Bolingbrook Vacations from $599
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Your Bolingbrook Vacation
Put together a custom vacation package to Bolingbrook and get ready to experience this interesting city on your own terms. Think about spending some time in the neighborhood of Clarendon Hills, which is great for golfing and lots more. Want to explore your new surroundings? Promenade Bolingbrook, Bolingbrook Golf Club and Seven Bridges Golf Club are just three of the most popular places to visit during a trip to Bolingbrook. A couple of clicks is all it takes to build a tailor-made Bolingbrook vacation on Expedia.
The Latest Bolingbrook vacation packages
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
$1,018
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,654 reviews)
Absolutely, better than amazing view of the Chicago view and lake. Rented the room for a special occasion that worked out great. After searching for other hotels in the area with a great view, this choice was the best choice I could have made. Since Navy Pier is one of Chicago biggest tourist attractions, I highly recommend a comfortable pair of walking shoes. I do think some of the furniture pieces should be updated to something more modern or stylish for the price of the room. It will make the vibe much better. That's my personal opinion. Service was amazing and staff was friendly and very helpful. Parking was very reasonable.
Reviewed on Aug 28, 2026
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View all tripsStay near popular Bolingbrook attractions
Hidden Lakes Park
6.8/10 (30 reviews)
This historic trout farm features four freshwater ponds stocked with diverse fish in a serene 15-acre sanctuary. Anglers can enjoy fishing piers while nature lovers explore the connecting DuPage River Trail.
Promenade Bolingbrook
8.2/10 (93 reviews)
The Promenade Bolingbrook offers an elegant open-air shopping experience with fountains and art. Enjoy seasonal concerts or holiday celebrations while exploring its mix of upscale retailers and dining options.
Bolingbrook Golf Club
7.0/10 (47 reviews)
This championship course designed by Arthur Hills features elevated tees, rolling fairways, and a signature island green. Experience upscale golf complemented by The Nest Bar and Grill's panoramic course views.
Rocket Ice Arena
6.4/10 (33 reviews)
Glide across pristine ice at this premier arena featuring two NHL-sized rinks named Lake Placid and Lake Tahoe. Morning sessions offer a quieter experience for families and beginners to perfect their skating skills.
Boughton Ridge Golf Course
6.8/10 (29 reviews)
This executive nine-hole golf course challenges with water hazards on seven holes and strategic sand traps. Relax at Ashbury's Restaurant after your round, enjoying terrace views overlooking the lush greens.
Naperbrook Golf Course
6.0/10 (22 reviews)
This links-style course challenges golfers with rolling hills, prairie grasses, and strategic water hazards across 18 holes. Enjoy the unique double green shared by the 12th and 16th holes after booking your tee time.
Regal Bolingbrook
This former 12-screen cinema once served as Bolingbrook's entertainment hub for first-run films. The theater permanently closed in early 2023 as part of parent company Cineworld's nationwide closures.
What to do in Bolingbrook
Chicago: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% of travellers recommend
Bolingbrook Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$117 nightly
$140 total
Sep 8 - Sep 9
Total with taxes and fees
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St Chicago IL
Fully refundableReserve now, pay when you stay
$221 nightly
$263 total
Sep 27 - Sep 28
Total with taxes and fees
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
8.6/10 Excellent! (3,084 reviews)
"Excellent property! Very well maintained. Staff was very friendly and accommodating. Restaurant, bar, little store & small cafe all in the hotel. We stayed in a room with 2 beds, which also had 2 separate full bath rooms. We enjoyed our stay here, very much."
Reviewed on Aug 28, 2026
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.
Find the Best Bolingbrook Vacation Packages
Bolingbrook Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 74,300 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Rialto Square Theater, Joliet Area Historical Museum and DuPage Childrens Museum |
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Frequently asked questions
How much does a Bolingbrook vacation package cost?
You can grab a vacation package to this popular destination from $599 on Expedia. However, how much your vacation to Bolingbrook costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Bolingbrook?
January, September and December are the best times to search for cheap Bolingbrook vacation packages. Traveling in quieter months means you can usually find reduced prices on hotels and flights.
How many days is enough for Bolingbrook?
The ideal duration of your Bolingbrook vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to check out all the leading sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Bolingbrook?
Bolingbrook is a good vacation destination with attractions like Promenade Bolingbrook among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Bolingbrook vacation promises fun for everyone.
How to find the best Bolingbrook package deals?
Use Expedia's handy filters to help you find some tempting Bolingbrook package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Bolingbrook package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Bolingbrook vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights individually. Better still, you can tailor your Bolingbrook escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Bolingbrook?
If you've got your Bolingbrook vacation dates locked in, book as early as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Bolingbrook vacation packages?
Your Bolingbrook getaway should be an escape from your daily routine, not a source of money worries. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
