Winnebago County Holidays from AU$3,344

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Your Winnebago County Holiday

Make planning your next big getaway a piece of cake with a Winnebago County holiday package. Whether it's the history, cuisine or something else entirely that brings you to this destination, our package deals will help you discover it all. Can't decide what should come first? Rockford is one of the most well-known cities to explore during your trip to Winnebago County. When it's time to stop dreaming and start doing, Expedia will help turn your Winnebago County holiday into a reality.

The Latest Winnebago County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was AU$4,165, price is now AU$3,344 per person
AU$3,344
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
We had to park our car in front of the valet section in front of the hotel. Part of the problem was that the block where hotel parking was used was blocked off due to skyscraper glass. Traffic was terrible. One of the valet workers told us we would probably be okay to leave the vehicle there and go ahead and check in. Upon checking in I was given a room key. The key wouldn't work. Kim (was awesome) was very responsive and delivered us working room keys. Unfortunately, when we walked into the room it was already occupied. Kim took us back to the lobby and upgraded us to a suite. She took us to the suite and everything was fine. Then, we left the hotel just a few minutes later and were shocked to see that our car had been given a parking ticket. Otherwise, the room was great and staff was very attentive. We just felt there were things beyond our control that affected the beginning of our stay.

Reviewed on 7 Sep. 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$6,178, price is now AU$4,539 per person
AU$4,539
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Location, cleanliness, and friendly staff

Reviewed on 7 Sep. 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was AU$6,805, price is now AU$5,218 per person
AU$5,218
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on 12 Aug. 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was AU$4,314, price is now AU$3,582 per person
AU$3,582
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9/10 Wonderful! (1,014 reviews)
Matthew at the front desk was great & he made our stay better than we could’ve expected. The food from the restaurant was amazing (highly recommend the wings) and the bartenders are wonderful! Our room was a dream! 100/10! ⭐️ We will definitely be returning for our next Chicago stay!

Reviewed on 5 Sep. 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was AU$4,771, price is now AU$3,979 per person
AU$3,979
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (2,129 reviews)
Please share something about the coffee & breakfast cafe with guests checking in. Many of us were checking out before we noticed it was there.

Reviewed on 7 Sep. 2025

Winnebago County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
3,000
Top Sights
Anderson Japanese Gardens, Rock Cut State Park and Kishwaukee River Forest Preserve

Our pick of the best Winnebago County Hotel Deals

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 10 Sept to 11 Sept
AU$133
10 Sept - 11 Sept
includes taxes & fees
Baymont by Wyndham Rockford
Holiday Inn Rockford by IHG

Holiday Inn Rockford by IHG

3 out of 5
7550 E State Street, Rockford, IL
Fully refundable
The price is AU$169 per night from 14 Sept to 15 Sept
AU$169
14 Sept - 15 Sept
includes taxes & fees
Holiday Inn Rockford by IHG
Econo Lodge

Econo Lodge

2 out of 5
7712 Potawatomi Trail, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is AU$102 per night from 14 Sept to 15 Sept
AU$102
14 Sept - 15 Sept
includes taxes & fees
Econo Lodge
See all 345 properties in Winnebago 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Winnebago County holiday package cost?
We make it easy to see the world, with Winnebago County packages starting from as low as AU$3,344. You'll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate escape, why not add a couple of tours and activities to your travel itinerary?
How do I get a cheap travel package to Winnebago County?
By bundling. Flights, rental cars and hotels — combine whatever you need into a Winnebago County holiday package to save a pile of cash. Score even more discounts when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the freedom to customize your trip your own way. We offer over 550 airlines and 1 000 000 hotel options across the globe, so that everyone has a chance to travel and live out those holiday fantasies.
What are the top hotels in Winnebago County?
Have a look at Courtyard by Marriott Rockford and Baymont by Wyndham Rockford. They're the first choice for many travellers to Rockford. If Loves Park features on your itinerary, La Quinta Inn & Suites by Wyndham Rockford and Holiday Inn Express Hotel & Suites Rockford-Loves Park, an IHG Hotel are two great options.
How far in advance should I book my Winnebago County holiday?
It's difficult to pick the perfect time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available to compare up to 12 months in advance. If you're booking last minute, don't despair. Discounted prices appear from time to time within a few weeks of departure dates.
What should I know before booking a Winnebago County travel package?
Whether it's adventure or relaxation you're seeking, a Winnebago County holiday package lets you organise your escape your way. Plus, you'll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Winnebago County Expedia holiday package?
Most definitely. Expedia has over 550 partner airlines to pick from worldwide. With such a big range of choice, finding the perfect carrier to whisk you away to Winnebago County shouldn't be hard.
If I'm not able to travel, can I cancel my Winnebago County holiday package?
It's good to know that you can cancel your Winnebago County booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.