Bolingbrook Holidays
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Top Flight + Hotel Deals in Bolingbrook
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
€1,266
per person
15 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Good proximity to the river and local sights. Property is a little dated and the driveway is always full of cars. Rooms could use a refresh. Shower is very small.
Reviewed on 9 Sept 2026
Top hotels in Bolingbrook
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
€174
10 Sept - 11 Sept
includes taxes & fees
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
€229
10 Sept - 11 Sept
includes taxes & fees
8.6/10 Excellent! (3,167 reviews)
"Great location - rooms super clean, staff very attentive"
Reviewed on 9 Sept 2026
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St Chicago IL
Fully refundableReserve now, pay when you stay
€248
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (2,881 reviews)
"Great location, nice lobby bar and friendly staff!"
Reviewed on 8 Sept 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.
Stay 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.
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.
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.
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.
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 theatre permanently closed in early 2023 as part of parent company Cineworld's nationwide closures.
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.
What to do in Bolingbrook
Wendella's 90-min Chicago River Architecture Tour
€35
per adult
94% of travellers recommend
Frequently asked questions
How much does a Bolingbrook holiday package cost?
You can grab a holiday package to this popular destination from €1,113 on Expedia. However, how much your holiday to Bolingbrook costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Bolingbrook?
You can typically find reduced prices and better availability in December, January and February. Take a look at our cheap Bolingbrook holiday packages and you could get some great off-season deals.
How many days is enough for Bolingbrook?
The ideal length of your Bolingbrook holiday depends on what you'd like to do. Usually, a few days to a week will give you time to hit all the leading attractions and discover some hidden gems along the way.
Is it worth booking a holiday package to Bolingbrook?
Bolingbrook is a good holiday destination with attractions like Promenade Bolingbrook among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Bolingbrook holiday 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 holiday package well in advance.
Is it cheaper to book a Bolingbrook holiday as a package?
An Expedia holiday 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 holiday package to Bolingbrook?
If you've got your Bolingbrook holiday 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.
How to plan a trip to Bolingbrook?
- Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Bolingbrook.
- Budget wisely: In addition to the price of your stay, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Bolingbrook.
- Decide your trip length: Think about how long you'd like to spend discovering Bolingbrook. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Bolingbrook holiday package.
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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.
