Stephenson County Holidays from NZ$2,818

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The Latest Stephenson County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was NZ$3,760, price is now NZ$2,818 per person
NZ$2,818
per person
31 Oct - 5 Nov
found 7 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
The WIt was everything. The Roof at the Wit, was amazing, be sure to make reservations. I love this hotel and Chicago it was safe and close to everything!!

Reviewed on 26 Sept 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was NZ$5,759, price is now NZ$3,908 per person
NZ$3,908
per person
31 Oct - 5 Nov
found 7 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
It’s was very clean and safe

Reviewed on 27 Sept 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was NZ$4,292, price is now NZ$3,151 per person
NZ$3,151
per person
31 Oct - 5 Nov
found 7 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
The Emily Hotel was in a convenient area of Chicago close to the family wedding we were attending in mid-September. Rooms were clean modern and had loads of desk space but no dressers or nightstands. Staff was helpful in telling us about the nearby parking garage beneath the Google building across the street. We parked our car there for $57/ day vs Valet for $85 (with unlimited in and) at The Emily. We would stay there again.

Reviewed on 26 Sept 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was NZ$3,867, price is now NZ$2,900 per person
NZ$2,900
per person
31 Oct - 5 Nov
found 7 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
There were shops of all kinds as well as drug stores. It is located across from the Riverwalk and bridge on Michigan Avenue. In hotel restaurant and bar were good, if pricier than several nearby restaurants. The room was comfortable with a great view. I love the hotel and location. Will continue to try to stay there.

Reviewed on 27 Sept 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was NZ$5,761, price is now NZ$4,372 per person
NZ$4,372
per person
31 Oct - 5 Nov
found 8 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Great place to stay.

Reviewed on 20 Sept 2025

Our pick of the best Stephenson County Hotel Deals

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

2.5 out of 5
1710 South Dirck Drive, Freeport, IL
Fully refundable
The price is NZ$235 per night from 26 Oct to 27 Oct
NZ$235
26 Oct - 27 Oct
includes taxes & fees
8.8/10 Excellent! (813 reviews)
"Everything stated was perfect! Highly recommend."

Reviewed on 25 Sept 2025

Country Inn & Suites by Radisson, Freeport, IL
Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

2.5 out of 5
1060 Riverside Dr, Freeport, IL
Fully refundableReserve now, pay when you stay
The price is NZ$193 per night from 26 Oct to 27 Oct
NZ$193
26 Oct - 27 Oct
includes taxes & fees
8/10 Very Good! (688 reviews)
"Very grateful for the staff . And all their hard work ."

Reviewed on 16 Sept 2025

Baymont by Wyndham Freeport
Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport

2 out of 5
1551 Sleezer Home Rd, Freeport, IL
Fully refundableReserve now, pay when you stay
The price is NZ$181 per night from 28 Sept to 29 Sept
NZ$181
28 Sept - 29 Sept
includes taxes & fees
6.8/10 (337 reviews)
"Local"

Reviewed on 16 Aug 2025

Super 8 by Wyndham Freeport
See all 238 properties in Stephenson County
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 Stephenson County holiday package cost?
Perhaps much less than you think — from a low NZ$2,818, as a matter of fact! By bundling hotels, flights and car rentals into a custom-built holiday package, your Stephenson County escape is just clicks away.
How do I get a cheap travel package to Stephenson County?
Browse and lock in everything in the one place with our Stephenson County holiday packages. We have incredible bargains on flights, hotels, tours and more that'll keep your credit card happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1 000 000 hotels around the world to choose from, you'll have the flexibility to mix and match as you please.
How far in advance should I book my Stephenson County holiday?
It depends on the airline, but you can generally look up international fares on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky customers occasionally score a cheaper seat just weeks prior to their intended journey.
What does an Expedia Stephenson County travel package include?
Flights, hotels and car rentals — we connect you to the very best bargains. All you'll have to do is decide on your ideal combination. After you've made your booking, you can add on the exciting stuff like activities and tours. Our travel packages make it easy to put together an exciting Stephenson County escape.
What should I know before booking a Stephenson County travel package?
Whether it's relaxation or adventure you're seeking, a Stephenson County holiday package lets you organise your escape your way. Plus, you'll get access to great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Stephenson County Expedia holiday package?
Yes, you're in charge. We offer more than 550 airlines worldwide, so you can design your Stephenson County holiday according to your needs and budget.
If I'm not able to travel, can I cancel my Stephenson County holiday package?
Don't worry if you're rethinking your Stephenson County holiday package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We know your circumstances can change suddenly, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.