Hillside Vacations

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    Save up to SAR 390 when you book a flight and hotel together*
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Find the Best Hillside Vacation Packages

Hillside Hotel Deals

Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is SAR 345 per night from Apr 6 to Apr 7
SAR 345
SAR 405 total
includes taxes & fees
6 Apr - 7 Apr
8.6/10 Excellent! (1,011 reviews)
Exceeded my expectations
"Crown Plaza exceeded my expectations by all means. I felt home for a rather long stay of six nights. One bonus thing was the Greek taverns for good food and two grocery stores nearby. Access to public transport is easy, Art Institute is a mere 15 minutes by bus. The only down side is the highway ..."

Reviewed on 27 March 2025

Crowne Plaza Chicago West Loop by IHG
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is SAR 622 per night from Apr 4 to Apr 5
SAR 622
SAR 840 total
includes taxes & fees
4 Apr - 5 Apr
8.8/10 Excellent! (2,008 reviews)
"Great hotel"

Reviewed on 29 March 2025

Swissotel - Chicago
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is SAR 475 per night from Apr 13 to Apr 14
SAR 475
SAR 558 total
includes taxes & fees
13 Apr - 14 Apr
8.2/10 Very Good! (3,779 reviews)
Great place
"We actually were supposed to stay at another hotel in town and it was awful. Found this one on a whim and it was great! Clean, friendly staff, free breakfast"

Reviewed on 27 March 2025

Embassy Suites by Hilton Chicago Downtown River North
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.

Frequently asked questions

How much does a Hillside vacation package cost?
Offering excellent value package deals on Expedia, you’ll be thrilled with how little a vacation to Hillside costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Hillside?
You’re likely to find lower rates and greater availability in December, January and February. Explore our cheap Hillside vacation packages and you could get some great off-season discounts.
How to find the best Hillside package deals?
Landing a cheap Hillside 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 tweak your search by “Amenities,” “Property type,” “Traveler experience” and more. Order the results by “Price: low to high” to view the most affordable Hillside package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Hillside vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Hillside escape to fit your exact style. 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 Hillside?
If you’re considering an impromptu Hillside getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Hillside?

  1. Choose your travel dates: What you’d like to do in Hillside and your favorite season can help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Hillside.
  3. Decide how long to go away for: Now that you’re more familiar with Hillside, you can figure out the perfect length of your break. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Hillside vacation package.

Discover the most popular places to visit in Hillside