Winnebago County Vacations & Trips from $295
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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 $495, price is now $295 per person
$295
per person
Mar 27 - Mar 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Cleanliness, exceptional customer service, and a complimentary upgrade made our stay outstanding! The way the buffet staff efficiently managed the line, guided guests to tables, and consistently kept the food fresh—all while wearing genuine smiles—was truly impressive. Our room was spotless, modern, and well-stocked, exceeding our expectations. We will definitely be back!
Reviewed on Jan 11, 2026
Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
Save 100% on your flight
Price was $564, price is now $348 per person
$348
per person
Apr 3 - Apr 8
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
I was greeted with a smile we checking our room and we were late. They were very accommodating. They have a bar which we went over to eat from. I don’t know the bartender’s real name we were cold to call her TT. She was the very best ever very kind very sociable and friendly. I will be returning to this property the next time I’m in Chicago. I really had a great experience at this hotel with the staff is also includes the manager the hotel clerk, as well as the security guard. I will give my experience at this hotel five stars.
Reviewed on Jan 12, 2026
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $518, price is now $327 per person
$327
per person
Mar 27 - Mar 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
room was clean, comfortable, & staff were kind and welcoming
Reviewed on Jan 12, 2026
Find the Best Winnebago County Vacation Packages
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 |
Winnebago County Hotel Deals
Baymont by Wyndham Rockford
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $73 total per night from Jan 20 to Jan 21
$73 total
Jan 20 - Jan 21
Total with taxes and fees
8.8/10 Excellent! (1,464 reviews)
The staff was welcoming and efficient and the room was clean and spacious.
Reviewed on Jan 11, 2026
Holiday Inn Rockford by IHG
7550 E State Street Rockford IL
Fully refundable
$84 nightly
The price is $96 total per night from Feb 12 to Feb 13
$96 total
Feb 12 - Feb 13
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
All good except the pool was not working again! I was there two weeks ago and it was down for a part. I feel like they should warn you before you book!
Reviewed on Jan 11, 2026
Embassy Suites by Hilton Rockford Riverfront
416 S Main Street Rockford IL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $158 total per night from Jan 21 to Jan 22
$158 total
Jan 21 - Jan 22
Total with taxes and fees
9.4/10 Exceptional! (904 reviews)
Fresh and delicious, plenty of options, will definitely stay here again
Reviewed on Jan 11, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
