Title: Book the Best PET FRIENDLY Hotels in Winterset, IA from CA $85 - Winterset Dog-Friendly Hotels | 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) ![hogback covered bridge, summer](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Winterset Pet-friendly Hotels Tonight [Mar 19 - Mar 20](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2026-03-19&endDate=2026-03-20&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 20 - Mar 21](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2026-03-20&endDate=2026-03-21&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winterset pet-friendly hotels ![Porch](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/cf139e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/73387cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/8de30287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/d80624d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Covered Bridge Inn [](https://www.expedia.ca/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information) Winterset 9.0/10 Wonderful (781 reviews) "The room was clean and everything worked properly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $97 CA $109 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/0d76b175.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/ebfe9fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa Bed, Accessible Roll in Shower, Non Smoking | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/3f55f340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/9b483542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobblestone Inn & Suites - Winterset, IA [](https://www.expedia.ca/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) Winterset 9.2/10 Wonderful (720 reviews) "Winterset is a lovely small town! And this hotel fit right in! Friendly staff, comfortable bed, clean room, and a great breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mollie CA $136 CA $152 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11120000/11110300/11110264/647a39b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/12000000/11120000/11110300/11110264/44fe7428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Double Bed](https://images.trvl-media.com/lodging/12000000/11120000/11110300/11110264/de2a2feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/12000000/11120000/11110300/11110264/b36bba35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Evergreen Inn [](https://www.expedia.ca/Osceola-Hotels-Evergreen-Inn.h11110264.Hotel-Information) Osceola 9.0/10 Wonderful (699 reviews) "Clean rooms location staff comfortable beds" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darlene CA $75 CA $85 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Osceola-Hotels-Evergreen-Inn.h11110264.Hotel-Information) ![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) ![Lake](https://images.trvl-media.com/lodging/6000000/5630000/5628800/5628747/5da35228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/6000000/5630000/5628800/5628747/23d54adb.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, a Travelodge by Wyndham [](https://www.expedia.ca/Osceola-Hotels-Lakeside-Hotel-Casino.h5628747.Hotel-Information) Osceola 8.2/10 Very good (1,007 reviews) "Clean room, courteous staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $99 CA $129 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Osceola-Hotels-Lakeside-Hotel-Casino.h5628747.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6820000/6810100/6810039/b5113be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed, Non Smoking (One-Bedroom)](https://images.trvl-media.com/lodging/7000000/6820000/6810100/6810039/df3bd0c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6820000/6810100/6810039/b3679bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/7000000/6820000/6810100/6810039/c7ec802a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Osceola [](https://www.expedia.ca/Osceola-Hotels-AmericInn-By-Wyndham-Osceola.h6810039.Hotel-Information) Osceola 8.8/10 Excellent (615 reviews) "Clean room, comfortable bed, plenty of towels, breakfast was adequate. Good location. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beverly CA $140 CA $157 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Osceola-Hotels-AmericInn-By-Wyndham-Osceola.h6810039.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/64300/64224/7f5701b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/64300/64224/755041e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/70000/64300/64224/bd90e9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/64300/64224/ca7fb3d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Osceola [](https://www.expedia.ca/Osceola-Hotels-Quality-Inn-Osceola.h64224.Hotel-Information) Osceola 8.4/10 Very good (72 reviews) "Great place to stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $123 CA $138 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Osceola-Hotels-Quality-Inn-Osceola.h64224.Hotel-Information) ![Gift shop](https://images.trvl-media.com/lodging/122000000/121310000/121306700/121306617/31dbbeb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121310000/121306700/121306617/cb59b5fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121310000/121306700/121306617/9d860483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/122000000/121310000/121306700/121306617/6025de3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Norwalk Des Moines [](https://www.expedia.ca/Norwalk-Hotels-Tru-By-Hilton-Norwalk-Des-Moines.h121306617.Hotel-Information) Norwalk 9.2/10 Wonderful (15 reviews) "This was a very new hotel. The staff was very friendly and welcoming. The rooms were very clean and the the adjoining rooms were perfect size. This hotel provides everything you need for a quick weekend getaway. Great place for families, with a pool table and fun activities to enjoy in the lobby! Room was cleaned every day! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lamount CA $106 CA $119 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Norwalk-Hotels-Tru-By-Hilton-Norwalk-Des-Moines.h121306617.Hotel-Information) ![1 bedroom, desk, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/1000000/990000/980800/980750/8fba2edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/980800/980750/45613da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/980800/980750/b1a29b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/980800/980750/9a4e02d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Osceola IA [](https://www.expedia.ca/Osceola-Hotels-Super-8-By-Wyndham-Osceola-IA.h980750.Hotel-Information) Osceola 8.6/10 Excellent (245 reviews) "Very convenient location and wonderful staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $99 CA $110 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Osceola-Hotels-Super-8-By-Wyndham-Osceola-IA.h980750.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 [](https://www.expedia.ca/Atlantic-Hotels-Stuart-Motor-Lodge.h14993246.Hotel-Information) Stuart 8.8/10 Excellent (502 reviews) "Room clean, could have better pillows or at least more than 2 flat pillows" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike CA $82 CA $92 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Atlantic-Hotels-Stuart-Motor-Lodge.h14993246.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1500800/1500758/07a3e305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1510000/1500800/1500758/4f90812f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/2000000/1510000/1500800/1500758/1e449eb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gym](https://images.trvl-media.com/lodging/2000000/1510000/1500800/1500758/35cd5c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Supertel Inn & Conference Center [](https://www.expedia.ca/Osceola-Hotels-Supertel-Inn-Conference-Center.h1500758.Hotel-Information) Creston 8.0/10 Very good (222 reviews) "Good room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $175 CA $214 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Osceola-Hotels-Supertel-Inn-Conference-Center.h1500758.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=2026-04-02&endDate=2026-04-03®ionId=181516&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Winterset Hotel Reviews ![Sonesta Simply Suites Des Moines](https://images.trvl-media.com/lodging/1000000/90000/84500/84463/ac0224f3_y.jpg) ### Sonesta Simply Suites Des Moines 8/10 Good "Place wasn’t bad for what it was. It’s an older hotel. Good price and nice enough. My room smelled like a smokers room though. I just dealt with it but it definitely was strong when I first got to the room." [](https://expedia.ca/Des-Moines-Hotels-Sonesta-Simply-Suites-Des-Moines.h84463.Hotel-Information) ![Stoney Creek Hotel Des Moines - Johnston](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/43001d37_y.jpg) ### Stoney Creek Hotel Des Moines - Johnston 10/10 Excellent "Pool water freezing cold. " [](https://expedia.ca/Des-Moines-Hotels-Stoney-Creek-Hotel-Des-Moines-Johnston.h1152222.Hotel-Information) ![Wildwood Lodge](https://images.trvl-media.com/lodging/8000000/7600000/7599000/7598985/dde52107_y.jpg) ### Wildwood Lodge 10/10 Excellent "Staff was great! Rooms weren’t quite like I was thinking but nice. " [](https://expedia.ca/Des-Moines-Hotels-Wildwood-Lodge.h7598985.Hotel-Information) ![Drury Inn & Suites West Des Moines](https://images.trvl-media.com/lodging/2000000/1840000/1836200/1836184/a1ae2959_y.jpg) ### Drury Inn & Suites West Des Moines 8/10 Good "Staff was all pretty friendly. The hotel and amenities were pretty nice, as with most drury hotels. It seemed like they were not prepared for the busy time or didnt have enough staff. Huge piles of dishes not getting picked up during kickback and breakfast, pool towels not getting restocked or even picked up to be washed. Food not being replenished very quickly, the main parts of the hotel not quite as clean as usual. " [](https://expedia.ca/Des-Moines-Hotels-Drury-Inn-Suites-West-Des-Moines.h1836184.Hotel-Information) ![Revel Hotel Des Moines Urbandale, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/120000/119100/119096/46a14b38_y.jpg) ### Revel Hotel Des Moines Urbandale, Tapestry Collection by Hilton 10/10 Excellent "I cannot say enough positive things about this hotel. Stay here. You absolutely should. The staff is amazing. The food, both breakfast and dinner is amazing. The drinks are amazing and you have a bartender who'll happily get creative and make you a concoction. Everything is clean, looks clean, smells clean, feels clean. The decor is unique and the layout is open, bright and inviting." [](https://expedia.ca/Des-Moines-Hotels-Revel-Hotel-Des-Moines-Urbandale.h119096.Hotel-Information) ![Country Inn & Suites by Radisson, Des Moines West, IA](https://images.trvl-media.com/lodging/1000000/100000/99800/99780/563c32d8_y.jpg) ### Country Inn & Suites by Radisson, Des Moines West, IA 8/10 Good "The breakfast was ordinary we stayed at other country inn and suites and we had more variety. We couldnt eat or no food was allowed in the lobby and the 2 queen bedroom didnt have a lot of space for eating.. The pool and hot tub was huge nice area for eating and walking to most spots in the area less than 10 minute drive. the staff was very nice and welcoming and was ok with my kids being loud of being kids" [](https://expedia.ca/Des-Moines-Hotels-Country-Inn-Suites-By-Radisson.h99780.Hotel-Information) ![Covered Bridge Inn](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/cf139e75_y.jpg) ### Covered Bridge Inn 10/10 Excellent "Was excellent we stay here alot. Only had one bad experience " [](https://expedia.ca/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information) ![Hyatt Place West Des Moines Jordan Creek](https://images.trvl-media.com/lodging/17000000/16120000/16112600/16112546/018a0ab2_y.jpg) ### Hyatt Place West Des Moines Jordan Creek 10/10 Excellent "." [](https://expedia.ca/Des-Moines-Hotels-Hyatt-Place-West-Des-Moines-Jordan-Creek.h16112546.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Des Moines West Clive](https://images.trvl-media.com/lodging/1000000/60000/50200/50111/e35bf7c7_y.jpg) ### La Quinta Inn & Suites by Wyndham Des Moines West Clive 10/10 Excellent "Wonderful staff, the cleanliness of the hotel was second to none, and the attention to detail for the clients was amazing " [](https://expedia.ca/Des-Moines-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Des-Moines-West-Clive.h50111.Hotel-Information) ## Frequently asked questions ### What are the most popular pet-friendly hotels in Winterset? > The Cobblestone Inn & Suites - Winterset, IA, with a 9.2 rating, is praised by guests for its comfortable and clean rooms, as well as its excellent and delicious complimentary breakfast. > > > The Covered Bridge Inn, rated 9.0, is known for its friendly and helpful staff and clean rooms, with guests often mentioning the comfortable beds. ### How much does a pet-friendly hotel in Winterset cost? ### Which area of Winterset is best to stay in for pet-friendly hotels? > Winterset itself is a smaller town, and most of its amenities, including hotels that welcome pets, are concentrated near the town square and Highway 92/169\. This central location means you're never far from local parks for dog walks or the covered bridges that are a key attraction. Families travelling with pets will find this convenient, as it minimises travel time between your accommodation and activities. > > > For those looking for a quiet stay with their furry companions, hotels slightly off the immediate town square but still within a short drive offer a good balance. ### What are some great pet-friendly hotels in Winterset with outdoor spaces? > The Covered Bridge Inn, with a 9.0 rating, offers a terrace, providing a convenient outdoor area for guests and their pets. Reviewers frequently mention the helpful staff and clean rooms, ensuring a comfortable stay. ### How do I ensure I have booked a pet-friendly room in Winterset? ### What pet-friendly activities should we do in Winterset? > The Winterset City Park offers ample space for dogs to walk on leads. You'll find several picnic areas, walking paths, and open green spaces great for a leisurely stroll. The park also features Clark Tower, a historic limestone tower offering views of the surrounding area, and a hedge maze, both of which you can explore with your pet. > > > For a great experience, a driving tour of Madison County's historic covered bridges is a must. Most of these bridges are located in scenic, rural settings, great for a photo opportunity with your pet. ### What amenities should I look for in a pet-friendly hotel in Winterset? ### How can I save on a pet-friendly hotel in Winterset with Expedia? ### Do any Winterset hotels have restrictions on pet sizes or breeds? ### Is it cheaper to book flights and a pet-friendly hotel in Winterset as a package? ### Can I cancel my pet-friendly hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Western Skies Scenic Byway ](https://www.expedia.ca/3Star-Western-Skies-Scenic-Byway-Hotels.s30-0-d713341091283341312.Travel-Guide-Filter-Hotels) - [Apartments in Adel ](https://www.expedia.ca/Adel-Apartments.d6343218-aaApartments.Travel-Guide-Accommodation) - [B&B in Adel ](https://www.expedia.ca/Adel-Bed-And-Breakfast.d6343218-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Adel Hotels ](https://www.expedia.ca/Adel-Hotels.d6343218.Travel-Guide-Hotels) - 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