Title: Top Chalets in Winston County in 2026 | Expedia.ca [Winston County Hotels](https://expedia.ca/Destinations-In-Winston-County.d553248635976433968.Hotel-Destinations)[Vacation Rentals in Winston County](https://expedia.ca/Destinations-In-Winston-County.d553248635976433968.Vacation-Rental-Destinations)[Winston County Car Rentals](https://expedia.ca/Destinations-In-Winston-County.d553248635976433968.Car-Rental-Destinations)[Winston County Vacations](https://expedia.ca/Winston-County.d553248635976433968.Destination-Travel-Guides) ![Louisville which includes night scenes, modern architecture and a square or plaza](https://images.trvl-media.com/place/11995/113a7ad6-d936-4548-a456-9252012e33a1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by www.kentuckytourism.com # Chalets in Winston 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 In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976433968&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976433968&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976433968&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976433968&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Winston County ![Louisville featuring a house, a small town or village and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26168-Louisville.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Louisville [](https://expedia.ca/Louisville-Chalets.d11995-aaChalets.Travel-Guide-Accommodation) ## Featured Chalets in Winston County ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winston+County%2C+Mississippi%2C+United+States+of+America®ionId=553248635976433968&latLong=33.123738%2C-89.055062&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winston+County%2C+Mississippi%2C+United+States+of+America®ionId=553248635976433968&latLong=33.123738%2C-89.055062&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winston+County%2C+Mississippi%2C+United+States+of+America®ionId=553248635976433968&latLong=33.123738%2C-89.055062&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winston+County%2C+Mississippi%2C+United+States+of+America®ionId=553248635976433968&latLong=33.123738%2C-89.055062&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winston+County%2C+Mississippi%2C+United+States+of+America®ionId=553248635976433968&latLong=33.123738%2C-89.055062&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=CONDO) ![](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%2FWinston-County-Chalets.d553248635976433968-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinston-County-Chalets.d553248635976433968-aaChalets.Travel-Guide-Accommodation) ## Top Winston County Hotel Reviews ![Days Inn & Suites by Wyndham Starkville](https://images.trvl-media.com/lodging/1000000/10000/8100/8020/7a4d0200_y.jpg) ### Days Inn & Suites by Wyndham Starkville 8/10 Good "The room served its purpose. The bathroom vent was extremely loud and so was the toilet and the bed was very hard. Other than that it was nice and clean. and had all the amenities that a room needs. Looks nothing like the pictures. " [](https://expedia.ca/Columbus-Hotels-Days-Inn-Suites-By-Wyndham-Starkville.h8020.Hotel-Information) ![Hilton Garden Inn Starkville](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432722/5c1a0a3c_y.jpg) ### Hilton Garden Inn Starkville 10/10 Excellent "Good" [](https://expedia.ca/Columbus-Hotels-Hilton-Garden-Inn-Starkville.h2432722.Hotel-Information) ![New to VRBO- 3 bedroom, near Louisville, quick drive to Starkville & MSU](https://images.trvl-media.com/lodging/123000000/122120000/122115400/122115328/d52bf5cf_y.jpg) ### New to VRBO- 3 bedroom, near Louisville, quick drive to Starkville & MSU 10/10 Excellent "The host was available promptly when I had an issue with the keypad lock. The home was nice, clean, and sat on a property that gave sufficient privacy. There was enough linen, and all instructions left were clear. The only thing I would say is to have more basic condiments like ketchup, mustard, salt and pepper. " [](https://expedia.ca/Louisville-Hotels-New-To-VRBO-3-Bedroom.h122115328.Hotel-Information) ![Starkville Inn & Suites](https://images.trvl-media.com/lodging/100000000/99270000/99268800/99268792/0edae6aa_y.jpg) ### Starkville Inn & Suites 10/10 Excellent "This is my go to hotel in Starkville!! " [](https://expedia.ca/Starkville-Hotels-Starkville-Inn-Suites.h99268792.Hotel-Information) ![Hotel Chester](https://images.trvl-media.com/lodging/2000000/1040000/1030200/1030186/c89654d0_y.jpg) ### Hotel Chester 10/10 Excellent "Loved the character of the hotel. Staff was very friendly. Met the owner who was also very nice and welcoming. " [](https://expedia.ca/Columbus-Hotels-Hotel-Chester.h1030186.Hotel-Information) ![Hampton Inn Starkville](https://images.trvl-media.com/lodging/1000000/50000/42400/42305/3a64ae6c_y.jpg) ### Hampton Inn Starkville 10/10 Excellent "Everything was good!" [](https://expedia.ca/Columbus-Hotels-Hampton-Inn-Starkville.h42305.Hotel-Information) ![Homegate Inn](https://images.trvl-media.com/lodging/2000000/1110000/1101500/1101441/8e35da28_y.jpg) ### Homegate Inn 10/10 Excellent "👍" [](https://expedia.ca/Louisville-Hotels-Homegate-Inn.h1101441.Hotel-Information) ![Holiday Inn Express & Suites Starkville by IHG](https://images.trvl-media.com/lodging/1000000/810000/801500/801464/bbc4c384_y.jpg) ### Holiday Inn Express & Suites Starkville by IHG 10/10 Excellent "Great location and staff." [](https://expedia.ca/Columbus-Hotels-Holiday-Inn-Express-Suites-Starkville.h801464.Hotel-Information) ![Super Inn and Suites Philadelphia](https://images.trvl-media.com/lodging/3000000/2460000/2453300/2453251/ae3400f1_y.jpg) ### Super Inn and Suites Philadelphia 10/10 Excellent "Room was clean upon arrival. Tv was beautiful. Very comfy stay warm and cozy 😊" [](https://expedia.ca/Philadelphia-Hotels-Super-Inn-And-Suites-Philadelphia.h2453251.Hotel-Information) ## Find out more about Winston County ## Winston County Chalets information | Number of reviews | | | ----------------- | ------- | | Accommodation | Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [3 Star Hotels in Central Mississippi ](https://www.expedia.ca/3Star-Central-Mississippi-Hotels.s30-0-d6058674.Travel-Guide-Filter-Hotels) - [Ackerman Hotels ](https://www.expedia.ca/Ackerman-Hotels.d3000421346.Travel-Guide-Hotels) - [Condo Rentals in Artesia ](https://www.expedia.ca/Artesia-Condos.d553248634998698497-aaCondos.Travel-Guide-Accommodation) - [Vacation Homes in Artesia ](https://www.expedia.ca/Artesia-Private-Vacation-Homes.d553248634998698497-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Motels in Brooksville ](https://www.expedia.ca/Brooksville-Motels.d553248635975858840-aaMotels.Travel-Guide-Accommodation) - 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