Winnebago Vacations from $330

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The Latest Winnebago vacation 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
Save 100% on your flight
Price was $547, price is now $330 per person
$330
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (2,334 reviews)
2 adults staying in a room with double beds. Room wasn't that big. Didn't have a closet, buttons on the safe didn't work properly, there was no fridge in the room and there was no cleaning services provided without paying more. It was fine for us as we were only there to sleep, but would be pretty crammed if in a group of 3-4 people. Location was great. Easily accessible by transit and close to the Bean, Boat tour and Art Institute. Overall, found it was a good value considering price point of other comparable hotels, but don't expect any frills while staying.

Reviewed on Oct 26, 2026

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was $986, price is now $368 per person
$368
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $690, price is now $406 per person
$406
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)
The stay was everything I love the view and peaceful. Thank you

Reviewed on Oct 26, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $848, price is now $502 per person
$502
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,555 reviews)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $616, price is now $396 per person
$396
per person
Dec 5 - Dec 8
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
Super clean. Super views. Super amenities. Will stay again.

Reviewed on Oct 26, 2026

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Stay near popular Winnebago attractions

Winnebago Public Library

Winnebago Public Library is just one of the places to see in Winnebago, so why not enjoy the other things to explore during your travels?
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Winnebago Hotel Deals

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Nov 8 to Nov 9
$79 total
Nov 8 - Nov 9
Total with taxes and fees
Baymont by Wyndham Rockford
Riverview Inn & Suites, an Ascend Collection Hotel

Riverview Inn & Suites, an Ascend Collection Hotel

3 out of 5
700 W Riverside Blvd Rockford IL
Fully refundable
$88 nightly
The price is $101 total per night from Nov 22 to Nov 23
$101 total
Nov 22 - Nov 23
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
"Great hotel for the price. No complaints. Would stay again."

Reviewed on Oct 25, 2026

Riverview Inn & Suites, an Ascend Collection Hotel
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
Fully refundable
$105 nightly
The price is $120 total per night from Nov 1 to Nov 2
$120 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Rockford(I-90&Rt 20/State St) by IHG
See all 238 properties in Winnebago
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.

Find the Best Winnebago Vacation Packages

Winnebago Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
3,100
Top Sights
Coronado Performing Arts Center, Burpee Museum of Natural History and Rockford Art Museum

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Frequently asked questions

How much does a Winnebago vacation package cost?
You can pick up a vacation package to this top destination from $330 on Expedia. However, how much your vacation to Winnebago costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Winnebago?
You can usually find reduced prices and greater availability in December, January and February. Explore our cheap Winnebago vacation packages and you could score some excellent off-season deals.
How many days is enough for Winnebago?
Typically, a handful of days is enough to see the top sights during your Winnebago vacation. But if you want to have time to unwind or take day tours, consider extending your trip.
How to find the best Winnebago package deals?
Begin your search for a Winnebago package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Winnebago package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Winnebago getaway off to a flying start.
Is it cheaper to book a Winnebago vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels individually. Better still, you can personalize your Winnebago getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Winnebago?
If you're considering an impromptu Winnebago getaway, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Winnebago vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Winnebago vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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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.