Title: Book the Best Hotels with BARS in Osceola in 2026 | Expedia.ca [Hotels in Osceola](https://expedia.ca/Osceola-Hotels.d9277.Travel-Guide-Hotels)[Vacation Rentals in Osceola](https://expedia.ca/Osceola-Vacation-Rentals.d9277.Travel-Guide-VacationRentals)[Flights to Osceola](https://expedia.ca/Cheap-Flights-To-Osceola.d9277.Travel-Guide-Flights)[Osceola Car Rentals](https://expedia.ca/Car-Rentals-In-Osceola.d9277.Car-Rental-Guide)[Osceola Vacation Packages](https://expedia.ca/Osceola.d9277.Destination-Travel-Guides) ![Lake Anita State Park, Anita, Iowa looking west from the east end of the lake, camping on the north side.](https://images.trvl-media.com/place/9277/fdb1a10f-cc3b-4117-bad3-d72cff772cd3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Bar in Osceola, IA from CA $122 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Osceola Hotels with Bar ## Top Osceola Hotels with Bar ![Property amenity](https://images.trvl-media.com/lodging/19000000/18570000/18563400/18563381/c0594faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/19000000/18570000/18563400/18563381/963d3dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/19000000/18570000/18563400/18563381/691f39ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sleeper Sofa, Non Smoking | Private kitchenette](https://images.trvl-media.com/lodging/19000000/18570000/18563400/18563381/5fda69b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobblestone Inn & Suites - Lamoni Lamoni 9.2/10 Wonderful (528) "Very nice stay, clean, great staff, no complaints " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $177 CA $198 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Osceola-Hotels-Cobblestone-Inn-Suites-Lamoni.h18563381.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/6000000/5630000/5628800/5628747/23d54adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5630000/5628800/5628747/4886c0e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/6000000/5630000/5628800/5628747/d66fb52a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5630000/5628800/5628747/8b01e34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Hotel Casino Osceola 8.0/10 Very good (1001) "We had a great time " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd CA $91 CA $122 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Osceola-Hotels-Lakeside-Hotel-Casino.h5628747.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/f46e6906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/0d76b175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/1d7d9f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/2d580455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobblestone Inn & Suites - Winterset, IA Winterset 9.2/10 Wonderful (710) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve CA $138 CA $155 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-20®ionId=9277&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Osceola Hotel Reviews ![Cobblestone Inn & Suites - Lamoni](https://images.trvl-media.com/lodging/19000000/18570000/18563400/18563381/c0594faa_y.jpg) ### Cobblestone Inn & Suites - Lamoni 10/10 Excellent "Clean, comfortable, quiet, very up-to-date, friendly staff." [](https://expedia.ca/Osceola-Hotels-Cobblestone-Inn-Suites-Lamoni.h18563381.Hotel-Information) ![Cobblestone Inn & Suites - Winterset, IA](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/f46e6906_y.jpg) ### Cobblestone Inn & Suites - Winterset, IA 10/10 Excellent "Nice place" [](https://expedia.ca/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Osceola? ### What are the best hotels with bars in Osceola? ### What is there to do in Osceola? ### When is the best time to visit Osceola? ### How can I get to Osceola and around the area? ## Explore a world of travel with Expedia - Lodging - Flights - Cars - Vacation Rental - More ways to book - [Cheap Hotels in Afton ](https://www.expedia.ca/Afton-Hotels-Cheap-Hotels.0-0-d553248634983241705-tCheapHotels.Travel-Guide-Filter-Hotels) - [Afton Hotels ](https://www.expedia.ca/Afton-Hotels.d553248634983241705.Travel-Guide-Hotels) - 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