Winnebago Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Winnebago Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,616, price is now CA $1,080 per person
CA $1,080
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (488 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,280, price is now CA $1,555 per person
CA $1,555
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
Without a doubt, the view of the pier and city skyline was the BEST part of this hotel experience. The room was pretty large and had a great sitting area to read, gaze at the water, people watch, and relax. The hotel staff was nice and helpful. Everything I needed and wanted to do for this trip was at the Navy Pier so the Sable Hotel checked all my boxes.
Reviewed on May 28, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,311, price is now CA $1,591 per person
CA $1,591
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!
Reviewed on May 28, 2026
The Peninsula Chicago
Downtown Chicago
Price was CA $3,826, price is now CA $2,676 per person
CA $2,676
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Everyone was so helpful and friendly
Great environment.
Cleaning, room service ,breakfast A+
Reviewed on May 29, 2026
Winnebago Hotel Deals
Baymont by Wyndham Rockford
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jun 7 to Jun 8
CA $115
CA $131 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (1,656 reviews)
"Rooms were nicely cleaned everyday. The staff was pleasant and friendly. This is the 5x or 6x we stayed at Baymont."
Reviewed on May 30, 2026
Riverview Inn & Suites, an Ascend Collection Hotel
700 W Riverside Blvd Rockford IL
Fully refundable
The price is CA $140 per night from Jun 7 to Jun 8
CA $140
CA $160 total
Jun 7 - Jun 8
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"Excellent in every way except the breakfast! It wasn't bad, but it wasn't "excellent"--not many choices and not enough coffee. Still, the rest of it was excellent and this is our go-to whenever we visit Rockford for any reason. Staff is wonderful."
Reviewed on May 30, 2026
Econo Lodge Rockford Casino Area
7712 Potawatomi Trail Rockford IL
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from Jun 7 to Jun 8
CA $93
CA $106 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (1,104 reviews)
"Guess you get what you pay for. Bed wasn’t comfortable at all with 3 flat pillows. Shower would only get lukewarm. Had no towels in the room. When we called to get towels and rags, staff only brought 2 small towels. My advice is to pay the little bit extra to have a good nights sleep and hot ..."
Reviewed on May 30, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
