Title: Book the Best Hotels with BARS in Osceola in 2025 | 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) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Bar in Osceola, IA from CA $128 ![](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) ![Business centre](https://images.trvl-media.com/lodging/19000000/18570000/18563400/18563381/a31a2915.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) ### Cobblestone Inn & Suites - Lamoni Lamoni 9.2/10 Wonderful (509) "This hotel is clean, friendly staff" CA $178 CA $200 total includes taxes & fees Oct 17 - Oct 18 [](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) ![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) ![Front of property](https://images.trvl-media.com/lodging/6000000/5630000/5628800/5628747/212a33f6.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 (1014) "Easy parking, nice views, easy to get around" CA $96 CA $128 total includes taxes & fees Oct 19 - Oct 20 [](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) ![Exterior](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/2d580455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/690e7790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobblestone Inn & Suites - Winterset, IA Winterset 9.2/10 Wonderful (688) "Very nice place clean and staff friendly. " CA $140 CA $157 total includes taxes & fees Oct 19 - Oct 20 [](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=2025-10-30&endDate=2025-10-31®ionId=9277&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Osceola Hotel Reviews ![Cobblestone Inn & Suites - Winterset, IA](//images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/f46e6906_y.jpg) ### Cobblestone Inn & Suites - Winterset, IA 10/10 Excellent "Extremely nice! Staff was excellent" [](https://expedia.ca/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) ![Cobblestone Inn & Suites - Lamoni](//images.trvl-media.com/lodging/19000000/18570000/18563400/18563381/c0594faa_y.jpg) ### Cobblestone Inn & Suites - Lamoni 10/10 Excellent "Loved this hotel. Very clean nice room. Front desk staff was helpful friendly and informative. I will be staying here again " [](https://expedia.ca/Osceola-Hotels-Cobblestone-Inn-Suites-Lamoni.h18563381.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Osceola? > Though you might not find a hotel in Osceola well-known for its bar, you will find 9 properties to choose from, some of which will have an onsite bar where you can unwind with an evening cocktail after a day out and about. While you're here, consider a visit to Osceola Country Club and Lakeside Casino. ### What are the best hotels with bars in Osceola? > Here are a few of the top hotels with bars in and around Osceola: [Lakeside Hotel Casino](https://www.expedia.ca/Osceola-Hotels-Lakeside-Hotel-Casino.h5628747.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [Super 8 by Wyndham Osceola IA](https://www.expedia.ca/Osceola-Hotels-Super-8-By-Wyndham-Osceola-IA.h980750.Hotel-Information): Enjoy the bar, free breakfast, and free WiFi. [Quality Inn Osceola](https://www.expedia.ca/Osceola-Hotels-Quality-Inn-Osceola.h64224.Hotel-Information): Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. ### What is there to do in Osceola? > Consider a visit to Osceola Country Club, Lakeside Casino, and Imes Bridge, and then find a cozy spot for a nightcap. Other places to see include Arbor Valley Lake and Osceola City Hall. Osceola is known for its restaurants. ### When is the best time to visit Osceola? > Visiting local bars in Osceola is more fun when you know what the weather holds. These rainfall averages and temperatures can help you decide the best time for bar hopping. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Osceola are January, December, November, and February, with each month seeing an average of 6 inches of snowfall. ### How can I get to Osceola and around the area? > You might want to make the most of these transportation choices in and around Osceola: Fly into Des Moines International Airport (DSM), which is located 35 mi (56.3 km) from the heart of the city. 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