Title: Top Chalets in Winnebago County in 2026 | Expedia.ca [Winnebago County Hotels](https://expedia.ca/Destinations-In-Winnebago-County.d553248635976433020.Hotel-Destinations)[Vacation Rentals in Winnebago County](https://expedia.ca/Destinations-In-Winnebago-County.d553248635976433020.Vacation-Rental-Destinations)[Winnebago County Car Rentals](https://expedia.ca/Destinations-In-Winnebago-County.d553248635976433020.Car-Rental-Destinations)[Winnebago County Vacations](https://expedia.ca/Winnebago-County.d553248635976433020.Destination-Travel-Guides) ![WOW! in July we visited the Annual EAA Airventure at Oshkosh. If you like aviation this is the place for you! 10'000 aircraft movements through-out the week, Daily and nightly airshows, outside cinemas. Themed aviation events and music concerts! its a must foe the avgeek](https://images.trvl-media.com/place/2699/f949037c-719e-49e1-bacb-ef523fe3e009.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Vin Lane-Kieltyka ![](https://images.trvl-media.com/place/2699/f949037c-719e-49e1-bacb-ef523fe3e009.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 prices for these dates In two weeks [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976433020&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976433020&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976433020&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976433020&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Winnebago County ![](https://mediaim.expedia.com/destination/2/a5d59c34b756db6756d6d84485ccee38.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Oshkosh [](https://expedia.ca/Oshkosh-Chalets.d2699-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/b2eb767aed6e6ebceebb8d4421435693.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Neenah [](https://expedia.ca/Neenah-Chalets.d55165-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/53b421ec89ae4aa852ad8cfb77cd88aa.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Omro [](https://expedia.ca/Omro-Chalets.d6047411-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/20ea73fec1231887c1e6a21f92419164.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Fremont [](https://expedia.ca/Fremont-Chalets.d6344115-aaChalets.Travel-Guide-Accommodation) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. 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[Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_553248635976433020) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Winnebago+County%2C+Wisconsin%2C+United+States+of+America®ionId=553248635976433020&latLong=44.021928%2C-88.543642&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winnebago+County%2C+Wisconsin%2C+United+States+of+America®ionId=553248635976433020&latLong=44.021928%2C-88.543642&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winnebago+County%2C+Wisconsin%2C+United+States+of+America®ionId=553248635976433020&latLong=44.021928%2C-88.543642&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winnebago+County%2C+Wisconsin%2C+United+States+of+America®ionId=553248635976433020&latLong=44.021928%2C-88.543642&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winnebago+County%2C+Wisconsin%2C+United+States+of+America®ionId=553248635976433020&latLong=44.021928%2C-88.543642&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winnebago+County%2C+Wisconsin%2C+United+States+of+America®ionId=553248635976433020&latLong=44.021928%2C-88.543642&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Winnebago+County%2C+Wisconsin%2C+United+States+of+America®ionId=553248635976433020&latLong=44.021928%2C-88.543642&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Winnebago+County%2C+Wisconsin%2C+United+States+of+America®ionId=553248635976433020&latLong=44.021928%2C-88.543642&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=HOUSE_BOAT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinnebago-County-Chalets.d553248635976433020-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinnebago-County-Chalets.d553248635976433020-aaChalets.Travel-Guide-Accommodation) ## Top Winnebago County Hotel Reviews ## Find out more about Winnebago County ## Winnebago County Chalets information | Number of reviews | | | ----------------- | ------- | | Accommodation | Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - 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