Joyce Fong – Chicago Athletic Association Hotel
A newer addition to the west side of the city, the 606 Trail is an elevated trail that offers a place for biking, walking and running, as well as interesting art installations and landscape design.
Svetlana Raskin – Hotel Allegro
The popular Grant Park, nestled in the middle of the Loop, offers a variety of sights like Buckingham Fountain, Petrillo Music Shell, and smaller parks-within-the-park like Maggie Daley Park and Millennium Park.
Eden Bernal – The W Hotel
The northwestern corner of Grant Park lies Millennium Park. Some of Chicago’s most popular landmarks (and awesome photo ops!) are in Millennium Park, including Cloud Gate, Jay Pritzker Pavilion, Crown Fountain, and Lurie Garden.
Laura Cantor – Randolph Tower City Apartments
Maggie Daley Park
This gorgeous Lakefront recreation center is home to a massive playground, climbing wall, and skating ribbon. When temps drop, enjoy The Field House, which features indoor and outdoor programming for all ages.
Christopher Pinner – Conrad Hotels
Lincoln Park Zoo
One of North America’s oldest zoos, Lincoln Park Zoo is a fun (and free!) activity for groups, families, dates, and more. Explore a variety of wildlife in the 15 animal houses, and stop for a bite in the various restaurants and cafes throughout the space.
Marcus Hollis – Omni Hotels
No matter the weather, going for a walk in Chicago is a must! Head to the Chicago River to stroll along the iconic Riverwalk. Explore restaurants, stop for gorgeous photo ops of the skyline, and check out public art along the six different coves.