Naperville Vacation Packages
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Your Naperville Vacation
When you organize a vacation package to Naperville, you can relax and enjoy your break knowing that all your travel plans are under control. Discover the many charms of this city while based in a neighborhood like Clarendon Hills, which is great for golfing. Fill your free time with visits to Riverwalk, Promenade Bolingbrook and Bolingbrook Golf Club, some of the top attractions you should see during a trip to Naperville. Expedia can help you escape your daily routine. Tailor your vacation to Naperville to suit your travel style, whatever that may be!
Top Naperville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
CA $1,184
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
We had the most memorable time… we flew out from California to see my 5 yr old granddaughter for the weekend . Thank you Sharon and staff for making my weekend with her a day she will always remember. I have highly recommended this hotel to all my law enforcement partners. Thank you and we will be back.
Reviewed on Oct 7, 2026
Ready to book your vacation to Naperville?
Naperville Hotel Deals
DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr Naperville IL
Fully refundableReserve now, pay when you stay
CA $122
CA $136 total
Oct 18 - Oct 19
includes taxes & fees
7.8/10 Good! (1,455 reviews)
"Although the hotel is under renovations, it was clean and tidy and staff was very helpful and welcoming. We enjoyed our stay and would love to return one day."
Reviewed on Oct 5, 2026
Hotel Arista
2139 City Gate Ln Naperville IL
Fully refundableReserve now, pay when you stay
CA $280
CA $334 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"This is a decent hotel overall. Two things were broken in our room when we arrived, however, so we had to have an engineer come to the room immediately to replace them: the plunger in the bathroom sink and the phone (which apparently worked on speakerphone but had a broken handset?) The hotel has ..."
Reviewed on Oct 7, 2026
Best Western Naperville Inn
1617 Naperville Wheaton Rd Naperville IL
Fully refundableReserve now, pay when you stay
CA $130
CA $145 total
Nov 1 - Nov 2
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Naperville attractions
Riverwalk Park
9.2/10 (99 reviews)
After visiting Riverwalk Park, make a plan to see the other sights and activities in Naperville. Check out the shops and top-notch restaurants in this walkable area.
Centennial Beach
8.0/10 (96 reviews)
Just outside Chicago, this beloved summer hangout features an enormous pool, volleyball courts, barbecue pits, swim lessons and much more.
Arrowhead Golf Club
8.4/10 (26 reviews)
Enjoy a round of golf in Naperville at Arrowhead Golf Club. While in this family-friendly area, you can savor the top-notch restaurants.
Saints Peter and Paul Catholic Church
7.6/10 (49 reviews)
After visiting Saints Peter and Paul Catholic Church, make a plan to see the other sights and activities in Naperville. Take in the acclaimed theater scene in this family-friendly area.
Riverwalk
9.0/10 (104 reviews)
Riverwalk is just one of the places to see in Naperville, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savor the top-notch restaurants.
DuPage Children's Museum
7.8/10 (67 reviews)
You can take time to visit DuPage Children's Museum during your travels to Naperville. Take in the acclaimed theater scene in this family-friendly area.
North Central College
Enjoy the collegiate vibe at North Central College during your visit to Naperville. Check out the shops and top-notch restaurants in this family-friendly area.
Topgolf
You can take time to visit Topgolf during your travels to Naperville. Check out the shops and top-notch restaurants in this walkable area.
What to do in Naperville
Skydeck Chicago at Willis Tower
CA $59
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Naperville vacation package cost?
Offering great value package deals from CA $1,047 on Expedia, you'll be pleasantly surprised at how much a vacation to Naperville costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Naperville?
If you're hoping to score a cheap Naperville vacation package, consider visiting in December, January and February. You'll usually find better prices on hotels and airfares during these months — ideal for travellers wishing to save money.
How many days is enough for Naperville?
The ideal length of your Naperville vacation depends on what you'd like to see. Generally, a few days to a week will give you time to check out all the leading attractions and explore some hidden spots along the way.
Is it worth booking a vacation package to Naperville?
Popular for its golfing, walking trails and history, a Naperville vacation is a hit with all kinds of travellers. Be sure to visit key sights like Riverwalk and Riverwalk Park, and consider renting a car for day trips to discover even more.
How to find the best Naperville package deals?
Bagging a cheap Naperville package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most economical Naperville package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Naperville vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Naperville vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Naperville?
Enjoy incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Naperville trip.
How to plan a trip to Naperville?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Naperville.
- Figure out your budget: Make sure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Naperville.
- Decide how long to go for: Now that you're up to speed on Naperville, you can work out the ideal length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
- Combine your accommodations and airfare: After you've nailed down your travel dates and duration, book the perfect Naperville vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
