Winnebago County Vacations & Trips from $520
Book a Hotel + Flight or Car together to unlock savings
Your Winnebago County Vacation
Make planning your next big getaway a piece of cake with a Winnebago County vacation 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 vacation into a reality.
Top destinations in Winnebago County
Rockford
Loves Park
The Latest Winnebago County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $916, price is now $520 per person
$520
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great place to stay. Clean and quiet and conveniently located to all types of eating, shopping, and river walk.
Great breakfast buffet to start the day and fantastic rooftop bar for the evening!
Reviewed on Sep 28, 2025
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,310, price is now $738 per person
$738
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Sep 26, 2025
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
Price was $943, price is now $546 per person
$546
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,027 reviews)
Amazing hotel. Great location.
Reviewed on Sep 28, 2025
The Stella Hotel & Ballroom
Downtown Kenosha
Save 100% on your flight
Price was $881, price is now $534 per person
$534
per person
Nov 6 - Nov 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (CHI)
9.4/10 Exceptional! (1,006 reviews)
This is a charming building that has been turned into a hotel. One of our favorite places to stay in Kenosha. The area is cute and during summer you can walk to the outdoor market and lots of great shops and restaurants.
Reviewed on Sep 27, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was $893, price is now $555 per person
$555
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,120 reviews)
Great location and staff
Reviewed on Sep 28, 2025
Winnebago County Hotel Deals
Baymont by Wyndham Rockford
662 N Lyford Rd, Rockford, IL
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from Sep 30 to Oct 1
$85 total
Sep 30 - Oct 1
Total with taxes and fees
9/10 Wonderful! (1,336 reviews)
"Good location, economical, good breakfast, great staff"
Reviewed on Sep 24, 2025
Holiday Inn Rockford by IHG
7550 E State Street, Rockford, IL
Fully refundable
$93 nightly
The price is $106 total per night from Oct 12 to Oct 13
$106 total
Oct 12 - Oct 13
Total with taxes and fees
8.4/10 Very Good! (964 reviews)
"Overall, excellent I did have an issue with not being able to turn on the shower, but the staff accommodated me and it was a common problem for other guests. Everybody has trouble turning on the showers."
Reviewed on Sep 23, 2025
Econo Lodge
7712 Potawatomi Trail, Rockford, IL
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $67 total per night from Oct 5 to Oct 6
$67 total
Oct 5 - Oct 6
Total with taxes and fees
8.2/10 Very Good! (983 reviews)
"Its was quite and nice for one night"
Reviewed on Sep 19, 2025
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.
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Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.