Title: Osceola Vacation Packages & Trips 2026 from CA $454 | Expedia.ca [Hotels in Osceola](https://expedia.ca/Osceola-Hotels.d6047762.Travel-Guide-Hotels)[Vacation Rentals in Osceola](https://expedia.ca/Osceola-Vacation-Rentals.d6047762.Travel-Guide-VacationRentals)[Osceola Car Rentals](https://expedia.ca/Car-Rentals-In-Osceola.d6047762.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6047762/bb26bf39-a21c-478f-a7ea-249da89adb9b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Osceola 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 Osceola Vacation Uncover the best of Osceola with a tailor-made Osceola vacation package. From its small-town feel and friendly locals to its rich history, you'll love discovering this riverfront city in the way that you want. If visiting the sights is a priority during your trip to Osceola, make sure you find your way to popular attractions like [Osceola & St. Croix Valley Railway](https://www.expedia.ca/Osceola-St-Croix-Valley-Railway-Osceola.d553248621532652174.Vacation-Attraction) and [Riverwood Canoe](https://www.expedia.ca/Riverwood-Canoe-Osceola.d553248621554118045.Vacation-Attraction). Expedia has what you need to escape your routine. Tailor your vacation to Osceola to suit your style of travel, whatever that may be. ## Top Osceola Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Express & Suites Eagan - Minneapolis Area by IHG](https://images.trvl-media.com/lodging/13000000/12880000/12879600/12879510/f1b81fa3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express & Suites Eagan - Minneapolis Area by IHG CA $454 per person May 1 - May 4 found 1 hour ago Roundtrip non-stop flight included Regina (YQR) to Minneapolis (MSP) 9.2/10 Wonderful! (677 reviews) Tv wasn't working. Everything else was great Reviewed on Feb 3, 2026 ![The Hotel Landing](https://images.trvl-media.com/lodging/17000000/16520000/16516500/16516465/0541ad7d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Hotel Landing CA $1,021 per person May 1 - May 4 found 1 hour ago Roundtrip non-stop flight included Regina (YQR) to Minneapolis (MSP) 9.4/10 Exceptional! (418 reviews) Beautiful place, clean, comfortable and an amazing spa! Reviewed on Jan 28, 2026 ![The Saint Paul Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19645/8b7f1432_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Saint Paul Hotel Downtown St. Paul CA $534 per person May 1 - May 4 found 1 hour ago Roundtrip non-stop flight included Regina (YQR) to Minneapolis (MSP) 9.6/10 Exceptional! (1,747 reviews) Great clean historic hotel. Reviewed on Feb 6, 2026 ![Radisson Blu Mall of America](https://images.trvl-media.com/lodging/6000000/5680000/5679900/5679898/0fe13c3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Radisson Blu Mall of America East Bloomington CA $886 per person Apr 9 - Apr 12 found 13 hours ago Roundtrip flight included Winnipeg (YWG) to Minneapolis (MSP) 9/10 Wonderful! (2,648 reviews) Nice remodel. Exceptional hotel and staff Great restaurant Reviewed on Feb 6, 2026 ![Celeste of St Paul](https://images.trvl-media.com/lodging/40000000/39580000/39575500/39575411/020caa47_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Celeste of St Paul Downtown St. Paul CA $508 per person May 1 - May 4 found 1 hour ago Roundtrip non-stop flight included Regina (YQR) to Minneapolis (MSP) 9.2/10 Wonderful! (1,382 reviews) Unique building! Clean rooms and great staff. Reviewed on Feb 2, 2026 ## Ready to book your vacation to Osceola? Choose your dates ## Osceola Hotel Deals ![River Valley Inn & Suites](https://images.trvl-media.com/lodging/4000000/3540000/3530800/3530760/a1706abb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### River Valley Inn & Suites 1030 N Cascade Street Osceola WI Fully refundableReserve now, pay when you stay CA $123 CA $136 total Feb 8 - Feb 9 includes taxes & fees 7.8/10 Good! (429 reviews) Great value, clean and quiet. Easy parking and standard complimentary breakfast. Reviewed on Dec 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=3530760&PinnedHotelID=3530760&HadPinnedHotel=true®ionId=6047762) ![Hotel Crosby](https://images.trvl-media.com/lodging/30000000/29870000/29865200/29865173/5d078c1b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Crosby 232 Main St N Stillwater MN Fully refundableReserve now, pay when you stay CA $295 CA $331 total Mar 9 - Mar 10 includes taxes & fees 9.4/10 Exceptional! (1,008 reviews) The room was very clean and the staff was amazing. Reviewed on Feb 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F03%2F2026&endDate=10%2F03%2F2026&selected=29865173&PinnedHotelID=29865173&HadPinnedHotel=true®ionId=6047762) ![Country Inn & Suites by Radisson, Forest Lake, MN](https://images.trvl-media.com/lodging/1000000/120000/118500/118468/8e713aff_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Country Inn & Suites by Radisson, Forest Lake, MN 1954 West Broadway Avenue Forest Lake MN Fully refundable CA $98 CA $107 total Mar 1 - Mar 2 includes taxes & fees 7.8/10 Good! (913 reviews) Clean room Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=118468&PinnedHotelID=118468&HadPinnedHotel=true®ionId=6047762) [See all 472 properties in Osceola](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=6047762) 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