Crest Hill Vacations from $265

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Your Crest Hill Vacation

Take the hassle out of planning your next great adventure with a Crest Hill vacation package. Whether you're interested in its art, food, architecture or other highlights, there's a never-ending supply of new experiences to be had. You'll want to sightsee during your trip to Crest Hill. Carve out some time for top attractions such as Rialto Square Theater, Silver Cross Field and Harrahs Casino. Stop daydreaming and start traveling. Check out the broad range of options on Expedia today and finally put your Crest Hill vacation plans into action!

The Latest Crest Hill vacation packages

Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Save 100% on your flight
Price was $491, price is now $265 per person
$265
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Miami (MIA) to Chicago (MDW)
9.4/10 Exceptional! (160 reviews)
Overall good but never clraned the room.

Reviewed on Nov 29, 2025

Art Villa

Art Villa

5 out of 5
West Town
Price was $1,524, price is now $562 per person
$562
per person
Feb 5 - Feb 11
found 1 day ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was $1,117, price is now $552 per person
$552
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Staff was friendly and outgoing throughout our 2 night stay. Roome were very clean, spacious with floor to ceiling windows and large walk-in showers. Bottle of wine upon check-in.

Reviewed on Nov 25, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $923, price is now $520 per person
$520
per person
Feb 12 - Feb 15
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Yes room was clean and orderly with everything in place. Front desk and dining staff were professional and thoughtful. Music in restaurant was a bit high for volume, more relaxing type of music would be nice. Food was good and happy hour specials were nice. enjoyed our stay.

Reviewed on Nov 26, 2025

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was $2,366, price is now $1,339 per person
$1,339
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The staff was amazing. Will be making a return stay.

Reviewed on Nov 30, 2025

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Holiday Inn Chicago SW-Countryside ConfCtr by IHG

Holiday Inn Chicago SW-Countryside ConfCtr by IHG

3.5 out of 5
6201 Joliet Rd Countryside IL
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $65 total per night from Dec 12 to Dec 13
$65 total
Dec 12 - Dec 13
Total with taxes and fees
7.8/10 Good! (1,279 reviews)
Great place

Reviewed on Nov 25, 2025

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $82 total per night from Jan 1 to Jan 2
$82 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
7/10 Good! (1,352 reviews)
The price was excellent. I got the jacuzzi suite and it was clean and very enjoyable. The breakfast was excellent.

Reviewed on Nov 29, 2025

Chicago Club Inn & Suites
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Dec 2 to Dec 3
$80 total
Dec 2 - Dec 3
Total with taxes and fees
8.8/10 Excellent! (2,393 reviews)
Great price. Very convenient.

Reviewed on Nov 24, 2025

SureStay Plus Hotel by Best Western Chicago Lombard
See all 565 properties in Crest Hill
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 Crest Hill Vacation Packages

Crest Hill Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
21,200
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Rialto Square Theater, Joliet Area Historical Museum and Channahon State Park

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Frequently asked questions

How much does a Crest Hill vacation package cost?
You can grab a vacation package to this top destination from $265 on Expedia. But how much your vacation to Crest Hill costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Crest Hill?
If you're hoping to score a cheap Crest Hill vacation package, consider visiting in December, January and February. You're likely to find better prices on flights and hotels during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Crest Hill?
With a well-organized schedule, you can easily hit the top Crest Hill sights in a few days. But if you want to discover hidden spots or go on day trips, consider booking your Crest Hill vacation for longer.
How to find the best Crest Hill package deals?
Start your search for a Crest Hill package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Crest Hill package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Crest Hill escape off to a flying start.
Is it cheaper to book a Crest Hill vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a tailored Crest Hill vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Crest Hill?
Score amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Crest Hill trip.
How to plan a trip to Crest Hill?

  1. Choose your dates: What you'd like to do in Crest Hill and your preferred season can help you decide when to get away.
  2. Set a budget: Consider costs like flights, food and transportation when calculating how much to set aside for your trip to Crest Hill. Then, pick a property that suits your budget, whether that's a wallet-friendly stay or a deluxe getaway.
  3. Use Expedia's trip planning tool to explore Crest Hill: Research every aspect of your trip to Crest Hill with this comprehensive planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Work out your trip length: Think about how long you want to spend exploring Crest Hill. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Crest Hill vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Have a look at our dedicated travel guide to find some awesome things to do in Crest Hill. Book tickets or make reservations before you go to save time and avoid the stress of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Crest Hill vacation packages?
Secure your dream trip to Crest Hill with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snag great deals before they sell out.

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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.