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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
CA $1,303
per person
Oct 23 - Oct 30
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,899 reviews)
Our shower head continually sprayed the bathroom floor. The shower curtain needed to be longer.

Reviewed on Aug 22, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
CA $1,851
per person
Oct 23 - Oct 30
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (550 reviews)
Great staff and amenities. Beautiful pool, bbq area and more. Terrific room Only issues was parking was $68 a day, plus incidental holds of $200 per day. Security is strong and is close to Fulton Market and we would walk over to the RiverWalk every day As the hotel is permanent residents and renters security is job 1. Problems you have to go to the third floor to get a baggage cart and you have to leave your drivers license, which I didn’t care for and to get into the garage you have to call security and more than once no one answered and you had to go into the building and find them. For the money your room key or a key pad should allow you in.

Reviewed on Aug 21, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,824
per person
Oct 23 - Oct 30
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
CA $1,745
per person
Oct 23 - Oct 30
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (157 reviews)
Beautiful room. Great location. Will be back.

Reviewed on Aug 22, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
CA $2,174
per person
Oct 23 - Oct 30
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
I absolutely loved my stay. It was in the perfect location. Walking distance to every site to see. Their customer customer service was great. As well as the in house dining. I definitely will stay here again the next time I visit Chicago

Reviewed on Aug 22, 2026

Ready to book your vacation to Naperville?

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Naperville Hotel Deals

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

3003 Corporate West Dr Naperville IL
Fully refundableReserve now, pay when you stay
CA $118
CA $131 total
Aug 30 - Aug 31
includes taxes & fees
7.8/10 Good! (1,436 reviews)
"The hotel is under construction. I thought that meant maybe they’d have guests on one floor and construction on another. No. Housekeeping tried to enter our room at 8 AM while we were asleep. Construction began at 8:05, directly through our wall. We should not have been placed there. Amenities like ..."

Reviewed on Aug 23, 2026

DoubleTree by Hilton Lisle Naperville
Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
Fully refundableReserve now, pay when you stay
CA $79
CA $88 total
Sep 8 - Sep 9
includes taxes & fees
Motel 6 Naperville, IL
Best Western Naperville Inn

Best Western Naperville Inn

1617 Naperville Wheaton Rd Naperville IL
Fully refundableReserve now, pay when you stay
CA $135
CA $151 total
Aug 31 - Sep 1
includes taxes & fees
8.4/10 Very good! (1,016 reviews)
"We stayed for about a week. The staff was friendly. The breakfast was like any other hotel breakfast. I don't like that they clean your room every other day. I really like my room to be cleaned daily. When we were leaving we took off our sheets and noticed off yellow stains where they had sucked ..."

Reviewed on Aug 22, 2026

Best Western Naperville Inn
See all 1,492 properties in Naperville
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

A tall, modern tower in a park with lush green trees and a clear blue sky.

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.
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A large swimming pool with clear turquoise water, surrounded by trees and houses.

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.
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A golf course with sand bunkers, a pond, and a winding path.

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.
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A church interior with ornate columns, a red carpet, and a central altar.

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.
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A rustic log cabin with a chimney, surrounded by trees and a wooden fence.

Naper Settlement Museum

7.4/10 (36 reviews)
Imagine the way of life for settlers who moved to the Midwest in the 19th century as you wander around the grounds of a historic village in Naperville.
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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.
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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.
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Dandelion Fountain

After visiting Dandelion Fountain, make a plan to see the other sights and activities in Naperville. Check out the shops and top-notch restaurants in this walkable area.
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What to do in Naperville

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $38
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $34
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $63
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Naperville

Frequently asked questions

How much does a Naperville vacation package cost?
Offering great value package deals from CA $1,303 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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.