a cold beer at Chicago Brewhouse. Boat and kayak rentals are also available for those wanting to get out on the water.

360 Chicago – Take the elevator to the 94th floor to 360 CHICAGO Observation Deck, atop the building formerly known as the John Hancock Center for views of the city (and surrounding states) from 1,030 feet above the streets. Enjoy a cocktail at their bar and explore the interactive exhibits detailing the history of Chicago. But before you go, board a glass-enclosed platform that slowly tilts over the side of the building at a 30-degree angle (TILT tickets are available for purchase).

Millennium Park – Millennium Park is home to iconic public art installations such as Cloud Gate, also known as “the bean”, this 25-acre park is popular with everyone. Depending on the time of year, the park hosts all sorts of community events, arts programming and even has a 3.5-acre urban sanctuary, the Lurie Garden.

Rooftop Cinema Club – Located on the fifth-floor terrace of our sister property, The Emily Hotel, this outdoor cinema experience features a weekly lineup of timeless favorites viewed on a state-of-the-art LED screen with wireless headphones.

Navy Pier – Navy Pier, located on the shores of Lake Michigan in Chicago, is one of the city’s most popular attractions. Originally completed in 1916 as a shipping and recreation facility, Navy Pier has evolved over the decades into a premier entertainment and cultural venue. Extending over 3,300 feet into Lake Michigan, it offers stunning views of the city skyline and the lake.

Additional Travel Guides

People sit at outdoor tables in front of a bar and restaurant on a city street lined with trees. Cars are parked along the road, and a person rides a bicycle in the foreground.

Shopping

Shop in Chicago

Wicker Park / Bucktown – The bustling “six corners” area (the intersection of Milwaukee, Damen and North Avenues) is dotted with trendy boutiques and hip vintage shops.

Outdoor seating in front of a bakery with a blue door, menu painted on the wall, potted plants, and people sitting at tables under a fire escape. The sign reads “Doughnut Vault” and lists various doughnut flavors.

Eat & Drink | Play & Explore

The Best Coffee Shops in Chicago: Where to Sip & Savor

Whether you're a local or just visiting, here are eight coffee shops that are a must-try when in the Windy

A long outdoor dining area features wooden tables, colorful plates, patterned cushions, hanging lanterns, and lush greenery, set alongside a river with city buildings in the background.

Eat & Drink

Eat & Drink in Chicago

Centennial Crafted Beer & Eatery – Conveniently located in the River North neighborhood, a short walk or drive from our Level River North location, Centennial