Title: Book the Best PET FRIENDLY Hotels in Winterset, IA from CA $83 - 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 [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2026-01-30&endDate=2026-01-31&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2026-01-31&endDate=2026-02-01&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2026-02-06&endDate=2026-02-08&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) ![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) ![Standard Room, 2 Queen Beds, Walk Up](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/c74a1fa4.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 (769 reviews) "Staff friendly, excellent place nice and clean, comfy and great breakfast" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Paula CA $96 CA $107 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/221411cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/f46e6906.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) ![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 [](https://www.expedia.ca/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) Winterset 9.2/10 Wonderful (716 reviews) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve CA $110 CA $124 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/530000/522700/522646/428ef378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/530000/522700/522646/cb06306c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/530000/522700/522646/aeb21d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/522700/522646/e914f0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Stuart [](https://www.expedia.ca/Atlantic-Hotels-AmericInn-By-Wyndham-Stuart.h522646.Hotel-Information) Stuart 8.4/10 Very good (529 reviews) "Was clean and nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $102 CA $120 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Atlantic-Hotels-AmericInn-By-Wyndham-Stuart.h522646.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) ![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) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/12000000/11120000/11110300/11110264/11a27a95.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) ### Evergreen Inn [](https://www.expedia.ca/Osceola-Hotels-Evergreen-Inn.h11110264.Hotel-Information) Osceola 9.0/10 Wonderful (695 reviews) "Very clean and spacious. However was very cold" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $74 CA $83 total includes taxes & fees Feb 28 - Mar 1 [](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) ![Restaurant](https://images.trvl-media.com/lodging/6000000/5630000/5628800/5628747/23d54adb.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) ![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 [](https://www.expedia.ca/Osceola-Hotels-Lakeside-Hotel-Casino.h5628747.Hotel-Information) Osceola 8.2/10 Very good (1,000 reviews) "The room was clean and in a good location " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) ronald CA $95 CA $126 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Osceola-Hotels-Lakeside-Hotel-Casino.h5628747.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/60000/50200/50111/e35bf7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/50200/50111/0e2232c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/50200/50111/6f522833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/60000/50200/50111/57391447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Des Moines West Clive [](https://www.expedia.ca/Des-Moines-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Des-Moines-West-Clive.h50111.Hotel-Information) Clive 8.8/10 Excellent (1,001 reviews) "Stayed 2 nights, no issues, convenient getting to Methodist West Hospital. Would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry CA $94 CA $105 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Des-Moines-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Des-Moines-West-Clive.h50111.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/473200/473122/35b2ee27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/480000/473200/473122/029b91c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/473200/473122/3b0888ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/480000/473200/473122/372c3679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Des Moines Airport [](https://www.expedia.ca/Des-Moines-Hotels-Baymont-By-Wyndham-Des-Moines-Airport.h473122.Hotel-Information) Southwestern Hills 9.4/10 Exceptional (1,176 reviews) "Very nice, comfortable accommodations. Would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JoAnn CA $116 CA $130 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Des-Moines-Hotels-Baymont-By-Wyndham-Des-Moines-Airport.h473122.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) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/64300/64224/ca7fb3d4.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/64300/64224/755041e1.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 8.6/10 Excellent (67 reviews) "Great place to stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $121 CA $136 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Osceola-Hotels-Quality-Inn-Osceola.h64224.Hotel-Information) ![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/43001d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/a319fe56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Theme Suite with Kitchenette](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/95e1ae67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/e7c93771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stoney Creek Hotel Des Moines - Johnston [](https://www.expedia.ca/Des-Moines-Hotels-Stoney-Creek-Hotel-Des-Moines-Johnston.h1152222.Hotel-Information) Johnston 8.8/10 Excellent (1,826 reviews) "Great place love it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Demo CA $112 CA $126 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Des-Moines-Hotels-Stoney-Creek-Hotel-Des-Moines-Johnston.h1152222.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/980800/980750/b1a29b69.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/1000000/990000/980800/980750/9a4e02d0.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 (243 reviews) "Very convenient location and wonderful staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $97 CA $109 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Osceola-Hotels-Super-8-By-Wyndham-Osceola-IA.h980750.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=2026-02-13&endDate=2026-02-14®ionId=181516&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Winterset Hotel Reviews ![Stoney Creek Hotel Des Moines - Johnston](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/8b967b66_y.jpg) ### Stoney Creek Hotel Des Moines - Johnston 10/10 Excellent "Clean courteous staff" [](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/c7d37989_y.jpg) ### Wildwood Lodge 10/10 Excellent "Everything was great. Highly recommend. " [](https://expedia.ca/Des-Moines-Hotels-Wildwood-Lodge.h7598985.Hotel-Information) ![Hyatt Place West Des Moines Jordan Creek](https://images.trvl-media.com/lodging/17000000/16120000/16112600/16112546/f70b7069_y.jpg) ### Hyatt Place West Des Moines Jordan Creek 10/10 Excellent "Yes" [](https://expedia.ca/Des-Moines-Hotels-Hyatt-Place-West-Des-Moines-Jordan-Creek.h16112546.Hotel-Information) ![Sonesta Simply Suites Des Moines](https://images.trvl-media.com/lodging/1000000/90000/84500/84463/2f117fac_y.jpg) ### Sonesta Simply Suites Des Moines 10/10 Excellent "Everything was such a good experience definitely be the only place I stay when I come vist" [](https://expedia.ca/Des-Moines-Hotels-Sonesta-Simply-Suites-Des-Moines.h84463.Hotel-Information) ![Quality Inn & Suites Des Moines Airport](https://images.trvl-media.com/lodging/1000000/20000/18000/17922/063c0fb4_y.jpg) ### Quality Inn & Suites Des Moines Airport 10/10 Excellent "Room was great " [](https://expedia.ca/Des-Moines-Hotels-Quality-Inn-Suites-Des-Moines-Airport.h17922.Hotel-Information) ![Drury Inn & Suites West Des Moines](https://images.trvl-media.com/lodging/2000000/1840000/1836200/1836184/2af2a76d_y.jpg) ### Drury Inn & Suites West Des Moines 10/10 Excellent "Room was clean and staff friendly " [](https://expedia.ca/Des-Moines-Hotels-Drury-Inn-Suites-West-Des-Moines.h1836184.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Des Moines West Clive](https://images.trvl-media.com/lodging/1000000/60000/50200/50111/0778119f_y.jpg) ### La Quinta Inn & Suites by Wyndham Des Moines West Clive 10/10 Excellent "Everything was great!" [](https://expedia.ca/Des-Moines-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Des-Moines-West-Clive.h50111.Hotel-Information) ![Cobblestone Inn & Suites - Winterset, IA](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/f46e6906_y.jpg) ### Cobblestone Inn & Suites - Winterset, IA 10/10 Excellent "Clean rooms. Friendly staff and easy to find " [](https://expedia.ca/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information) ![Holiday Inn Express & Suites Des Moines Downtown by IHG](https://images.trvl-media.com/lodging/13000000/12760000/12756300/12756236/7f9d044a_y.jpg) ### Holiday Inn Express & Suites Des Moines Downtown by IHG 10/10 Excellent "Warm stay and clean. " [](https://expedia.ca/Des-Moines-Hotels-Holiday-Inn-Express-Suites-Des-Moines-Downtown.h12756236.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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