Book Exclusive Winnebago County Vacation Packages

Choose one or more items to build your trip:

Winnebago County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was CA $1,789, price is now CA $1,238 per person
CA $1,238
per person
Nov 12 - Nov 18
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Joliet. Enjoy free WiFi, 3 restaurants, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Route 66 Raceway and Harrah's Casino are located nearby.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $3,062, price is now CA $2,064 per person
CA $2,064
per person
Nov 18 - Nov 21
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $2,038, price is now CA $1,430 per person
CA $1,430
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $2,074, price is now CA $1,468 per person
CA $1,468
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,342, price is now CA $1,727 per person
CA $1,727
per person
Nov 11 - Nov 14
found 20 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Top Winnebago County hotels deals

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd Rockford IL
Free cancellation
Reserve now, pay when you stay
The price is CA $102 per night
CA $102
CA $116 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hard Rock Casino Rockford and Cherry Valley Skate Park are located nearby.
Pool
Breakfast included
Riverview Inn & Suites, an Ascend Collection Hotel

Riverview Inn & Suites, an Ascend Collection Hotel

3 out of 5
700 W Riverside Blvd Rockford IL
Free cancellation
The price is CA $131 per night
CA $131
CA $150 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Boylan Tennis Center and Anderson Japanese Gardens are located nearby.
Pool
Breakfast included
Holiday Inn Rockford(I-90&Rt 20/State St) by IHG

Holiday Inn Rockford(I-90&Rt 20/State St) by IHG

3 out of 5
7550 E State Street Rockford IL
Free cancellation
The price is CA $157 per night
CA $157
CA $179 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Rockford. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hard Rock Casino Rockford and Midway Village Museum are located nearby.
Pool
Pet-friendly
Econo Lodge Rockford Casino Area

Econo Lodge Rockford Casino Area

2 out of 5
7712 Potawatomi Trail Rockford IL
Free cancellation
The price is CA $90 per night
CA $90
CA $102 total
Oct 11 - Oct 12
includes taxes & fees
Stay at this hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hard Rock Casino Rockford and Cherry Valley Skate Park are located nearby.
Breakfast included
Pet-friendly
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 CA $221 per night
CA $221
CA $252 total
Oct 29 - Oct 30
includes taxes & fees
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, 2 restaurants, and 2 bars/lounges. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions BMO Center and Tinker Swiss Cottage & Gardens are located nearby.
Pool
Hot tub
Holiday Inn Express Hotel & Suites Rockford-Loves Park by IHG

Holiday Inn Express Hotel & Suites Rockford-Loves Park by IHG

3 out of 5
7552 Park Place Road Loves Park IL
Free cancellation
The price is CA $150 per night
CA $150
CA $169 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Loves Park. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rivets Stadium and Rock Cut State Park are located nearby.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Winnebago County
View all properties
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.

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)
After visiting Anderson Japanese Gardens, make a plan to see the other sights and activities in Rockford. Check out the shops and top-notch restaurants in this family-friendly area.
See properties

Photos of local treasures

Browse Winnebago County vacation photos for more inspiration

A river surrounded by lush greenery and trees under a clear blue sky.
A curved wooden structure with large glass windows overlooking a garden with a small water feature and lush greenery.
A large, historic house with a prominent bay window, a covered porch, and a staircase leading to the entrance.
A waterfall cascading over rocks in a forested area with red and green foliage.
A sculpture of a dragonfly with a blue light in its head, set against a backdrop of trees and greenery.

Frequently asked questions

How much are vacation packages to Winnebago County?
With vacation packages on offer for just CA $1,238, you won't need to drain your bank balance to travel to Winnebago County. Travelocity is here to help. Bundle your experiences, flights and hotels into a package and receive some exciting discounts. The more you book, the more you save.
Where can I get the best vacation package deals for Winnebago County?
It's hard to look past Travelocity when it comes to crafting your Winnebago County package deal. There are as many as 400 partner airlines and 1,000,000 properties worldwide to select from. Reserve your trip now and get ready to tick another exciting destination off your must-see list.
Why should I purchase my Winnebago County vacation bundle via Travelocity?
With first-rate service, 24/7 customer support and some of the most gorgeous escapes on offer, you'll never roam alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.
Can I save on my Winnebago County car rental if I book it with hotels and flights?
You sure can with our Winnebago County vacation packages. With one of these, there are loads of ways to stretch your travel budget further. Bundle any two or more car, flight, hotel and tour bookings and see the savings start to pile up. With a rental car, all the key sights in and around Winnebago County are a fun road trip away.
Which airport is best for Winnebago County?
Winnebago County has two main hubs — Dane County Regional Airport (MSN) and Rockford, IL (RFD-Greater Rockford).
What is there to do in Winnebago County?
Winnebago County has hidden gems at every corner, however make sure you plan a visit to both Anderson Japanese Gardens and BMO Harris Bank Center during your stay. These landmarks shouldn't be missed.