Book Exclusive Winnebago County Vacation Packages

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Winnebago County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,227, price is now CA $896 per person
CA $896
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,660, price is now CA $1,187 per person
CA $1,187
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,112, price is now CA $1,510 per person
CA $1,510
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,634, price is now CA $1,184 per person
CA $1,184
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,611, price is now CA $1,930 per person
CA $1,930
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier 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 $104 per night
CA $104
CA $119 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free parking, and a 24-hour fitness center. 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 $127 per night
CA $127
CA $145 total
Aug 30 - Aug 31
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
Embassy Suites by Hilton Rockford Riverfront

Embassy Suites by Hilton Rockford Riverfront

3.5 out of 5
416 S Main Street Rockford IL
Free cancellation
Reserve now, pay when you stay
The price is CA $168 per night
CA $168
CA $192 total
Sep 13 - Sep 14
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 Harris Bank Center and Tinker Swiss Cottage & Gardens are located nearby.
Pool
Hot tub
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 $86 per night
CA $86
CA $98 total
Aug 30 - Aug 31
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
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 $134 per night
CA $134
CA $152 total
Sep 6 - Sep 7
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
La Quinta Inn & Suites by Wyndham Rockford

La Quinta Inn & Suites by Wyndham Rockford

3 out of 5
7401 Walton St Rockford IL
Free cancellation
Reserve now, pay when you stay
The price is CA $105 per night
CA $105
CA $120 total
Aug 25 - Aug 26
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 helpful staff and the clean rooms in our reviews. Popular attractions Hard Rock Casino Rockford and WM DaySpa Salon are located nearby.
Pool
Breakfast included
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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 $896, 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.