Winnebago County Holidays from AU$3,786

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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.
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Price was AU$4,948, price is now AU$3,786 per person
AU$3,786
per person
28 July - 4 Aug
found 4 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,361 reviews)
Excellent hotel and close to restaurants and shopping. Very clean.

Reviewed on 24 May 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was AU$6,123, price is now AU$3,882 per person
AU$3,882
per person
28 July - 4 Aug
found 4 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
Really a great hotel. The view was amazing from our room. The room was large and lots of space to hang out. The bed was comfy, and so were the pillows.

Reviewed on 24 May 2026

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$5,761, price is now AU$4,025 per person
AU$4,025
per person
28 July - 4 Aug
found 4 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Walls are paper thin. We literally heard snoring all night from the room next to us. Also, the smell of cigarette smoke kept coming into our room. Rooms were nice and clean. The view was 🔥.

Reviewed on 23 May 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was AU$6,045, price is now AU$4,257 per person
AU$4,257
per person
28 July - 4 Aug
found 4 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (3,727 reviews)
Very comfortable stay.

Reviewed on 24 May 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was AU$5,126, price is now AU$3,886 per person
AU$3,886
per person
28 July - 4 Aug
found 4 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.8/10 Excellent! (2,163 reviews)
Perfect location to sight see Chicago. Staff were not friendly and when I asked a question felt like it was too much effort for them to respond in a professional helpful manner. Saying that the hotel was beautiful and the rooms were perfect. Great view.

Reviewed on 24 May 2026

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$121 per night from 31 May to 1 June
AU$121
31 May - 1 June
includes taxes & fees
9/10 Wonderful! (1,653 reviews)
"Not real fancy but very clean, friendly and a great quiet stay with great prices."

Reviewed on 23 May 2026

Baymont by Wyndham Rockford
Riverview Inn & Suites, an Ascend Collection Hotel

Riverview Inn & Suites, an Ascend Collection Hotel

3 out of 5
700 W Riverside Blvd Rockford IL
Fully refundable
The price is AU$150 per night from 31 May to 1 June
AU$150
31 May - 1 June
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"It was a nice property, the staff were very polite and helpfuul."

Reviewed on 22 May 2026

Riverview Inn & Suites, an Ascend Collection Hotel
Extended Stay America Suites Rockford I90

Extended Stay America Suites Rockford I90

2.5 out of 5
653 Clark Rd Rockford IL
Fully refundableReserve now, pay when you stay
The price is AU$150 per night from 31 May to 1 June
AU$150
31 May - 1 June
includes taxes & fees
7.6/10 Good! (960 reviews)
"Clean room"

Reviewed on 10 May 2026

Extended Stay America Suites Rockford I90
See all 372 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$3,786. 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.