Title: Woodstock Vacation Packages & Trips 2026 from CA $1,158 | Expedia.ca [Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d7936.Travel-Guide-Hotels)[Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d7936.Travel-Guide-VacationRentals)[Flights to Woodstock](https://expedia.ca/Cheap-Flights-To-Woodstock.d7936.Travel-Guide-Flights)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d7936.Car-Rental-Guide) ![](https://images.trvl-media.com/place/7936/5032a45c-3811-43f0-8ba7-edf1f80b19af.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Woodstock Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Woodstock Vacation With one of our vacation packages to Woodstock, you'll discover infinite opportunities for excitement and adventure. There's tons to experience, including its rich history and spectacular views. You'll want to do some exploring during your trip to Woodstock. Make time for top attractions such as [McHenry County College](https://www.expedia.ca/McHenry-County-College-Illinois.d6183854.Vacation-Attraction), [McHenry County Courthouse](https://www.expedia.ca/McHenry-County-Courthouse-Woodstock.d6187322.Vacation-Attraction) and [Woodstock Opera House](https://www.expedia.ca/Woodstock-Opera-House-Woodstock.d6186936.Vacation-Attraction). No matter your travel plans or the size of your budget, putting together the ultimate tailored Woodstock vacation is easy with Expedia. ## Top Woodstock Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Kinzie Hotel](https://images.trvl-media.com/lodging/1000000/1000000/992500/992500/6044b661_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinzie Hotel Downtown Chicago CA $1,158 per person May 8 - May 13 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (2,091 reviews) Clean room and great staff! Reviewed on Mar 24, 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $1,451 per person Jun 4 - Jun 8 found 24 hours ago Roundtrip flight included Hamilton (YHM) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) The rooftop wasn’t open, everything else was great Reviewed on Mar 24, 2026 ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago CA $1,510 per person Jun 4 - Jun 8 found 24 hours ago Roundtrip flight included Hamilton (YHM) to Chicago (ORD) 9.4/10 Exceptional! (2,401 reviews) This was a nice hotel but some staff made us feel uncomfortable and the rooms had flaws (dirt). I expected better for the money however, I met someone who stayed at Travelodge and their hotel flooded. So, I'd recommend this hotel. Reviewed on Mar 23, 2026 ![Staypineapple, An Iconic Hotel, The Loop](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/bbf9e380_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Staypineapple, An Iconic Hotel, The Loop Downtown Chicago CA $1,474 per person Jun 4 - Jun 8 found 24 hours ago Roundtrip flight included Hamilton (YHM) to Chicago (ORD) 9.4/10 Exceptional! (1,021 reviews) I would have rated all 5 star but the restaurant Atwood was closed and we weren’t notified in time to change plans! The staff and (Mr.Brown ) were extremely accommodating! It was my bday and they decorated our room with all sorts of goodies including a hand made stuffed wash cloth doggie! Our housekeeper was amazing too! The room decor is such fun and extremely clean! The only drawback is the rooms are very small and some not configured well! All and all it’s a wonderful place to experience!!!!🍍 Reviewed on Mar 18, 2026 ## Ready to book your vacation to Woodstock? Choose your dates ## Woodstock Hotel Deals ![AmericInn by Wyndham Woodstock IL](https://images.trvl-media.com/lodging/1000000/30000/20700/20685/18ff1b13_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### AmericInn by Wyndham Woodstock IL 990 Lake Avenue Woodstock IL Fully refundableReserve now, pay when you stay CA $111 CA $123 total Mar 25 - Mar 26 includes taxes & fees 8/10 Very Good! (1,003 reviews) There are no drapes on the windows and the blinds don’t block out the parking lot lights. Made the room too bright. Reviewed on Mar 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=20685&PinnedHotelID=20685&HadPinnedHotel=true®ionId=7936) ![Quality Inn & Suites Woodstock near Lake Geneva](https://images.trvl-media.com/lodging/54000000/53200000/53197100/53197093/6f0ed4a8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn & Suites Woodstock near Lake Geneva 1785 S Eastwood Dr Woodstock IL Fully refundableReserve now, pay when you stay CA $92 CA $102 total Mar 30 - Mar 31 includes taxes & fees 6/10 (301 reviews) The bed was comfortable. Not a bad place if you're looking to go cheap. Reviewed on Mar 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=53197093&PinnedHotelID=53197093&HadPinnedHotel=true®ionId=7936) ![Abbey Resort and Avani Spa](https://images.trvl-media.com/lodging/1000000/50000/40200/40133/938090f1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Abbey Resort and Avani Spa 269 Fontana Boulevard Fontana WI Fully refundableReserve now, pay when you stay CA $132 CA $181 total Apr 19 - Apr 20 includes taxes & fees 8.6/10 Excellent! (1,792 reviews) i love everything about it’s beautiful Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=40133&PinnedHotelID=40133&HadPinnedHotel=true®ionId=7936) [See all 1,178 properties in Woodstock](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%2F2026®ionId=7936) 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) ## 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. ![](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