Things To Do
Naper Settlement
Naper Settlement spans 13 acres of living history — a working blacksmith, a one-room schoolhouse, 30+ historic structures, and beautiful grounds. In 2026, the museum celebrates America's 250th anniversary with the special exhibit We the People: Naperville and the American Story.
Naperville Riverwalk
Naperville's crown jewel — 1.75 miles of serpentine brick paths along the West Branch of the DuPage River, with fountains, bridges, sculpture, and gardens. Late May is the absolute best time to walk it. Connects naturally to all of downtown's shops, bars, and restaurants.
Riverwalk Pickers
Saturdays 9:30–11 AM A beloved Naperville tradition — local acoustic musicians gather at the Free Speech Pavilion every Saturday morning to play folk, bluegrass, and singalong music.
Centennial Beach
Naperville's beloved stone quarry swimming hole opens for the season over Memorial Day weekend. A short walk from downtown.
Santo Cielo
A top-floor bar at Hotel Indigo with panoramic views over downtown Naperville. Globally inspired cuisine, creative cocktails, and a beautiful room with floor-to-ceiling windows.
SixtyFour - Wine Bar & Kitchen
A smart card–enabled wine dispensary where guests can sample dozens of wines freely.
Empire Burgers + Brew
Empire Burgers & Brew is a lively downtown Naperville restaurant known for its craft burgers, creative cocktails, and year-round rooftop patio with a retractable roof. The menu features signature half-pound Angus burgers, sandwiches, and a wide selection of beer, wine, and spirits in a stylish industrial-modern space. Tucked within Empire is Northcott Liquorette, a hidden Prohibition-style speakeasy serving craft cocktails in an intimate lounge setting.
iFLY Indoor Skydiving - Chicago Naperville
Experience the thrill of skydiving indoors at iFLY Naperville, where a vertical wind tunnel lets you safely float and fly with the help of expert instructors.
Topgolf Naperville
Topgolf combines golf, games, and great food in a lively entertainment venue where players hit microchipped balls at targets to score points.
Cookie Dough Creations
A fun Naperville classic, Cookie Dough Creations serves edible cookie dough, gourmet ice cream, and over-the-top milkshakes. It’s a great spot for a sweet treat just steps from the Riverwalk.