5 Day Naperville Adventure: History, Food, and Fun

Explore the charm of Naperville - a perfect blend of small-town feel and modern amenities.

22 April 2023

Naperville, a suburb of Chicago, offers a picturesque downtown with a mix of historic architecture and modern amenities. Visitors can stroll along the Riverwalk, a scenic path dotted with fountains and artwork, or explore the eclectic shops and restaurants that line the streets. Sports fans won't want to miss a visit to North Central College's Benedetti-Wehrli Stadium, a state-of-the-art facility that has hosted a variety of athletic events.

Travel plan

Getting latest place information
Day 1

Arriving in Naperville

  • Check into the Hotel Indigo Naperville Riverwalk for a stylish and comfortable stay.
  • Walk along the beautiful Riverwalk to get a feel for the town's charm and character.
  • Stop by Anderson's Bookshop, a Naperville institution where you can find both bestsellers and local gems.
  • Grab lunch at Quigley's Irish Pub, a cozy spot with delicious Irish classics and live music on weekends.
  • Spend an afternoon admiring art at the Naperville Art League Gallery or exploring the unique exhibits at the DuPage Children's Museum.
Day 2

Discovering History and Culture

  • Start with breakfast at The Lucky Penny Diner and Cafe, a retro-themed eatery with classic American dishes.
  • Visit the Naper Settlement, a living history museum that showcases how Naperville evolved over the centuries.
  • Take a tour of the Century Memorial Chapel, an iconic venue perfect for weddings and events.
  • Enjoy lunch at Meson Sabika, a Spanish-inspired restaurant with gorgeous patio views and tapas-style dishes.
  • Head to North Central College's Fine Arts Center to catch a show, film screening or concert.
Day 3

Nature and Recreation

  • Begin with a hearty breakfast at Egg Harbor Cafe, known for their fresh and wholesome dishes.
  • Drive to Hidden Lake Forest Preserve to hike or bike through 1,200 acres of woodlands, prairies and lakes.
  • Rent a kayak or paddleboat to explore the waters of Centennial Beach, a historic site turned aquatic center.
  • Have lunch al fresco on the patio of Hugo's Frog Bar & Fish House, a seafood institution with live jazz music.
  • Go shopping at the Naperville Farmers Market, where you can find organic produce, artisanal goods and more.
Day 4

Foodie Tour

  • Try the decadent crepes and waffles at La Sorella di Francesca for breakfast.
  • Go on a food tour with Naperville Bites and Sights to sample the town's best treats and learn about its history.
  • Satisfy your sweet tooth at DeEtta's Bakery, a beloved spot with cookies, cupcakes and custom cakes.
  • Get a taste of Italy at Lou Malnati's Pizzeria, where their deep-dish pizza is a legend in Naperville and beyond.
  • Have dinner at Catch 35 Naperville, a stylish seafood restaurant with fresh catches and live music.
Day 5

Farewell, Naperville

  • Get a caffeine boost at Sparrow Coffee, which offers artisanal coffee and precision brewing techniques.
  • Browse the upscale shops and boutiques in Downtown Naperville, from fashion to homeware to gadgets.
  • Have a final meal at SixtyFour, a wine bar with elevated food options and more than 64 wines by the glass.
  • Say goodbye to Naperville with a walk around the town center and a ride on the whimsical Naperville Trolley.
  • Depart from the Hotel Indigo Naperville Riverwalk with fond memories and a newfound appreciation for this charming town.

How to get there

Plane

The best way to reach Naperville, United States by plane is to fly to Chicago O'Hare International Airport and then take a taxi, bus, or train to Naperville.

Car

The best way to reach Naperville, United States by car is to drive on I-88 W from Chicago. The trip takes around 45 minutes depending on traffic.

Train

There is a Metra train that runs from Chicago Union Station to Naperville Station, making it the best way to reach Naperville by train.

Boat

There is no direct boat transportation to Naperville, United States. However, you can take a boat tour from Chicago to Naperville on the Chicago River.

Bus

Taking a bus from Chicago to Naperville is the best way to reach the city by bus. Greyhound offers regular bus service from Chicago to Naperville.

More travel plans

Weekend Escapades: Romantic Naperville Getaway

Naperville is a charming city located in Illinois, United States, with plenty of interesting activities for a romantic getaway. Couples can visit the scenic Riverwalk, take a stroll through the beautiful Naperville settlement, and explore the various art galleries and museums. The city also offers a variety of cozy dining options and boutique hotels for a perfect intimate getaway.

Naperville Delights: A Whimsical 5-Day Family Adventure!

Naperville, located in the heart of Illinois, offers a delightful family-friendly trip with a myriad of attractions. The city boasts beautiful parks, such as the Naperville Riverwalk, where families can explore scenic trails and enjoy picnics by the river. Additionally, Naperville is home to fascinating museums, engaging children's play areas, and a variety of family-oriented events throughout the year, making it an ideal destination for an unforgettable family adventure.

Naperville's Whimsical Escapades: Family Fun at its Finest

Nestled in the outskirts of Chicago, Naperville offers a perfect family-friendly destination with its vibrant downtown atmosphere and picturesque landscapes. Explore the Naperville Riverwalk, a scenic pathway dotted with beautiful gardens, fountains, and playgrounds along the Dupage River. Immerse yourself in history at the Naper Settlement, a living history museum featuring 30 historic buildings, costumed interpreters, and interactive exhibits, making it an engaging experience for kids and adults alike.

Romantic Weekend Getaway to Naperville, Illinois

Naperville in Illinois, United States is a hidden gem perfect for a romantic getaway. Take a romantic stroll along the Riverwalk that features beautiful fountains and gardens, enjoy a couples massage at the Spa at the Hotel Arista, and take a hot air balloon ride over the countryside for a breathtaking view that will leave you in awe.