Hillside Holidays from NZ$2,088

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The Latest Hillside Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Gurnee Motel
Best Motel By OYO Chicago I-90
OYO Hotel Edgebrook Chicago North Shore
OYO Hotel Portage I-94
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Hillside Holiday

Our pick of the best 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 NZ$190 per night from 6 Apr to 7 Apr
NZ$190
includes taxes & fees
6 Apr - 7 Apr
8.6/10 Excellent! (1,000 reviews)
"did a last minute booking for a great price. everything you need was walking distance."

Reviewed on 31 Mar. 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 NZ$408 per night from 15 Apr to 16 Apr
NZ$408
includes taxes & fees
15 Apr - 16 Apr
8.8/10 Excellent! (2,020 reviews)
"great location"

Reviewed on 31 Mar. 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 NZ$280 per night from 21 Apr to 22 Apr
NZ$280
includes taxes & fees
21 Apr - 22 Apr
8.2/10 Very Good! (3,816 reviews)
"nice room really liked it"

Reviewed on 1 Apr. 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 holiday package cost?
Offering excellent value package deals from NZ$2,088 on Expedia, you’ll be thrilled with how little a holiday to Hillside costs! Our packages simplify travel planning and maximise 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 holiday packages and you could get some great off-season discounts.
How many days is enough for Hillside?
Typically, a handful of days is enough to check out the top attractions during your Hillside holiday. But if you’d like to have more time to rest or take day trips, consider extending your itinerary.
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,” “Traveller 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 holiday as a package?
An Expedia holiday 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 holiday 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 favourite 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 accommodation 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 holiday package.

Discover the most popular places to visit in Hillside

What to do in Hillside

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