Winnebago County Vacation Packages
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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 vacation destinations in Winnebago County
Rockford
Top Winnebago County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
CA $1,303
per person
Oct 23 - Oct 30
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,899 reviews)
Our shower head continually sprayed the bathroom floor. The shower curtain needed to be longer.
Reviewed on Aug 22, 2026
Level Chicago Fulton Market
Downtown Chicago
CA $1,851
per person
Oct 23 - Oct 30
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (550 reviews)
Great staff and amenities. Beautiful pool, bbq area and more. Terrific room
Only issues was parking was $68 a day, plus incidental holds of $200 per day. Security is strong and is close to Fulton Market and we would walk over to the RiverWalk every day
As the hotel is permanent residents and renters security is job 1. Problems you have to go to the third floor to get a baggage cart and you have to leave your drivers license, which I didn’t care for and to get into the garage you have to call security and more than once no one answered and you had to go into the building and find them.
For the money your room key or a key pad should allow you in.
Reviewed on Aug 21, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
CA $2,174
per person
Oct 23 - Oct 30
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
I absolutely loved my stay. It was in the perfect location. Walking distance to every site to see. Their customer customer service was great. As well as the in house dining. I definitely will stay here again the next time I visit Chicago
Reviewed on Aug 22, 2026
Winnebago County Hotel Deals
Baymont by Wyndham Rockford
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
CA $104
CA $119 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,736 reviews)
"I stayed for 4 nights. No complaints. Staff was very nice, hotel was clean and a good selection for breakfast. Good location for restaurants and shopping. Would stay again."
Reviewed on Aug 22, 2026
Riverview Inn & Suites, an Ascend Collection Hotel
700 W Riverside Blvd Rockford IL
Fully refundable
CA $127
CA $145 total
Aug 30 - Aug 31
includes taxes & fees
8.2/10 Very good! (1,016 reviews)
"Room was updated, but the rest of the hotel could use some repairs. Holes in the elevator wall, paint missing on some hallway walls. Left over ice still in the room freezer, underwear found under the bathroom shelves, food crumbs in the fridge door handle. Beds were comfortable and AC worked well ..."
Reviewed on Aug 22, 2026
Embassy Suites by Hilton Rockford Riverfront
416 S Main Street Rockford IL
Fully refundableReserve now, pay when you stay
CA $168
CA $192 total
Sep 13 - Sep 14
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"I wish they had on site parking but the rest of the stay was pleasant."
Reviewed on Aug 22, 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.
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 CA $1,303. 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
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.
Rock Cut State Park
8.6/10 (58 reviews)
You can take time to visit Rock Cut State Park during your travels to Loves Park. While you're in the area, stroll along the riverfront.
BMO Center
8.2/10 (124 reviews)
Catch an event at BMO Harris Bank Center during your trip to Rockford.
Coronado Performing Arts Center
8.2/10 (151 reviews)
Take the family on an outing to Coronado Performing Arts Center during your trip to Rockford. Experience the area's entertainment venues and theater scene.
Pearl Lake
9.0/10 (14 reviews)
Commune with nature and explore the great outdoors at Pearl Lake during your travels in South Beloit. Wander the riverfront in this family-friendly area.
Hard Rock Casino Rockford
Why not roll the dice with a visit to Hard Rock Casino Rockford during your travels in Rockford? Attend a sporting event or visit the shops in this family-friendly area.
CherryVale Mall
8.0/10 (262 reviews)
You can browse for the perfect souvenirs at CherryVale Mall during your trip to Cherry Valley. You can attend a sporting event while in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
