Winnebago County Vacations & Trips from ₩903,104

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Winnebago County

A river with boats docked, a bridge, and buildings in the background.
FlightsFlightsHotelsHotels

Rockford

Rockford
A calm lake surrounded by dense green foliage and trees under a clear sky.
FlightsFlightsHotelsHotels

Machesney Park

Machesney Park

The Latest Winnebago County Vacation Packages

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
Price was ₩1,202,021, price is now ₩903,104 per person
₩903,104
per person
Sep 5 - Sep 7
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
8.2/10 Very Good! (2,854 reviews)
Front desk staff is very friendly and helpful. The room is a bit dated and small, layout is awkward. The TV doesn't work well. For a 4* hotel, I expect better quality toilet paper (it's the lowest grade). Sink doesn't drain quickly. I was stuck in Chicago due to flight cancellations so paid over $400 a night and it's surged pricing since all the airport hotels were out. Location is really convenient though.

Reviewed on Jul 22, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was ₩1,410,644, price is now ₩980,322 per person
₩980,322
per person
Sep 5 - Sep 7
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
9.2/10 Wonderful! (1,035 reviews)
One of the best places we’ve ever stayed. We had an amazing view of downtown Chicago from our floor, and our executive suite was clean and comfortable. We thoroughly enjoyed our stay and would definitely come back. The customer service and our room were excellent.

Reviewed on Jul 20, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was ₩1,522,873, price is now ₩1,068,148 per person
₩1,068,148
per person
Sep 5 - Sep 7
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
9/10 Wonderful! (501 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ₩1,685,350, price is now ₩1,249,784 per person
₩1,249,784
per person
Sep 5 - Sep 7
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
9.6/10 Exceptional! (1,934 reviews)

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ₩1,388,532, price is now ₩1,061,204 per person
₩1,061,204
per person
Sep 5 - Sep 7
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)

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 ₩126,412 per night from Jul 27 to Jul 28
₩126,412
₩144,085 total
Jul 27 - Jul 28
includes taxes & fees
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 ₩149,530 per night from Aug 17 to Aug 18
₩149,530
₩170,434 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
"The King Suite would have been nice but the room had a bad stench and was not clean. The bed linens were covered in animal fur and stains, which makes me believe they were not changed after the previous guest. We also had to buy air freshener because the room had such a heavy animal scent. The front ..."

Reviewed on Jul 22, 2026

Riverview Inn & Suites, an Ascend Collection Hotel
Embassy Suites by Hilton Rockford Riverfront

Embassy Suites by Hilton Rockford Riverfront

3.5 out of 5
416 S Main Street Rockford IL
The price is ₩192,767 per night from Aug 16 to Aug 17
₩192,767
₩219,717 total
Aug 16 - Aug 17
includes taxes & fees
Embassy Suites by Hilton Rockford Riverfront
See all 370 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.

Frequently asked questions

How much does a Winnebago County vacation package cost?
We make it easy to see the world, with Winnebago County packages starting from as low as ₩903,104. You'll have the flexibility to combine your favorite 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 vacation 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 vacation 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 travelers 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 vacation?
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 vacation package lets you organize 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 vacation 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 vacation 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.

Stay near popular Winnebago County attractions

A waterfall cascading over rocks in a forested area with autumn foliage.

Anderson Japanese Gardens

8.6/10 (180 reviews)
Rockford’s iconic gardens may be in the heartland of America, but you’ll feel transported to Japan as you explore the winding paths, ponds and waterfalls.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.