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 # Chalets in Winnebago County ## Compare and save - ![](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 Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976433020&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976433020&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976433020&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976433020&startDate=2026-02-13&endDate=2026-02-15&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) ## Find vacation rentals that suit your style 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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=VILLA) ![](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 ![Tru By Hilton Oshkosh](https://images.trvl-media.com/lodging/112000000/111040000/111032300/111032237/9fba76ae_y.jpg) ### Tru By Hilton Oshkosh 10/10 Excellent "yes" [](https://expedia.ca/Oshkosh-Hotels-Tru-By-Hilton-Oshkosh.h111032237.Hotel-Information) ![Baymont by Wyndham Oshkosh Airport](https://images.trvl-media.com/lodging/1000000/460000/459900/459811/3836973d_y.jpg) ### Baymont by Wyndham Oshkosh Airport 10/10 Excellent "Courteous staff and clean room. " [](https://expedia.ca/Oshkosh-Hotels-Super-8-By-Wyndham-Oshkosh-Airport.h459811.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/700000/699100/699085/00e6e107_y.jpg) ### Quality Inn 10/10 Excellent "The room was clean, staff was friendly and breakfast was good. The only downside was there was no elevator. " [](https://expedia.ca/Oshkosh-Hotels-Quality-Inn.h699085.Hotel-Information) ![Cobblestone Suites Oshkosh](https://images.trvl-media.com/lodging/1000000/580000/579000/578996/4c6b8657_y.jpg) ### Cobblestone Suites Oshkosh 10/10 Excellent "Check in went very well. We had five different rooms and the front desk had all the paperwork and key cards ready to go. Probably took less the five minutes. The hotel was very nice and very clean. The rooms were huge. Summer at the front desk was especially helpful telling us about some local places to eat. Good job!" [](https://expedia.ca/Oshkosh-Hotels-Cobblestone-Suites-Oshkosh.h578996.Hotel-Information) ![Cobblestone Hotel & Suites - Appleton International Airport](https://images.trvl-media.com/lodging/28000000/27290000/27288600/27288574/680a57c5_y.jpg) ### Cobblestone Hotel & Suites - Appleton International Airport 10/10 Excellent "Cobblestone Inn in Appleton was just fine. It is convenient for the airport." [](https://expedia.ca/Neenah-Hotels-Cobblestone-Hotel-Suites-Appleton-International-Airport.h27288574.Hotel-Information) ![Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub! ](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132206/8c019b64_y.jpg) ### Beautiful Lakefront Home \~ Outstanding Sunsets \~ Includes Hot Tub! 10/10 Excellent "This place is like a home away from home…very clean on arrival and nice communication from the owners. This will always be one of my favorite vrbos " [](https://expedia.ca/Winneconne-Hotels-Beautiful-Lakefront-Home-Outstanding-Sunsets-Includes-Hot-Tub.h27132206.Hotel-Information) ![Oshkosh Marriott Waterfront Hotel & Convention Center](https://images.trvl-media.com/lodging/1000000/20000/18500/18467/153c93cd_y.jpg) ### Oshkosh Marriott Waterfront Hotel & Convention Center 10/10 Excellent "We were greeted by a very friendly staff member at the front desk. She provided great directions and information for our stay. The room was clean and quiet. We had a great stay!" [](https://expedia.ca/Oshkosh-Hotels-Best-Western-Premier-Waterfront-Hotel-Convention-Center.h18467.Hotel-Information) ![Wingate by Wyndham Oshkosh](https://images.trvl-media.com/lodging/1000000/10000/2100/2075/d27a4d84_y.jpg) ### Wingate by Wyndham Oshkosh 10/10 Excellent "Bed was comfy!" [](https://expedia.ca/Oshkosh-Hotels-Fairfield-Inn-Suites-Oshkosh.h2075.Hotel-Information) ![Best Western Premier Bridgewood Resort Hotel](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246245/dc85976e_y.jpg) ### Best Western Premier Bridgewood Resort Hotel 10/10 Excellent "Very nice staff" [](https://expedia.ca/Neenah-Hotels-Best-Western-Premier-Bridgewood-Resort-Hotel.h1246245.Hotel-Information) ## 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 - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Pickett ](https://www.expedia.ca/4Star-Pickett-Hotels.s40-0-d771286604125786112.Travel-Guide-Filter-Hotels) - [Hotels near Bergstrom Mahler Museum ](https://www.expedia.ca/Bergstrom-Mahler-Museum-Hotels.0-l6210813-0.Travel-Guide-Filter-Hotels) - 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