--- title: "Top 10 Hotels in Winterset, IA (from $64) 2026 - Competitive Prices | Expedia" description: "Find 344 of the best hotels in Winterset, IA in 2026. Most hotels are fully refundable." canonical: "https://www.expedia.com/Winterset-Hotels.d181516.Travel-Guide-Hotels" language: en-US market: US currency: USD prices_as_of: 2026-11-13T04:54:52Z --- Plan your trip - [Winterset Travel Guide](https://www.expedia.com/Winterset.dx181516) - [Flights to Winterset](https://www.expedia.com/Cheap-Flights-To-Winterset.d181516.Travel-Guide-Flights) - [Car Rentals in Winterset](https://www.expedia.com/Car-Rentals-In-Winterset.d181516.Car-Rental-Guide) - [Winterset Vacation Packages](https://www.expedia.com/Winterset.d181516.Destination-Travel-Guides) - [Vacation Rentals in Winterset](https://www.expedia.com/Winterset-Vacation-Rentals.d181516.Travel-Guide-VacationRentals) # Find hotels in Winterset, IA from $64 ![A red covered bridge over a calm river, surrounded by lush greenery and trees.](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Go beyond your typical stay in Winterset [Pet friendly](https://www.expedia.com/Hotel-Search?destination=Winterset,%20Iowa,%20United%20States%20of%20America®ionId=181516&latLong=41.330824,-94.013839&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&amenities=PETS) [Hot tub](https://www.expedia.com/Hotel-Search?destination=Winterset,%20Iowa,%20United%20States%20of%20America®ionId=181516&latLong=41.330824,-94.013839&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&amenities=HOT%5FTUB) [Pool](https://www.expedia.com/Hotel-Search?destination=Winterset,%20Iowa,%20United%20States%20of%20America®ionId=181516&latLong=41.330824,-94.013839&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&amenities=POOL) [Cabin](https://www.expedia.com/Hotel-Search?destination=Winterset,%20Iowa,%20United%20States%20of%20America®ionId=181516&latLong=41.330824,-94.013839&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=CABIN) [Family friendly](https://www.expedia.com/Hotel-Search?destination=Winterset,%20Iowa,%20United%20States%20of%20America®ionId=181516&latLong=41.330824,-94.013839&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&travelerType=family%5Ffriendly) [Apart hotel](https://www.expedia.com/Hotel-Search?destination=Winterset,%20Iowa,%20United%20States%20of%20America®ionId=181516&latLong=41.330824,-94.013839&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=APART%5FHOTEL) [Apart­ment](https://www.expedia.com/Hotel-Search?destination=Winterset,%20Iowa,%20United%20States%20of%20America®ionId=181516&latLong=41.330824,-94.013839&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=APARTMENT) [Waterpark](https://www.expedia.com/Hotel-Search?destination=Winterset,%20Iowa,%20United%20States%20of%20America®ionId=181516&latLong=41.330824,-94.013839&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&amenities=WATER%5FPARK) [Cottage](https://www.expedia.com/Hotel-Search?destination=Winterset,%20Iowa,%20United%20States%20of%20America®ionId=181516&latLong=41.330824,-94.013839&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=COTTAGE) [Condo](https://www.expedia.com/Hotel-Search?destination=Winterset,%20Iowa,%20United%20States%20of%20America®ionId=181516&latLong=41.330824,-94.013839&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=CONDO) ## Check prices for these dates [Check prices for these dates, December 13 – 14, 2026](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-12-13&endDate=2026-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) [View in a map](https://www.expedia.com/Hotel-Search?regionId=181516&stayLength=1&daysInFuture=30&pwaOverlay=map) ## Our top choices for Winterset hotels ### [1\. Cobblestone Inn & Suites - Winterset, IA](https://www.expedia.com/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) ![A hotel entrance with a stone facade, a sign above the entrance, and a covered walkway.](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/5d1b8a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Winterset - Guest rating: 9.2/10 (Wonderful, 840 reviews) - Price: $118 nightly, $132 total, Nov 16 - Nov 17, Total with taxes and fees - Review: Great Hotel in Winterset. Everything you usually find in an excellent hotel provided., by Sarah, 8 days ago ### [2\. Hotel Fort Des Moines, Curio Collection by Hilton](https://www.expedia.com/Des-Moines-Hotels-Hotel-Fort-Des-Moines.h9375.Hotel-Information) ![A spacious lobby with high ceilings, large windows, and a chandelier.](https://images.trvl-media.com/lodging/1000000/10000/9400/9375/72ac6d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Downtown Des Moines - Guest rating: 9.6/10 (Exceptional, 1427 reviews) - Price: $125 nightly, $140 total, Nov 15 - Nov 16, Total with taxes and fees - Review: Room was super clean. Staff was amazing. The bar is super cool., by Wendy, 2 days ago ### [3\. Covered Bridge Inn](https://www.expedia.com/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information) ![A covered outdoor area with a wooden ceiling and brick pillars, overlooking a parking lot with cars and a distant landscape.](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/cf139e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Winterset - Guest rating: 9/10 (Wonderful, 823 reviews) - Price: $101 nightly, $114 total, Nov 15 - Nov 16, Total with taxes and fees - Review: A good place to stay. The room was spacious. Total value for the money., by Ana, 18 days ago ### [4\. Drury Inn & Suites West Des Moines](https://www.expedia.com/Des-Moines-Hotels-Drury-Inn-Suites-West-Des-Moines.h1836184.Hotel-Information) ![An indoor swimming pool with a 30 ft depth sign, a reception area, and a 'No Lifeguard' warning sign.](https://images.trvl-media.com/lodging/2000000/1840000/1836200/1836184/a1ae2959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: West Des Moines - Guest rating: 9.4/10 (Exceptional, 1163 reviews) - Price: $100 nightly, $112 total, Nov 29 - Nov 30, Total with taxes and fees - Review: Amazing evening reception. Breakfast was good. I love kids I run a daycare., by Gina, 4 days ago ### [5\. Stoney Creek Hotel Des Moines - Johnston](https://www.expedia.com/Des-Moines-Hotels-Stoney-Creek-Hotel-Des-Moines-Johnston.h1152222.Hotel-Information) ![An indoor swimming pool with a waterfall feature, surrounded by Adirondack chairs and a wooden deck.](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/43001d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Johnston - Guest rating: 8.8/10 (Excellent, 1942 reviews) - Price: $94 nightly, $106 total, Dec 14 - Dec 15, Total with taxes and fees - Review: Loved the room, pool and hot tub. Breakfast was good. Will stay again!, by William, 4 days ago ### [6\. Days Inn & Suites by Wyndham Des Moines Airport](https://www.expedia.com/Des-Moines-Hotels-Days-Inn-Suites-By-Wyndham-Des-Moines-Airport.h49826.Hotel-Information) ![A hotel room with a large bed, a nightstand, a wall-mounted TV, and a window with curtains.](https://images.trvl-media.com/lodging/1000000/50000/49900/49826/fcd8bd89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Greater South Side - Guest rating: 8.6/10 (Excellent, 1841 reviews) - Price: $68 nightly, $76 total, Nov 22 - Nov 23, Total with taxes and fees - Review: Staff was very nice and the hotel was kept very clean., by Alexis, 6 days ago ### [7\. Des Lux Hotel](https://www.expedia.com/Des-Moines-Hotels-Des-Lux-Hotel.h9781455.Hotel-Information) ![A luxurious living room with a stone fireplace, a large mirror, and two blue armchairs.](https://images.trvl-media.com/lodging/10000000/9790000/9781500/9781455/a4499f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Downtown Des Moines - Guest rating: 9.6/10 (Exceptional, 1124 reviews) - Price: $179 nightly, $200 total, Nov 14 - Nov 15, Total with taxes and fees - Review: The De Lux is a wonderful hotel., by Daniel, 1 day ago ### [8\. Wildwood Lodge](https://www.expedia.com/Des-Moines-Hotels-Wildwood-Lodge.h7598985.Hotel-Information) ![A building with a sign reading "WILDWOOD LODGE."](https://images.trvl-media.com/lodging/8000000/7600000/7599000/7598985/dde52107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Clive - Guest rating: 9.6/10 (Exceptional, 1237 reviews) - Price: $107 nightly, $120 total, Dec 14 - Dec 15, Total with taxes and fees - Review: Clean room. Good bed. Friendly staff., by Lori, 13 days ago ### [9\. Embassy Suites by Hilton Des Moines Downtown](https://www.expedia.com/Des-Moines-Hotels-Embassy-Suites-Hotel-Des-Moines-Downtown.h10622.Hotel-Information) ![An outdoor dining area with a table set for two, a city skyline in the background, and a Ferris wheel illuminated against the evening sky.](https://images.trvl-media.com/lodging/1000000/20000/10700/10622/c0e45b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Downtown Des Moines - Guest rating: 8.4/10 (Very good, 1001 reviews) - Price: $130 nightly, $146 total, Nov 19 - Nov 20, Total with taxes and fees - Review: Room was big. But all in all clean, and loved happy hour and breakfast., by Sara, 18 days ago ### [10\. Home2 Suites by Hilton Des Moines at Drake University](https://www.expedia.com/Des-Moines-Hotels-Home2-Suites-By-Hilton-Des-Moines-At-Drake-University.h48251406.Hotel-Information) ![An outdoor seating area with yellow chairs and a colorful sofa, a fire pit, and a wooden ceiling with hanging lights.](https://images.trvl-media.com/lodging/49000000/48260000/48251500/48251406/b9f3330e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Drake - Guest rating: 9.4/10 (Exceptional, 1011 reviews) - Price: $93 nightly, $104 total, Nov 25 - Nov 26, Total with taxes and fees - Review: Dishwasher coffee maker and dishes glasses cups., by Tricia, 1 day ago ### [11\. Hotel Renovo Des Moines Urbandale,Tapestry Collection Hilton](https://www.expedia.com/Des-Moines-Hotels-Hotel-Renovo.h2212.Hotel-Information) ![A spacious bar area with high ceilings, large windows, and multiple bar stools.](https://images.trvl-media.com/lodging/1000000/10000/2300/2212/391291e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Urbandale - Guest rating: 9.2/10 (Wonderful, 1001 reviews) - Price: $113 nightly, $127 total, Nov 30 - Dec 1, Total with taxes and fees - Review: Beautiful hotel, clean rooms and helpful staff., by Nancy, 6 days ago ### [12\. Country Inn & Suites by Radisson, Des Moines West, IA](https://www.expedia.com/Des-Moines-Hotels-Country-Inn-Suites-By-Radisson.h99780.Hotel-Information) ![An indoor swimming pool with tiled flooring, a wooden ceiling, and a seating area with chairs and umbrellas.](https://images.trvl-media.com/lodging/1000000/100000/99800/99780/563c32d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Clive - Guest rating: 9/10 (Wonderful, 1025 reviews) - Price: $80 nightly, $89 total, Dec 13 - Dec 14, Total with taxes and fees - Review: Enjoyed the pool hot tub., by Susan, 10 days ago ### [13\. La Quinta Inn & Suites by Wyndham Johnston](https://www.expedia.com/Des-Moines-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Johnston.h104004049.Hotel-Information) ![A spacious indoor area with a long wooden table, several chairs, a fireplace, and a view through large windows.](https://images.trvl-media.com/lodging/105000000/104010000/104004100/104004049/11fa3d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Johnston - Guest rating: 9.2/10 (Wonderful, 891 reviews) - Price: $89 nightly, $100 total, Nov 15 - Nov 16, Total with taxes and fees - Review: Very clean room and friendly staff., by Anahy, 2 days ago ### [14\. Sonesta Essential Des Moines](https://www.expedia.com/Des-Moines-Hotels-Econo-Lodge-Inn-Suites-Des-MoinesMerle-Hays-Road.h50789.Hotel-Information) ![A modern hotel room with a large bed, a built-in desk, a vanity with a bathtub, and a large window with curtains.](https://images.trvl-media.com/lodging/1000000/60000/50800/50789/ca2aa9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Lovington - Guest rating: 7.6/10 (Good, 1001 reviews) - Price: $62 nightly, $69 total, Nov 19 - Nov 20, Total with taxes and fees - Review: Even the A C Heater was nice. The room was clean., by Jim, 3 days ago ### [15\. Fairfield Inn and Suites by Marriott Des Moines West](https://www.expedia.com/Des-Moines-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Des-Moines-West.h77590.Hotel-Information) ![A spacious lobby with a high ceiling, a central seating area with a blue sofa and chairs, a dining area, and a staircase leading to an upper level.](https://images.trvl-media.com/lodging/1000000/80000/77600/77590/01d93670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: West Des Moines - Guest rating: 9/10 (Wonderful, 1006 reviews) - Price: $97 nightly, $108 total, Nov 29 - Nov 30, Total with taxes and fees - Review: Very convenient location to major highways., by Diana, October 13th, 2026 ### [16\. Lakeside Hotel Casino, a Travelodge by Wyndham](https://www.expedia.com/Osceola-Hotels-Lakeside-Hotel-Casino.h5628747.Hotel-Information) ![A bar area with multiple screens displaying sports and news, a cash register, and bar stools.](https://images.trvl-media.com/lodging/6000000/5630000/5628800/5628747/4886c0e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Osceola - Guest rating: 8.4/10 (Very good, 1004 reviews) - Price: $84 nightly, $95 total, Nov 15 - Nov 16, Total with taxes and fees - Review: Hotel was quiet nice amenities. Room was spacious. Enjoyed our stay., by Melissa, 5 days ago ### [17\. SpringHill Suites Des Moines West](https://www.expedia.com/Des-Moines-Hotels-SpringHill-Suites-Des-Moines-West.h553975.Hotel-Information) ![An indoor swimming pool with a hot tub, surrounded by lounge chairs and potted plants.](https://images.trvl-media.com/lodging/1000000/560000/554000/553975/2e2cdb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: West Des Moines - Guest rating: 8.6/10 (Excellent, 1000 reviews) - Price: $89 nightly, $100 total, Nov 22 - Nov 23, Total with taxes and fees - Review: It was amazing stay. The hot tub was even better clean., by Shanice, 2 days ago ### [18\. La Quinta Inn & Suites by Wyndham Des Moines West Clive](https://www.expedia.com/Des-Moines-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Des-Moines-West-Clive.h50111.Hotel-Information) ![An outdoor patio with modern seating and a built-in fireplace.](https://images.trvl-media.com/lodging/1000000/60000/50200/50111/e35bf7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Clive - Guest rating: 8.6/10 (Excellent, 1001 reviews) - Price: $76 nightly, $85 total, Nov 22 - Nov 23, Total with taxes and fees - Review: Great hotel ,very clean , great breakfast., by Ashley, 11 days ago ### [19\. Fairfield Inn & Suites Des Moines Urbandale](https://www.expedia.com/Des-Moines-Hotels-Fairfield-Inn-Suites-Des-Moines-Urbandale.h7394873.Hotel-Information) ![A modern lounge with leather sofas, a round coffee table, and a brick accent wall.](https://images.trvl-media.com/lodging/8000000/7400000/7394900/7394873/56b79076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Urbandale - Guest rating: 9.2/10 (Wonderful, 564 reviews) - Price: $87 nightly, $98 total, Nov 19 - Nov 20, Total with taxes and fees - Review: Great place to stay all around., by Jeff, 16 days ago 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://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28®ionId=181516&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay near Winterset Winterset, Iowa, offers a charming blend of outdoor adventures and family-friendly attractions. Explore the scenic Iowa countryside and unwind in a cozy country farmhouse. Whether you're seeking romance or a historical experience, Winterset provides a warm atmosphere perfect for any traveler. - [Patterson](#) - [East Peru](#) - [Saint Charles](#) - [Bevington](#) - [Macksburg](#) [View properties in map for Patterson](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248634983099577) ### Patterson Discover Patterson, a welcoming destination perfectly suited for families and nature enthusiasts seeking a blend of cultural and outdoor experiences. This charming city offers access to the John Wayne Birthplace Museum, where visitors can delve into cinematic history, as well as the picturesque Holliwell and Cedar Bridges, perfect for leisurely strolls. Located about 7 miles from Winterset, Patterson is an excellent choice for travelers looking to explore scenic venues year-round. It's an ideal spot to make your vacation truly memorable. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248634983099577) [View properties in map for East Peru](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248634983071233) ### East Peru Experience the charm of East Peru, an excellent hub for travelers seeking a blend of family-friendly activities, scenic beauty, and cultural experiences. This quaint city offers easy access to attractions like the John Wayne Birthplace Museum, the historic Holliwell Bridge, and the Madison County Courthouse, perfect for those looking to immerse themselves in local history and nature. Located about 9 miles from Winterset, East Peru is a smart choice for a memorable getaway. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248634983071233) ![A covered bridge with a sign reading "GUTLER-DONAHUE BRIDGE Built 1870" in a forested area.](https://images.trvl-media.com/place/553248634983484134/d92bb5fd-1d76-4e51-9760-b83600e1444d.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Saint Charles](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248634983484134) ### Saint Charles Make your vacation planning effortless by staying in Saint Charles, a haven for family and nature enthusiasts thanks to its charming local attractions. Visitors can explore the John Wayne Birthplace Museum, stroll across the historic Imes Bridge, or admire the architecture of the Madison County Courthouse. With a variety of outdoor activities and entertainment options nearby, Saint Charles offers a vibrant experience for all. Located about 11 miles from Winterset, it’s an ideal choice for travelers seeking a memorable getaway. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248634983484134) [View properties in map for Bevington](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248634983162697) ### Bevington Immerse yourself in Bevington, where family travelers, nature enthusiasts, and history buffs can easily access attractions like the historic Imes Bridge and the John Wayne Birthplace Museum. With a blend of shopping and local events, Bevington offers a rich experience just 12 miles from Winterset. The city's appeal is heightened during the summer months, making it a charming choice for vacationers. Bevington is a smart hotel booking option for those looking to explore the heart of Iowa. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248634983162697) [View properties in map for Macksburg](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=553248634983298254) ### Macksburg Travelers visiting the area often choose Macksburg, especially families and culture enthusiasts seeking close proximity to attractions in Winterset. This charming city offers a unique blend of history and nature, with highlights like the historic Roseman Bridge, the scenic Pammel State Park, and the John Wayne Birthplace Museum. Macksburg is located about 12 miles from Winterset, making it a smart choice for those looking to explore the region while enjoying a peaceful retreat. [See properties](https://www.expedia.com/Hotel-Search?regionId=553248634983298254) ## Stay near popular Winterset attractions Winterset's charming blend of outdoor adventures, family-friendly activities, and romantic spots makes it a perfect getaway. Explore urban parks, historic bridges, and delightful neighborhoods that invite you to immerse yourself in the local experience while creating lasting memories. Enjoy the best of all worlds in this picturesque town! ### Roseman Bridge ![A red bridge over a calm river with greenery around.](https://images.trvl-media.com/place/6106002/bc7c33e9-3c64-4891-af8a-c0a6aa038c0b.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.6/10 (75 reviews) Often cited as a favorite among history lovers, Roseman Bridge offers a glimpse into the past with its charming, historic architecture and cultural significance. Located within Winterset, it's easily accessible for a leisurely visit, making it a convenient stop for travelers looking to explore the area's rich heritage. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6106002) ### Cedar Bridge ![A red covered bridge with a white railing, surrounded by greenery and trees.](https://images.trvl-media.com/place/6106000/34284961-51f0-4352-b93e-3261b4a6419c.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.8/10 (67 reviews) Considered a premier spot for photography enthusiasts, Cedar Bridge in Winterset offers a unique blend of modern design and city vibes. This picturesque bridge is easily accessible within the city, making it a convenient stop for travelers looking to explore the charm of Winterset. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6106000) ### Holliwell Bridge ![A red covered bridge with white railings, surrounded by greenery and trees.](https://images.trvl-media.com/place/6105998/a0690ba6-fa48-4b31-81ec-dda70e39943c.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.6/10 (63 reviews) Discover the appeal of Holliwell Bridge, a historic landmark in Winterset, Iowa, perfect for history buffs and culture seekers. This charming bridge showcases unique architectural features and offers scenic views of the surrounding landscape. Staying nearby makes it easy to explore this and other local attractions. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6105998) ### John Wayne Birthplace Museum Rating: 9.4/10 (131 reviews) Set the stage for your visit to Winterset, Iowa, at the John Wayne Birthplace Museum, where fans of classic cinema can explore the life and legacy of the iconic actor. This cultural gem offers a unique glimpse into Wayne's early years, conveniently located within the charming town of Winterset, making it easy to incorporate into your travel plans. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6105996) ### Madison County Courthouse Rating: 9.4/10 (68 reviews) This prominent local landmark is ideal for travelers interested in history and architecture. The Madison County Courthouse, located in Winterset, offers a glimpse into the area's rich heritage. Its inviting atmosphere and beautiful design make it a great stop. Staying nearby allows easy access to this charming site and the warmth of the community. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6106008) ### Pammel State Park Rating: 9.0/10 (18 reviews) Enjoy the simplicity of outdoor adventure at Pammel State Park, where visitors can immerse themselves in stunning scenery and vibrant natural surroundings. Located within Winterset, this park offers easy access for those looking to explore its trails and enjoy a day in nature, making it a great base for your stay. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532648991) ### Hogback Bridge Rating: 9.4/10 (61 reviews) Perfectly suited for history buffs, Hogback Bridge in Winterset, Iowa, offers a glimpse into the area's cultural heritage. This historic bridge is renowned for its charming design and picturesque surroundings. Conveniently located within Winterset, it makes for an easy visit when exploring the town's attractions. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6106004) ### Imes Bridge Rating: 7.8/10 (17 reviews) A must-see for history buffs, Imes Bridge offers a unique glimpse into the area's cultural heritage. This historic bridge, located in Saint Charles, is about 12 miles from Winterset, making it an easy addition to your itinerary. Staying nearby allows you to explore this charming landmark with ease. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6106006) ## Learn more about Winterset Covered bridges beckon you to explore Madison County's scenic countryside, where John Wayne's birthplace museum awaits. Stroll the quaint town square, chatting with friendly locals over coffee before browsing antique shops brimming with treasures. [See all hotels in Winterset](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&adults=2®ionId=181516) ![A red covered bridge over a calm river, surrounded by lush greenery and trees.](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=900&h=401&p=1&q=high) ## Top Winterset Hotel Reviews ### [Cobblestone Inn & Suites - Winterset, IA](https://www.expedia.com/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) ![A hotel entrance with a stone facade, a sign above the entrance, and a covered walkway.](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/5d1b8a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1304 North 4th Avenue, Winterset, IA, 50273, US - Location: Winterset - Star rating: 2.5/5 - Guest rating: 9.2/10 (840 reviews) - Review: Loved the easy access and first floor room we had. Very quiet building and plenty of choices for breakfast. Staff was very accommodating., by Anonymous traveler, July 2, 2021, rated 10/10 Excellent ### [Covered Bridge Inn](https://www.expedia.com/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information) ![A covered outdoor area with a wooden ceiling and brick pillars, overlooking a parking lot with cars and a distant landscape.](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/cf139e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1312 Cedar Bridge Rd., Winterset, IA, 50273, US - Location: Winterset - Star rating: 2.5/5 - Guest rating: 9/10 (823 reviews) - Review: We didn't arrive till nearly 1am but they came right up to the desk when we rang the bell. Very friendly. The room was clean and larger than many Hamptons I've been in. The beds were comfortable, there was a coffee pot, shampoo and blow dryer, desk, side chair, and even a free breakfast which I don't always expect to see in a Super 8\. It just felt very comfortable. We were there to go to the State Fair and the drive from Winterset to Des Moines was through pretty countryside., by KK, August 19, 2015, rated 10/10 Excellent ### [Sleep Inn Waukee-West Des Moines](https://www.expedia.com/Des-Moines-Hotels-Sleep-Inn.h47085733.Hotel-Information) ![A modern lobby with a sofa, chairs, a lamp, and a wall with a floral pattern.](https://images.trvl-media.com/lodging/48000000/47090000/47085800/47085733/f1192c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Waukee - Review: Lisa at the front desk was a breath of fresh air, she was nice, friendly, kind and very helpful. The world needs more people like Lisa, by Janet, July 13, 2024, rated 10/10 Excellent ### [Aloft by Marriott Waukee](https://www.expedia.com/Des-Moines-Hotels-Aloft-Waukee.h104279325.Hotel-Information) ![A modern hotel with a distinctive roof structure and a prominent 'HOTELS' sign.](https://images.trvl-media.com/lodging/105000000/104280000/104279400/104279325/47ad6eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Waukee - Review: Generally awesome for shows at vibrant, by Nathanael, May 6, 2025, rated 10/10 Excellent ### [Stuart Motor Lodge](https://www.expedia.com/Atlantic-Hotels-Stuart-Motor-Lodge.h14993246.Hotel-Information) ![A small, single-story building with a flat roof and a large glass door. There are two potted plants on either side of the entrance, and a small trash can to the right.](https://images.trvl-media.com/lodging/15000000/15000000/14993300/14993246/423f0302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Stuart - Review: This was a hidden gem on our cross country travels. Weather forced us off the interstate and most of the rooms in the area were full. We took a chance and were very pleased with our stay. It’s not fancy but it was very clean, updated with a large bathroom. While there wasn’t a breakfast the McDonalds was right across the street so we could grab our smoothies and morning latte on our way out of town. We wouldn’t hesitate to stay again., by Anonymous traveler, January 4, 2020, rated 10/10 Excellent ### [Tru By Hilton Norwalk Des Moines](https://www.expedia.com/Norwalk-Hotels-Tru-By-Hilton-Norwalk-Des-Moines.h121306617.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121310000/121306700/121306617/w5502h3835x3y5-d1847be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Norwalk - Review: All was as expected, by Tamir, November 11, 2026, rated 10/10 Excellent ### [Drury Inn & Suites West Des Moines](https://www.expedia.com/Des-Moines-Hotels-Drury-Inn-Suites-West-Des-Moines.h1836184.Hotel-Information) ![An indoor swimming pool with a 30 ft depth sign, a reception area, and a 'No Lifeguard' warning sign.](https://images.trvl-media.com/lodging/2000000/1840000/1836200/1836184/a1ae2959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 5505 Mills Civic Pkwy, West Des Moines, IA, 50266, US - Location: West Des Moines - Star rating: 3/5 - Guest rating: 9.4/10 (1163 reviews) - Review: Love the Drury Inn. The property was very clean and staff was so friendly! The amenities are awesome! Kickback, pool, and great breakfast!, by Ann, November 9, 2026, rated 10/10 Excellent ### [Hyatt Place West Des Moines Jordan Creek](https://www.expedia.com/Des-Moines-Hotels-Hyatt-Place-West-Des-Moines-Jordan-Creek.h16112546.Hotel-Information) ![A modern hotel with a glass facade, a covered entrance, and a landscaped area.](https://images.trvl-media.com/lodging/17000000/16120000/16112600/16112546/fc12ac55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: West Des Moines - Review: The room was excellent…clean, spacious, and modern. It was nice to have a little sectional for our family to lounge on instead of always being on the beds. Beds were comfortable…down pillows and comforter. Rooms were nice and quiet! I couldn't ever hear other doors closing or people above us. The breakfast was complimentary and was delicious! My kids loved the French toast! It’s too bad there wasn’t a hot tub but the pool area was nice and warm. The kids swam forever because the water was..., by Melissa, January 8, 2024, rated 10/10 Excellent ### [Evergreen Inn](https://www.expedia.com/Osceola-Hotels-Evergreen-Inn.h11110264.Hotel-Information) ![A reception desk with a wooden backdrop, a framed map, and a 'home' sign.](https://images.trvl-media.com/lodging/12000000/11120000/11110300/11110264/647a39b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Osceola - Review: This was a bare bones motel, with a nice bare bones price. It served us perfect for driving through. It was very clean, very simple, and had a very nice desk person. It served us well for what we wanted., by Sharon, November 15, 2020, rated 10/10 Excellent ### [Tru By Hilton Grimes Des Moines](https://www.expedia.com/Des-Moines-Hotels-Tru-By-Hilton-Grimes-Des-Moines.h118242920.Hotel-Information) ![A modern lounge area with a grey sofa, red chairs, and round tables.](https://images.trvl-media.com/lodging/119000000/118250000/118243000/118242920/048d9b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Grimes - Review: Beautiful hotel. So clean. Staff was incredibly friendly and helpful as we needed an early check-in., by Kelly, November 9, 2026, rated 10/10 Excellent ### [Hampton Inn & Suites West Des Moines/SW Mall Area](https://www.expedia.com/Des-Moines-Hotels-Hampton-Inn-Suites-West-Des-MoinesSW-Mall-Area.h11515068.Hotel-Information) ![A hotel lobby with a bar area, seating, and a television.](https://images.trvl-media.com/lodging/12000000/11520000/11515100/11515068/21fa50dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: West Des Moines - Review: The south outside has a lot of trash here and there on the ground. Some of it probably is not from yall's hotel could be from the other hotel also, by Roger, March 2, 2025, rated 10/10 Excellent ### [Baymont by Wyndham Des Moines Airport](https://www.expedia.com/Des-Moines-Hotels-Baymont-By-Wyndham-Des-Moines-Airport.h473122.Hotel-Information) ![A bathroom with a shower, a towel rack with white towels, a picture on the wall, and a small wooden bench.](https://images.trvl-media.com/lodging/1000000/480000/473200/473122/e11bf92b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Southwestern Hills - Review: Great amenities! One of the best hotel I've stayed at!, by Andrew, January 3, 2025, rated 10/10 Excellent ### [Home2 Suites by Hilton Des Moines at Drake University](https://www.expedia.com/Des-Moines-Hotels-Home2-Suites-By-Hilton-Des-Moines-At-Drake-University.h48251406.Hotel-Information) ![An outdoor seating area with yellow chairs and a colorful sofa, a fire pit, and a wooden ceiling with hanging lights.](https://images.trvl-media.com/lodging/49000000/48260000/48251500/48251406/b9f3330e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 2650 University Ave., Des Moines, IA, 50311, US - Location: Drake - Star rating: 3/5 - Guest rating: 9.4/10 (1011 reviews) - Review: Nice place next to Drake, by Cassandra, November 13, 2026, rated 10/10 Excellent ### [MainStay Suites Waukee - West Des Moines](https://www.expedia.com/Des-Moines-Hotels-MainStay-Suites.h47085734.Hotel-Information) ![A spacious indoor area with multiple seating arrangements, including tables and chairs, and a large window providing a view of the outdoors.](https://images.trvl-media.com/lodging/48000000/47090000/47085800/47085734/94f96294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Waukee - Review: Everything was great!, by James, November 10, 2026, rated 10/10 Excellent ### [Hotel Fort Des Moines, Curio Collection by Hilton](https://www.expedia.com/Des-Moines-Hotels-Hotel-Fort-Des-Moines.h9375.Hotel-Information) ![A spacious lobby with high ceilings, large windows, and a chandelier.](https://images.trvl-media.com/lodging/1000000/10000/9400/9375/72ac6d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1000 Walnut St, Des Moines, IA, 50309, US - Location: Downtown Des Moines - Star rating: 4.5/5 - Guest rating: 9.6/10 (1427 reviews) - Review: This is one of the nicest hotels I’ve ever stayed at. Absolutely beautiful historic building with a grand scale and fully updated modern rooms. The design and comfort is impeccable. Large room and bathroom, but not so large that it isn’t cozy. Perfect in my opinion. The onsite dining options are fantastic for world class breakfast lunch and dinner at very reasonable prices. And the coffee is amazing. There were a couple of quirks in the room—the sound of trickling water whenever the ac turned..., by David Morrow, July 28, 2025, rated 10/10 Excellent ### [Hotel Pommier Indianola](https://www.expedia.com/Des-Moines-Hotels-Hotel-Pommier.h22689811.Hotel-Information) ![An outdoor patio with brick walls, ceiling fans, string lights, and outdoor seating.](https://images.trvl-media.com/lodging/23000000/22690000/22689900/22689811/7be013fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Indianola - Review: They had rooms with three beds, which worked perfect for what we needed. Walmart is across the road and there are places to eat within walking distance., by Anonymous traveler, July 10, 2021, rated 10/10 Excellent ## Find out more about Winterset ### Top reasons to visit Winterset - **Historic Bridges:** Explore the picturesque historic bridges that dot the landscape, providing a glimpse into Winterset's rich history. - **Charming Shopping Center:** Enjoy a leisurely day at local shops, showcasing the town's friendly atmosphere and unique offerings. - **Outdoor Adventures:** Take advantage of beautiful parks and hiking trails, perfect for families and romantics alike. - **Welcoming Accommodations:** Choose from a variety of cozy lodging options, including pet-friendly and LGBTQIA-friendly stays. - **Scenic Neighborhoods:** Stroll through charming neighborhoods that reflect the town's inviting vibe and natural beauty. ### Find great hotels near Winterset Winterset, Iowa, offers a variety of accommodation options to suit every traveler, from cozy motels to welcoming hotels. Whether you're seeking a pet-friendly stay, a business-friendly environment, or an LGBTQIA-friendly experience, you'll find the perfect fit here. Notable options include the Cobblestone Inn, among the best hotels in the area. Explore the charm of Winterset while enjoying the comforts of your chosen lodging. - **[Motel 6 West Des Moines, IA: ](https://www.expedia.com/Des-Moines-Hotels-Motel-6-West-Des-Moines.h986072.Hotel-Information)** A budget-friendly option located 21 miles from Winterset, Motel 6 West Des Moines, IA is perfect for travelers seeking a simple and economical stay. This motel embraces a pet-friendly philosophy, welcoming furry companions with open arms. Its amenities include no fees for service animals and a relaxed policy for pets, making it an ideal choice for those who want to travel with their pets without breaking the bank. Enjoy easy access to nearby attractions while keeping your budget intact. - **[Hyatt Place West Des Moines Jordan Creek: ](https://www.expedia.com/Des-Moines-Hotels-Hyatt-Place-West-Des-Moines-Jordan-Creek.h16112546.Hotel-Information)** Situated just 20 miles from Winterset, this 3-star hotel boasts a remarkable guest rating of 9.2\. Hyatt Place West Des Moines Jordan Creek caters to both business travelers and vacationers with pets. The hotel features modern amenities, including spacious rooms and a business center, ensuring a comfortable stay for all guests. Its pet policy allows for pets with specific weight limits and fees, combining convenience with a welcoming atmosphere. Enjoy a blend of comfort and professionalism in a stylish setting. - **[Sonesta Simply Suites Des Moines: ](https://www.expedia.com/Des-Moines-Hotels-Sonesta-Simply-Suites-Des-Moines.h84463.Hotel-Information)** Another budget-friendly choice located 21 miles from Winterset, Sonesta Simply Suites Des Moines offers a guest rating of 8.4\. This hotel is tailored for those traveling with pets and business needs. With a relaxed pet policy that includes fees and restrictions, it provides a welcoming environment for both you and your furry friends. The hotel features essential amenities like a fitness center and laundry facilities, ensuring a practical and comfortable stay for all types of travelers. Experience home-like comforts while on the road. ### Where to stay near Winterset Winterset, Iowa, offers a charming escape for families and couples alike. Explore local shops that reflect the town's friendly atmosphere, or enjoy romantic getaways surrounded by scenic spots. The area boasts a warm, inviting vibe, perfect for outdoor adventures, whether you're hiking the trails or relaxing in parks. Don't miss the historical sites that add a unique touch to your visit, making Winterset a delightful destination for all types of travelers. - **[Patterson: ](https://www.expedia.com/Patterson-Hotels.d553248634983099577.Travel-Guide-Hotels)** Nestled a mere 7 miles from Winterset, Patterson is a quaint city that offers a delightful escape for outdoor enthusiasts and families alike. The area's recreational spaces are perfect for picnics and leisurely strolls, especially during the summer months from June to August, when visitor numbers peak. Notable highlights include the urban park and nearby lake, which provide opportunities for fishing, hiking, and enjoying nature. While the town sees fewer visitors in the winter, it maintains a charming, small-town ambiance year-round. - **[East Peru: ](https://www.expedia.com/East-Peru-Hotels.d553248634983071233.Travel-Guide-Hotels)** Located 9 miles from Winterset, East Peru is a city that captures the essence of culture and romance. Travelers flock here for scenic views and educational experiences, making it an ideal destination for couples and culture enthusiasts. The city’s historic bridge and monuments are must-see attractions, with the best time to visit being during the summer months when the weather is pleasant. Despite lower visitor numbers in winter, East Peru's rich history and picturesque surroundings make it a charming stop on your journey. - **[Saint Charles: ](https://www.expedia.com/Saint-Charles-Hotels.d553248634983484134.Travel-Guide-Hotels)** Situated 11 miles from Winterset, Saint Charles is a vibrant city that offers a mix of family-friendly activities and entertainment. The city experiences peak tourism in February and from June to July, with visitors drawn to its shopping centers and arena entertainment facilities. Nearby attractions like the event conference venue, lake, and urban parks provide ample opportunities for relaxation and outdoor fun. Although it sees fewer visitors from October to December, Saint Charles remains a lively hub worth exploring during your vacation. ### Things to do near Winterset Winterset, Iowa, offers a delightful blend of outdoor adventures and family-friendly activities, perfect for romantic getaways or family vacations. Explore the charming shopping center and recreational areas while discovering the treasures that Winterset has to offer. Whether you’re looking for a leisurely day of shopping or an exciting outdoor experience, Winterset presents a variety of attractions for every visitor. **Shopping** In Winterset, you can explore local shops like the Winterset Marketplace for unique gifts and handcrafted items. If you're up for a drive, head to the nearby Jordan Creek Town Center, where you'll find a variety of retail stores and dining options to enhance your shopping experience. **Recreation** Experience the luxurious atmosphere at [Osceola Country Club](https://www.expedia.com/Osceola-Country-Club-Hotels.0-l6222093-0.Travel-Guide-Filter-Hotels), located 25 miles from Winterset. Enjoy a round of golf on beautifully manicured greens, unwind with spa treatments, and savor delicious meals in their elegant dining area for a perfect wellness escape. **Adventure** Explore the scenic trails at Winterset City Park, perfect for hiking and picnicking amidst beautiful landscapes. For a thrilling experience, try zip-lining at the nearby Adventure Park, where you can soar above the trees and feel the rush of adrenaline in a stunning natural setting. **Nightlife** Experience the cozy ambiance at The Brick City Grill, where you can enjoy hearty meals and local brews. For a lively night, check out the Winterset Community Theatre for a show, or unwind with friends at the Madison County Winery for wine tasting and stunning views. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Booking tips and Expedia advantages for Winterset - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Winterset are November to January, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Winterset is Monday. The most expensive day to stay in Winterset is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred type of accommodation. To find the best prices and offers, arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by booking an Expedia package that combines your Winterset hotel with your flights and activities. ### Find the best attractions in Winterset Winterset, Iowa, is perfect for outdoor, family, and romantic getaways. Visitors can explore popular attractions like urban parks, historic bridges, and charming town neighborhoods. This quaint destination offers a blend of outdoor activities and city experiences, making it an ideal spot for travelers seeking to enjoy the natural beauty and rich history of the area. - **[John Wayne Birthplace Museum: ](https://www.expedia.com/John-Wayne-Birthplace-Museum-Hotels.0-l6105996-0.Travel-Guide-Filter-Hotels)** Discover the life and legacy of the legendary actor John Wayne at this charming museum located in his hometown. Explore exhibits filled with photographs, memorabilia, and interactive displays that showcase his contributions to film and American culture. - **[Roseman Bridge: ](https://www.expedia.com/Roseman-Bridge-Hotels.0-l6106002-0.Travel-Guide-Filter-Hotels)** Experience the historic charm of Roseman Bridge, a picturesque covered bridge that embodies the essence of Madison County. Known for its stunning architecture and scenic surroundings, it’s a perfect spot for photography and a leisurely stroll. - **[Madison County Courthouse: ](https://www.expedia.com/Madison-County-Courthouse-Hotels.0-l6106008-0.Travel-Guide-Filter-Hotels)** Visit the grand Madison County Courthouse, a stunning example of Richardsonian Romanesque architecture. This vibrant hub offers a friendly atmosphere, ideal for families and visitors looking to relax while exploring local history. ### Best time to go to Winterset The best time to visit Winterset can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winterset falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winterset falls in January, visitor numbers are average and weather is mostly cloudy with no rain. | **Calendar Month** | **Temperature** | **Precipitation** | **Cloudiness** | **Occupancy** | **Pricing** | | ------------------ | --------------- | ----------------- | -------------- | ------------- | ------------- | | January | 22.1°F (-5.5°C) | No Rain | Mostly Cloudy | Average | Slightly Low | | February | 24.6°F (-4.1°C) | No Rain | Mostly Sunny | Slightly Low | Average | | March | 39.6°F (4.2°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 50.0°F (10.0°C) | Light Rain | Mostly Sunny | Average | Average | | May | 61.0°F (16.1°C) | Light Rain | Mostly Sunny | Average | Average | | June | 71.6°F (22.0°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 74.8°F (23.8°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 73.2°F (22.9°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 66.7°F (19.3°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 53.1°F (11.7°C) | Light Rain | Mostly Sunny | Average | Average | | November | 40.5°F (4.7°C) | No Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 29.3°F (-1.5°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Winterset To visit Winterset, Iowa, you have several airport options. Des Moines International Airport ([DSM](https://www.expedia.com/Des-Moines-Intl-Airport-Hotels.0-aDSM-0.Travel-Guide-Filter-Hotels)) is the closest, located 24 miles away, with nearby hotels like the 4.5-star [Hotel Fort Des Moines](https://www.expedia.com/Des-Moines-Hotels-Hotel-Fort-Des-Moines.h9375.Hotel-Information), just 4 miles from the airport. [OMA](https://www.expedia.com/Eppley-Field-Airport-Hotels.0-aOMA-0.Travel-Guide-Filter-Hotels)ha's Eppley Field (OMA) is 98 miles away, with comfortable stays like the 4.5-star [Magnolia Hotel Omaha](https://www.expedia.com/Omaha-Hotels-Magnolia-Hotel-Omaha.h25289.Hotel-Information), only 4 miles from the airport. Fort Dodge Regional Airport ([FOD](https://www.expedia.com/Fort-Dodge-Regional-Airport-Hotels.0-aFOD-0.Travel-Guide-Filter-Hotels)), situated 85 miles from Winterset, offers hotel choices such as the Cobblestone Inn & Suites, located 4 miles from the airport. Each hotel provides convenient access to their respective airports, ensuring a smooth travel experience. ## Frequently Asked Questions ### What is the best area to stay in Winterset? The best area to stay in Winterset is the downtown district, particularly around the Winterset Town Square. This area is the heart of Winterset, offering a central location with easy access to many local attractions. The Town Square itself is a historic landmark, surrounded by shops, eateries, and local businesses. It's very walkable and provides a pleasant base for exploring the town. For couples looking for a relaxed and convenient stay, the downtown area is ideal. You'll find a selection of charming bed and breakfasts within walking distance of the Square, allowing for easy strolls to local boutiques, antique shops, and restaurants. The proximity to the John Wayne Birthplace Museum and the historic courthouse adds to the appeal for those interested in local history. Travelers who appreciate good value and easy access to local points of interest will also find the downtown area suitable. ### What are the best hotels in Winterset that travelers recommend? Two of the best hotels in Winterset that travelers recommend are the [Cobblestone Inn & Suites - Winterset, IA](https://www.expedia.com/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) and the [Covered Bridge Inn](https://www.expedia.com/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information). The Cobblestone Inn & Suites - Winterset, IA has an excellent 9.2 rating. Guests consistently praise the comfortable and clean rooms, the friendly and helpful staff, and the delicious breakfast. This hotel also offers premium bedding, 24-hour room service, and free self-parking, and is conveniently located just 1.0 mile from the John Wayne Birthplace Museum. Another highly recommended option is the Covered Bridge Inn, which has a 9.0 rating. Travelers frequently mention the friendly and helpful staff, the clean rooms, and the comfortable beds. This inn provides air conditioning, free continental breakfast, and free self-parking, and is also just 1.0 mile from the John Wayne Birthplace Museum. ### What are the best family hotels in Winterset? For family-friendly hotels in Winterset, consider the [Cobblestone Inn & Suites - Winterset, IA](https://www.expedia.com/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) or the [Entire farmhouse in the country](https://www.expedia.com/Winterset-Hotels-Entire-Farmhouse-In-The-Country.h78647608.Hotel-Information). The Cobblestone Inn & Suites - Winterset, IA, with a 9.2 rating, is highly praised by guests for its comfortable and clean rooms. Travelers particularly highlight the friendly and helpful staff, as well as the excellent and delicious free self-serve breakfast. The hotel also offers free self-parking and free WiFi. It is conveniently located just 1.0 mile from the John Wayne Birthplace Museum. Another excellent option for families is the Entire farmhouse in the country, which boasts a great 10.0 rating. This accommodation provides a home-like experience with a kitchen, a sofa bed, and outdoor spaces like a patio, porch or lanai, and a secured yard, making it ideal for families with children. It also includes games for children, ensuring entertainment for younger guests. Find more [child-friendly accommodations in Winterset](https://www.expedia.com/Winterset-Hotels-Family-Hotel.0-0-d181516-tFamilyHotel.Travel-Guide-Filter-Hotels) ### What hotels in Winterset offer free breakfast? For hotels in Winterset offering complimentary breakfast, consider the [Cobblestone Inn & Suites - Winterset, IA](https://www.expedia.com/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information), or the [Covered Bridge Inn](https://www.expedia.com/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information). The Cobblestone Inn & Suites - Winterset, IA, with a 9.2 rating, provides free self-serve breakfast daily. Guests frequently highlight the comfortable and clean rooms, as well as the friendly and helpful staff. It is conveniently located less than a mile from the Madison County Courthouse and the John Wayne Birthplace Museum. Another excellent option is the Covered Bridge Inn, which has a 9.0 rating. This hotel offers a free continental breakfast, and travelers often comment on the comfortable beds and clean rooms. It is also well-situated, just a mile from the Madison County Courthouse, the John Wayne Birthplace Museum, and the Cutler-Donahoe Covered Bridge. Find more [hotels with free breakfast in Winterset](https://www.expedia.com/Winterset-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d181516-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) ### What are the top pet-friendly hotels in Winterset? For top pet-friendly hotels in Winterset, consider the [Cobblestone Inn & Suites - Winterset, IA](https://www.expedia.com/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information), and the [Covered Bridge Inn](https://www.expedia.com/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information). The Cobblestone Inn & Suites - Winterset, IA, with a 9.2 rating, is a highly-rated option that permits dogs. Guests frequently praise the comfortable and clean rooms, the friendly and helpful staff, and the excellent and delicious free breakfast. Its convenient location is also a highlight, being just 1.0 mile from the John Wayne Birthplace Museum. Another excellent choice is the Covered Bridge Inn, which has a 9.0 rating and also permits dogs. This inn offers a complimentary continental breakfast and is known for its friendly and helpful staff, clean rooms, and comfortable beds. It is also conveniently located just 1.0 mile from the John Wayne Birthplace Museum. See more [pet-friendly hotels in Winterset](https://www.expedia.com/Winterset-Hotels-Pet-Friendly-Hotel.0-0-d181516-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) ### What are the best budget hotels in Winterset? For budget-friendly accommodations in Winterset, both the [Covered Bridge Inn](https://www.expedia.com/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information) and the [Cobblestone Inn & Suites - Winterset, IA](https://www.expedia.com/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) are excellent choices. The Covered Bridge Inn, with a 9.0 rating, offers complimentary breakfast, including a continental option, and free toiletries. Guests often mention the friendly and helpful staff, clean rooms, and comfortable beds. It is conveniently located near the Madison County Courthouse, the John Wayne Birthplace Museum, and the Cutler-Donahoe Covered Bridge. Another highly-rated option is the Cobblestone Inn & Suites - Winterset, IA, which boasts a 9.2 rating. This hotel provides free self-parking, complimentary breakfast, and free WiFi. Travelers frequently praise the comfortable and clean rooms, the friendly and helpful staff, and the excellent breakfast. It is situated close to the Madison County Courthouse and the John Wayne Birthplace Museum. View all [budget hotels in Winterset](https://www.expedia.com/Winterset-Hotels-Cheap-Hotels.0-0-d181516-tCheapHotels.Travel-Guide-Filter-Hotels) ### What are the best hotels in Winterset near John Wayne Birthplace Museum? For hotels in Winterset near the John Wayne Birthplace Museum, consider the [Cobblestone Inn & Suites - Winterset, IA](https://www.expedia.com/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) or the [Covered Bridge Inn](https://www.expedia.com/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information). The Cobblestone Inn & Suites - Winterset, IA, with a 9.2 rating, is an excellent choice located just one mile from the museum. Guests consistently praise the comfortable and clean rooms, the friendly and helpful staff, and the excellent, delicious complimentary breakfast. The hotel also offers free WiFi and free self-parking, making it a convenient option for families. Another great option is the Covered Bridge Inn, which has a 9.0 rating and is also located just one mile from the John Wayne Birthplace Museum. This hotel is known for its friendly and helpful staff, clean rooms with comfortable beds, and good complimentary continental breakfast and coffee. Free WiFi and free self-parking are also provided for guest convenience. ### When is the best time to go to Winterset? The best time to visit Winterset is during the summer and fall months, from June through October, when the weather is most favorable for outdoor activities and local events. Summer in Winterset brings warm, sunny days great for exploring the town's covered bridges, hiking at local parks like the Winterset City Park, or visiting the John Wayne Birthplace Museum. The Madison County Covered Bridge Festival, a major attraction, typically takes place in October, celebrating the area's heritage with crafts, food, and entertainment. For those interested in agricultural tourism or scenic drives, the fall months offer stunning foliage as the leaves change color, particularly along the routes leading to the covered bridges. ### Can I cancel my hotel reservation on Expedia? You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winterset. ### How much is the nightly rate at a Winterset hotel? Prices for hotels in Winterset often vary, but you can find a great deal from $64 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [Vacation Rentals](?equalTargetTab=tab-4) - [Things to Do](?equalTargetTab=tab-5) - [Hotels near Pammel State Park](https://www.expedia.com/Pammel-State-Park-Hotels.0-l553248621532648991-0.Travel-Guide-Filter-Hotels) - [Hotels near Ruan Center](https://www.expedia.com/Ruan-Center-Hotels.0-l6210743-0.Travel-Guide-Filter-Hotels) - [Norwalk Hotels](https://www.expedia.com/Norwalk-Hotels.d6343217.Travel-Guide-Hotels) - [Madison County Hotels](https://www.expedia.com/Destinations-In-Madison-County.d553248635976430525.Hotel-Destinations) - [Indianola Hills Hotels](https://www.expedia.com/Indianola-Hills-Des-Moines-Hotels.0-n897427424713916416-0.Travel-Guide-Filter-Hotels) - [Osceola Hotels](https://www.expedia.com/Osceola-Hotels.d9277.Travel-Guide-Hotels) - 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