Title: Winnebago County Vacations & Trips 2026 from CA $430 | Expedia.ca [Winnebago County Hotels](https://expedia.ca/Destinations-In-Winnebago-County.d553248635976433874.Hotel-Destinations)[Vacation Rentals in Winnebago County](https://expedia.ca/Destinations-In-Winnebago-County.d553248635976433874.Vacation-Rental-Destinations)[Winnebago County Car Rentals](https://expedia.ca/Destinations-In-Winnebago-County.d553248635976433874.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/2980/dc10212d-c930-45a5-8e74-fbe692fef6bc.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winnebago County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Ann Sair - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ### 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](https://www.expedia.ca/Rockford.d2980.Destination-Travel-Guides) 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 featuring a city and general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/87000/87466-Rockford-And-Vicinity.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Rockford [](https://expedia.ca/Rockford.d2980.Destination-Travel-Guides) ## Top Winnebago County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hyatt Place Chicago/ Schaumburg](https://images.trvl-media.com/lodging/1000000/90000/82300/82257/df623816_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Chicago/ Schaumburg CA $430 per person Feb 13 - Feb 16 found 4 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (1,000 reviews) Friendly staff, nice workout room, great breakfast. Reviewed on Dec 14, 2025 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago CA $1,902 per person Jan 31 - Feb 6 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing Reviewed on Dec 16, 2025 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,995 per person Jan 24 - Jan 31 found 1 hour ago Roundtrip non-stop flight included Québec (YQB) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom. Reviewed on Dec 14, 2025 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $1,128 per person Jan 24 - Jan 31 found 1 hour ago Roundtrip non-stop flight included Québec (YQB) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Concierge not helpful and neither is was the door man, Neither would get me a cab, they said to just stand outside Reviewed on Dec 4, 2025 ![Hilton Orrington / Evanston](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fbf21c1c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Orrington / Evanston Downtown Evanston CA $913 per person Jan 24 - Jan 31 found 1 hour ago Roundtrip non-stop flight included Québec (YQB) to Chicago (ORD) 7.6/10 Good! (1,002 reviews) Clean rooms, great location in Evanston near the university. Helpful staff. Reviewed on Nov 17, 2025 ## Winnebago County Hotel Deals ![Baymont by Wyndham Rockford](https://images.trvl-media.com/lodging/1000000/80000/75400/75329/abcdff36_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Rockford 662 N Lyford Rd Rockford IL Fully refundableReserve now, pay when you stay CA $92 CA $105 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.8/10 Excellent! (1,435 reviews) The breakfast variety was amazing and my favorite thing about this hotel. It was very clean and comfortable. Thank you. Reviewed on Dec 11, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=75329&PinnedHotelID=75329&HadPinnedHotel=true®ionId=553248635976433874) ![Holiday Inn Rockford by IHG](https://images.trvl-media.com/lodging/1000000/30000/27700/27617/2e62a938_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Rockford by IHG 7550 E State Street Rockford IL Fully refundable CA $113 CA $129 total Dec 28 - Dec 29 includes taxes & fees 8.4/10 Very Good! (999 reviews) Shuttle from bus station, clean room, staff was very helpful. Reviewed on Dec 6, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=27617&PinnedHotelID=27617&HadPinnedHotel=true®ionId=553248635976433874) ![Embassy Suites by Hilton Rockford Riverfront](https://images.trvl-media.com/lodging/40000000/39630000/39624700/39624618/ec2a5a03_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Rockford Riverfront 416 S Main Street Rockford IL Fully refundableReserve now, pay when you stay CA $179 CA $204 total Dec 29 - Dec 30 includes taxes & fees 9.4/10 Exceptional! (886 reviews) Everything was very pleasant Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=39624618&PinnedHotelID=39624618&HadPinnedHotel=true®ionId=553248635976433874) [See all 354 properties in Winnebago County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F12%2F2025&endDate=19%2F12%2F2025®ionId=553248635976433874) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Winnebago County vacation package cost? ### How do I get a cheap travel package to Winnebago County? ### What are the top hotels in Winnebago County? ### How far in advance should I book my Winnebago County vacation? ### What should I know before booking a Winnebago County travel package? ### Can I choose my airline with a Winnebago County Expedia vacation package? ### If I'm not able to travel, can I cancel my Winnebago County vacation package? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app