Crest Hill Vacation Packages

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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!

Top Crest Hill Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,004 reviews)
All staff were very friendly and helpful. Hotel was in convenient location for walking.

Reviewed on Jul. 27, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip. The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.

Reviewed on Jul. 21, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Great hotel! New build-out, spacious and clean, friendly staff. Excellent breakfast area with

Reviewed on Jul. 27, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
Buena ubicacion, estaba limpia la habitacion es yn hotel sencillo. Tiene mcdonalds y portillos a 4 minutos de distancia

Reviewed on Jul. 28, 2025

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Crest Hill Hotel Deals

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Aug 3 to Aug 4
CA $114
CA $127 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,029 reviews)
"Was in central location and bed was nice and staff friendly"

Reviewed on Jul. 25, 2025

DoubleTree by Hilton Lisle Naperville
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
The price is CA $122 per night from Jul 29 to Jul 30
CA $122
CA $136 total
Jul 29 - Jul 30
includes taxes & fees
8.8/10 Excellent! (2,154 reviews)
"We have stayed at this hotel many times. Can't beat the price and location (close to everything). Breakfast very good."

Reviewed on Jul. 27, 2025

SureStay Plus Hotel by Best Western Chicago Lombard
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 refundable
The price is CA $152 per night from Aug 10 to Aug 11
CA $152
CA $170 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (1,030 reviews)
"Nice property. Clean and close to the city!"

Reviewed on Jul. 24, 2025

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
See all 552 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.
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Frequently asked questions

How much does a Crest Hill vacation package cost?
You can pick up a vacation package to this destination from CA $1,195 on Expedia. But how much your vacation to Crest Hill costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Crest Hill?
You're likely to find lower prices and better availability in January, February and November. Check out our cheap Crest Hill vacation packages and you could score some great off-season deals.
How many days is enough for Crest Hill?
For a Crest Hill vacation, a few days will be enough to tour the best spots. Be sure to visit Westfield Louis Joliet Shopping Mall — it's one of the most popular attractions in this destination. If you want more activities, consider basing yourself here and venturing off on some day trips from Crest Hill.
How to find the best Crest Hill package deals?
Use Expedia's handy filters to help you find some terrific Crest Hill package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Crest Hill package deals in the off-peak season. Play around with your travel dates and you may score 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 Crest Hill vacation as a package?
You can enjoy significant savings on your next Crest Hill escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Crest Hill?
If you've got your Crest Hill vacation dates locked in, book as early as you can to bag some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Crest Hill?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Crest Hill.
  2. Set your budget: Factor in expenses such as flights, food and transportation when calculating how much to put aside for your trip to Crest Hill. Then, select a hotel that works with your budget, whether that's an economical option or a lavish getaway.
  3. Determine how many days away: Start by listing all the attractions you want to get to in Crest Hill. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Crest Hill vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.