Shorewood Holidays from NZ$11,381

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The Latest Shorewood Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
30 Oct - 2 Nov
found 7 hours ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Terrible mattresses, old and crunchy or something; bad lumpy pillows. No coffee or water in the room. If you want free coffee, you gotta track to the lobby during coffee hours and pay a "resort" fee for the experience.

Reviewed on 17 Aug. 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
30 Oct - 2 Nov
found 7 hours ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
One of the best hotels. I will definitely stay here again.

Reviewed on 16 Aug. 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
30 Oct - 2 Nov
found 7 hours ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug. 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
30 Oct - 2 Nov
found 7 hours ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
This was property was centrally located next to everything that a first time visitor would like to experience. The access to the parks, museums, the Riverwalk and dining options makes for an enjoyable trip. The only downside was having to wait a considerable time for the elevators. Having 5 elevators and not all running at the same time, led to long wait times for a popular hotel with many guests.

Reviewed on 17 Aug. 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
30 Oct - 2 Nov
found 7 hours ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
The most beautiful hotel !

Reviewed on 17 Aug. 2025

Shorewood Holiday

Our pick of the best Shorewood 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 NZ$156 per night from 7 Sept to 8 Sept
NZ$156
7 Sept - 8 Sept
includes taxes & fees
7.8/10 Good! (1,084 reviews)
"It was great and clean"

Reviewed on 17 Aug. 2025

DoubleTree by Hilton Lisle Naperville
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is NZ$202 per night from 8 Sept to 9 Sept
NZ$202
8 Sept - 9 Sept
includes taxes & fees
8.4/10 Very Good! (1,201 reviews)
"Everything"

Reviewed on 15 Aug. 2025

The Champagne Lodge & Luxury Suites
Fairfield Inn & Suites by Marriott Chicago Naperville

Fairfield Inn & Suites by Marriott Chicago Naperville

2.5 out of 5
1820 Abriter Court, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is NZ$190 per night from 24 Aug to 25 Aug
NZ$190
24 Aug - 25 Aug
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"We like the place, maybe just an up grade the breakfast menu."

Reviewed on 11 Aug. 2025

Fairfield Inn & Suites by Marriott Chicago Naperville
See all 369 properties in Shorewood
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 Shorewood holiday package cost?
Offering great value package deals from NZ$11,381 on Expedia, you'll be thrilled with how little a holiday to Shorewood costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Shorewood?
To pick up cheap Shorewood holiday packages, plan your trip outside of peak periods like public holidays and major festivals. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Shorewood?
With a well-organised schedule, you can easily hit the main Shorewood sights in a few days. But if you prefer to discover hidden gems or take day trips, think about booking your Shorewood holiday for longer.
How to find the best Shorewood package deals?
Use Expedia's filter tool to help you find some of the best Shorewood 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 break for midweek, or search for Shorewood package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Shorewood holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging flights and hotels separately. Better still, you can tailor your Shorewood trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Shorewood?
If you have your Shorewood holiday dates finalized, book as soon as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Shorewood?

  1. Choose your dates: The things you'd like to do in Shorewood and your favourite season will help you decide when to go.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and airfares. Your accommodation will likely be the biggest expense during your trip to Shorewood.
  3. Decide how many days away: Start by making a list of all the attractions and activities you want to experience in Shorewood. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customised Shorewood holiday package.

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