Title: Book the Best Hotels with BARS in Winterset in 2025 | Expedia.ca [Hotels in Winterset](https://expedia.ca/Winterset-Hotels.d181516.Travel-Guide-Hotels)[Vacation Rentals in Winterset](https://expedia.ca/Winterset-Vacation-Rentals.d181516.Travel-Guide-VacationRentals)[Flights to Winterset](https://expedia.ca/Cheap-Flights-To-Winterset.d181516.Travel-Guide-Flights)[Winterset Car Rentals](https://expedia.ca/Car-Rentals-In-Winterset.d181516.Car-Rental-Guide)[Winterset Vacation Packages](https://expedia.ca/Winterset.d181516.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/830fc6762ccc71fc6b71a5e80242e57e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀 # Find Hotels with Bar in Winterset, IA from CA $92 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winterset Hotels with Bar ## Top Winterset Hotels with Bar ## Our top choices for Winterset hotels with a bar ![Lobby](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/f46e6906.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) ![Restaurant](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/0d76b175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobblestone Inn & Suites - Winterset, IA Winterset 9.2/10 Wonderful (677) "Excellent value and convenient to spots of interest" CA $132 CA $148 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.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) ![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) ### Lakeside Hotel Casino Osceola 8.0/10 Very good (1005) "Good trip" CA $103 CA $135 total includes taxes & fees Sep 22 - Sep 23 [](https://www.expedia.ca/Osceola-Hotels-Lakeside-Hotel-Casino.h5628747.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/15000000/15000000/14993300/14993246/423f0302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/15000000/15000000/14993300/14993246/e0803a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/15000000/15000000/14993300/14993246/d0c9c088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/15000000/15000000/14993300/14993246/36f1a5a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stuart Motor Lodge Stuart 8.8/10 Excellent (482) "Clean room, friendly staff." CA $83 CA $92 total includes taxes & fees Sep 22 - Sep 23 [](https://www.expedia.ca/Atlantic-Hotels-Stuart-Motor-Lodge.h14993246.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/108000000/107010000/107006000/107005968/d0f60ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107010000/107006000/107005968/ab270535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/108000000/107010000/107006000/107005968/dfdae432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/108000000/107010000/107006000/107005968/112d060b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield by Marriott Inn & Suites Norwalk Norwalk 9.4/10 Exceptional (62) "We enjoyed our stay!" CA $132 CA $148 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Norwalk-Hotels-Fairfield-By-Marriott-Inn-Suites-Norwalk.h107005968.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/2300/2212/912a6e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2300/2212/b2fca437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2300/2212/e353d7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2300/2212/40e0444d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Renovo Des Moines Urbandale,Tapestry Collection Hilton Urbandale 9.4/10 Exceptional (1000) "Bar tender was nice and food was delicious! " CA $200 CA $224 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Des-Moines-Hotels-Hotel-Renovo.h2212.Hotel-Information) ![Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/17000000/16120000/16112600/16112546/f70b7069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/17000000/16120000/16112600/16112546/0f2659b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/17000000/16120000/16112600/16112546/24bab765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/17000000/16120000/16112600/16112546/1fed7c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place West Des Moines Jordan Creek West Des Moines 9.2/10 Wonderful (1003) "Lots of different food choices in the area." CA $152 CA $170 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Des-Moines-Hotels-Hyatt-Place-West-Des-Moines-Jordan-Creek.h16112546.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/105000000/104280000/104279400/104279325/4ffc2639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/105000000/104280000/104279400/104279325/w3995h2667x0y0-c398a1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/105000000/104280000/104279400/104279325/4ed07d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/105000000/104280000/104279400/104279325/w3995h2667x0y0-0271aa6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Waukee Waukee 9.0/10 Wonderful (146) "I have stayed here three times now and I love it very clean and comfortable " CA $128 CA $144 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Des-Moines-Hotels-Aloft-Waukee.h104279325.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119100/119096/b673e89d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119100/119096/c3133a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Corner](https://images.trvl-media.com/lodging/1000000/120000/119100/119096/d56f65e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/119100/119096/55f77956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Revel Hotel Des Moines Urbandale, Tapestry Collection by Hilton Urbandale 9.4/10 Exceptional (578) "We loved our stay!" CA $170 CA $190 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Des-Moines-Hotels-Revel-Hotel-Des-Moines-Urbandale.h119096.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/17000000/16520000/16516500/16516446/67343c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/17000000/16520000/16516500/16516446/a027d303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16520000/16516500/16516446/4679d2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds, Accessible (Hearing)](https://images.trvl-media.com/lodging/17000000/16520000/16516500/16516446/b4dde657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Des Moines/Urbandale Urbandale 9.0/10 Wonderful (408) "The hotel was clean and modern and the staff was very courteous." CA $139 CA $156 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Des-Moines-Hotels-Hampton-Inn-Suites-Des-MoinesUrbandale.h16516446.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9400/9375/9e4e0ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9400/9375/bee30b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/9400/9375/15a27d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/10000/9400/9375/f985d706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Fort Des Moines, Curio Collection by Hilton Downtown Des Moines 9.6/10 Exceptional (1029) "Great place " CA $198 CA $222 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Des-Moines-Hotels-Hotel-Fort-Des-Moines.h9375.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=2025-10-05&endDate=2025-10-06®ionId=181516&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Winterset Hotel Reviews ![Days Inn & Suites by Wyndham Des Moines Airport](//images.trvl-media.com/lodging/1000000/50000/49900/49826/23994ff1_y.jpg) ### Days Inn & Suites by Wyndham Des Moines Airport 10/10 Excellent "Friendly staff Clean room Very good stay for the money." [](https://expedia.ca/Des-Moines-Hotels-Days-Inn-Suites-By-Wyndham-Des-Moines-Airport.h49826.Hotel-Information) ![Country Inn & Suites by Radisson, Des Moines West, IA](//images.trvl-media.com/lodging/1000000/100000/99800/99780/1bd10ea8_y.jpg) ### Country Inn & Suites by Radisson, Des Moines West, IA 10/10 Excellent "No bugs, my biggest concern with hotels. The carpet next to the walls and especially in the corners was dirty in our room but everything else was clean. The bed was comfortable enough to sleep through the night. The pool was warm and the entire pool area was clean. Breakfast was standard fare. Staff was friendly. We were in the very last room of the hall so the hot water took quite awhile to start, not unexpected for location. The area was quiet with several stores and restaurants close. We didn't see other guests until the morning, but we didn't hear anything throughout the night." [](https://expedia.ca/Des-Moines-Hotels-Country-Inn-Suites-By-Radisson.h99780.Hotel-Information) ![Stoney Creek Hotel Des Moines - Johnston](//images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/8b967b66_y.jpg) ### Stoney Creek Hotel Des Moines - Johnston 10/10 Excellent " Good location." [](https://expedia.ca/Des-Moines-Hotels-Stoney-Creek-Hotel-Des-Moines-Johnston.h1152222.Hotel-Information) ![Drury Inn & Suites West Des Moines](//images.trvl-media.com/lodging/2000000/1840000/1836200/1836184/2af2a76d_y.jpg) ### Drury Inn & Suites West Des Moines 10/10 Excellent "Very clean" [](https://expedia.ca/Des-Moines-Hotels-Drury-Inn-Suites-West-Des-Moines.h1836184.Hotel-Information) ![Fairfield Inn and Suites by Marriott Des Moines West](//images.trvl-media.com/lodging/1000000/80000/77600/77590/01d93670_y.jpg) ### Fairfield Inn and Suites by Marriott Des Moines West 10/10 Excellent "Its was a nice clean facility, the staff was SUPER nice. They kept my bags for me at the front desk while I went to work and they had hot breakfast in the morning." [](https://expedia.ca/Des-Moines-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Des-Moines-West.h77590.Hotel-Information) ![Wildwood Lodge](//images.trvl-media.com/lodging/8000000/7600000/7599000/7598985/c7d37989_y.jpg) ### Wildwood Lodge 10/10 Excellent "Was only here one night. Clean. Comfortable. Great staff. " [](https://expedia.ca/Des-Moines-Hotels-Wildwood-Lodge.h7598985.Hotel-Information) ![Super 8 by Wyndham Clive IA](//images.trvl-media.com/lodging/1000000/60000/51200/51132/19d7f7a6_y.jpg) ### Super 8 by Wyndham Clive IA 10/10 Excellent "Simple and Budget friendly" [](https://expedia.ca/Des-Moines-Hotels-Super-8-By-Wyndham-CliveW-Des-Moines.h51132.Hotel-Information) ![Days Inn by Wyndham West Des Moines / Clive](//images.trvl-media.com/lodging/1000000/30000/23900/23878/0bb21c36_y.jpg) ### Days Inn by Wyndham West Des Moines / Clive 10/10 Excellent "Good" [](https://expedia.ca/Des-Moines-Hotels-Days-Inn-By-Wyndham-West-Des-Moines-Clive.h23878.Hotel-Information) ![Hyatt Place West Des Moines Jordan Creek](//images.trvl-media.com/lodging/17000000/16120000/16112600/16112546/f70b7069_y.jpg) ### Hyatt Place West Des Moines Jordan Creek 10/10 Excellent "Lots of different food choices in the area." [](https://expedia.ca/Des-Moines-Hotels-Hyatt-Place-West-Des-Moines-Jordan-Creek.h16112546.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Winterset? > Though you might not find a hotel in Winterset well-known for its bar, you will find 12 properties to choose from, some of which will have an onsite bar where you can unwind with an evening cocktail after sightseeing. While you're here, consider a visit to John Wayne Birthplace Museum and Madison County Courthouse. ### What are the best hotels with bars in Winterset? > Below are some of top hotels with bars in and around Winterset: [Cobblestone Inn & Suites - Winterset, IA](https://www.expedia.ca/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information): Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. [Covered Bridge Inn](https://www.expedia.ca/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. [Hotel Fort Des Moines, Curio Collection by Hilton](https://www.expedia.ca/Des-Moines-Hotels-Hotel-Fort-Des-Moines.h9375.Hotel-Information): Enjoy the bar, free breakfast, and free WiFi. [Fairfield Inn and Suites by Marriott Des Moines West](https://www.expedia.ca/Des-Moines-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Des-Moines-West.h77590.Hotel-Information): Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. [Days Inn & Suites by Wyndham Des Moines Airport](https://www.expedia.ca/Des-Moines-Hotels-Days-Inn-Suites-By-Wyndham-Des-Moines-Airport.h49826.Hotel-Information): Hotel with restaurant. Enjoy the bar, breakfast, and WiFi. ### What is there to do in Winterset? > Consider a visit to John Wayne Birthplace Museum, Madison County Courthouse, and The Winterset Stage, and then find a cozy spot for a nightcap. Other places to see include Cedar Bridge and Roseman Bridge. ### When is the best time to visit Winterset? > Visiting local bars in Winterset is more fun in good weather. These temperatures and rainfall averages can help you choose 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 29°F. The snowiest months in Winterset are January, February, November, and March, with each month seeing an average of 9 inches of snowfall. ### How can I get to Winterset and around the area? > You might want to make the most of these transportation options in and around Winterset: Fly into Des Moines International Airport (DSM), which is located 23.5 mi (37.9 km) from the heart of the city. 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