Experience the Best of Naperville in 4 Days

Experience the charm and beauty of Naperville, unparalleled to any other city.

03 May 2023

As a tourist, a trip to Naperville, United States offers a diverse range of experiences from exploring the picturesque Riverwalk while soaking in the beauty of nature, to discovering the city's unique history at the Naper Settlement. Visitors can also indulge in shopping and dining at the city's vibrant downtown area. In addition, Naperville also offers numerous entertainment options including the famous comedy club, The Chicago Improv.

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Travel plan

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Day 1

First Impressions

  • Check in to the Water Street District Hotel, located downtown Naperville near the Riverwalk
  • Take a leisurely stroll along the Riverwalk, stopping to admire the unique sculptures and fountains
  • Stop by Anderson's Bookshop, a Naperville institution, to browse their curated selection of books, gifts, and local goodies
  • Satisfy your sweet tooth with a scoop of homemade ice cream from Kilwins
  • Enjoy dinner and drinks at Bar Louie, featuring a lively atmosphere and a diverse menu of American fare
Day 2

History and Art

  • Visit Naper Settlement, a living history museum that showcases life in 19th century Naperville
  • Explore the DuPage Children's Museum, a hands-on interactive space that encourages creativity and learning
  • Check out the Naperville Art League Gallery to see a rotating collection of local artwork
  • Enjoy lunch at Q-BBQ, offering award-winning slow-smoked meats and a variety of sides
  • Immerse yourself in the beauty of nature at the Morton Arboretum, featuring over 1,700 acres of gardens and woodlands
Day 3

Shop Till You Drop

  • Spend the morning shopping at the Main Street Promenade, featuring a blend of small boutiques and national brands
  • Grab a bite to eat at Naperville's newest food hall, Santo Cielo, featuring a variety of unique food vendors and a rooftop bar
  • Visit Two Bostons, a pet boutique, for high quality pet food, toys, and accessories
  • Stop by Naperville Running Company, offering shoes and gear for every level of runner
  • Indulge in an Italian feast at Lou Malnati's Pizzeria, known for their deep dish pizza and family-friendly atmosphere
Day 4

Final Fling

  • Start the day with a hearty breakfast at Egg Harbor Cafe, offering a range of classic breakfast dishes with a modern twist
  • Head to the Hollywood Palms Cinema for a movie-going experience like no other, featuring in-theater dining and a full bar
  • End your trip on a sweet note with a cupcake from DeEtta's Bakery, a charming local eatery that specializes in homemade baked goods
  • Take in the beauty of the Naperville countryside with a visit to the Danada Equestrian Center, featuring horseback riding lessons and scenic trails
  • Say goodbye to Naperville with a final meal at Mesón Sabika, offering authentic Spanish cuisine in a stunning historic mansion setting.

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

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.

Destination

Naperville

Welcome to the land of perfectly manicured lawns and where stop signs are treated as holy symbols. This town is so pristine, you could eat off the streets - but please don't, that's unsanitary.

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Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

5 Day Naperville Adventure: History, Food, and Fun

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.

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.

Naperville on a Budget: Park Walk, Eats & History

Naperville is a charming city in Illinois that offers plenty of budget-friendly activities and attractions. With its beautiful parks, museums, and historical sites, visitors can explore the city without breaking the bank. Local restaurants offer delicious food at affordable prices, making it easy to indulge in the local cuisine.