Title: Top Chalets in Jackson County in 2026 | Expedia.ca [Jackson County Hotels](https://expedia.ca/Destinations-In-Jackson-County.d553248635976430889.Hotel-Destinations)[Vacation Rentals in Jackson County](https://expedia.ca/Destinations-In-Jackson-County.d553248635976430889.Vacation-Rental-Destinations)[Jackson County Car Rentals](https://expedia.ca/Destinations-In-Jackson-County.d553248635976430889.Car-Rental-Destinations)[Jackson County Vacations](https://expedia.ca/Jackson-County.d553248635976430889.Destination-Travel-Guides) ![There are not so many covered bridges left anymore in southern Indiana but this one near Medora is particularly long and in good condition! Black-and-white seemed to capture the composition best.](https://images.trvl-media.com/place/216/a98867a7-7747-41d2-a484-8b76ae74d304.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jim Watkins # Chalets in Jackson 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=553248635976430889&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=553248635976430889&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=553248635976430889&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=553248635976430889&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) ## Our top choices for Jackson County chalets ![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29640000/29630800/29630734/4a86dcb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29640000/29630800/29630734/02a2db9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/30000000/29640000/29630800/29630734/3cc22ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/30000000/29640000/29630800/29630734/360206de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overloft, Golf Resort Get Away Near Lake Monroe [](https://www.expedia.ca/Bloomington-Hotels-Overloft.h29630734.Hotel-Information) Bloomington 10/10 Exceptional (37) "We had the most amazing stay! The condo was perfect! Especially if you love playing games for family & friends!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather B. [](https://www.expedia.ca/Bloomington-Hotels-Overloft.h29630734.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=2025-12-30&endDate=2025-12-31®ionId=553248635976430889&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Jackson+County%2C+Indiana%2C+United+States+of+America®ionId=553248635976430889&latLong=38.906419%2C-86.03753&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Jackson+County%2C+Indiana%2C+United+States+of+America®ionId=553248635976430889&latLong=38.906419%2C-86.03753&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Jackson+County%2C+Indiana%2C+United+States+of+America®ionId=553248635976430889&latLong=38.906419%2C-86.03753&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Jackson+County%2C+Indiana%2C+United+States+of+America®ionId=553248635976430889&latLong=38.906419%2C-86.03753&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Jackson+County%2C+Indiana%2C+United+States+of+America®ionId=553248635976430889&latLong=38.906419%2C-86.03753&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VILLA) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Jackson+County%2C+Indiana%2C+United+States+of+America®ionId=553248635976430889&latLong=38.906419%2C-86.03753&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Jackson+County%2C+Indiana%2C+United+States+of+America®ionId=553248635976430889&latLong=38.906419%2C-86.03753&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=COTTAGE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Jackson+County%2C+Indiana%2C+United+States+of+America®ionId=553248635976430889&latLong=38.906419%2C-86.03753&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CHALET) ![](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%2FJackson-County-Chalets.d553248635976430889-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FJackson-County-Chalets.d553248635976430889-aaChalets.Travel-Guide-Accommodation) ## Top Jackson County Hotel Reviews ![Hilton Garden Inn Bloomington](https://images.trvl-media.com/lodging/2000000/1440000/1431900/1431830/1195daa1_y.jpg) ### Hilton Garden Inn Bloomington 10/10 Excellent "Hilton is very continently located with easy parking in downtown Bloomington. Nolyn at the front desk was super helpful and professional. We like this hotel for it’s parking and location." [](https://expedia.ca/Bloomington-Hotels-Hilton-Garden-Inn-Bloomington.h1431830.Hotel-Information) ![Brown County Inn](https://images.trvl-media.com/lodging/12000000/11780000/11776100/11776065/131cbe9b_y.jpg) ### Brown County Inn 10/10 Excellent "Nice inn to stay in! " [](https://expedia.ca/Columbus-Hotels-Brown-County-Inn.h11776065.Hotel-Information) ![Quality Inn Nashville - Bloomington](https://images.trvl-media.com/lodging/1000000/50000/41100/41026/44d30250_y.jpg) ### Quality Inn Nashville - Bloomington 10/10 Excellent "Clean room, friendly staff, Good breakfast " [](https://expedia.ca/Columbus-Hotels-Quality-Inn-Nashville-Bloomington.h41026.Hotel-Information) ![Hyatt Place Bloomington](https://images.trvl-media.com/lodging/8000000/7340000/7332200/7332105/w2556h3837x4y3-b030e25a_y.jpg) ### Hyatt Place Bloomington 10/10 Excellent "This is a very cozy hotel. Clean, friendly and you can easily walk to shop and eat around the town square. Would stay again" [](https://expedia.ca/Bloomington-Hotels-Hyatt-Place-Bloomington.h7332105.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Bloomington](https://images.trvl-media.com/lodging/36000000/35350000/35340500/35340412/cb28807b_y.jpg) ### La Quinta Inn & Suites by Wyndham Bloomington 10/10 Excellent "Always great!" [](https://expedia.ca/Bloomington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bloomington.h35340412.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Columbus - Edinburgh](https://images.trvl-media.com/lodging/1000000/130000/124400/124338/7ee5cb51_y.jpg) ### La Quinta Inn & Suites by Wyndham Columbus - Edinburgh 10/10 Excellent "Staff was nice pool was very warm and perfect breakfast was also really good" [](https://expedia.ca/Columbus-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Columbus-Edinburgh.h124338.Hotel-Information) ![Biddle Hotel and Conference Center](https://images.trvl-media.com/lodging/20000000/19120000/19117300/19117212/7453b3b3_y.jpg) ### Biddle Hotel and Conference Center 10/10 Excellent "Just love the location and the style of this hotel " [](https://expedia.ca/Bloomington-Hotels-Biddle-Hotel-And-Conference-Center.h19117212.Hotel-Information) ![Hampton Inn Bloomington](https://images.trvl-media.com/lodging/1000000/10000/2900/2853/7e837b70_y.jpg) ### Hampton Inn Bloomington 10/10 Excellent "Free parking is a bonus " [](https://expedia.ca/Bloomington-Hotels-Hampton-Inn-Bloomington.h2853.Hotel-Information) ![Graduate by Hilton Bloomington](https://images.trvl-media.com/lodging/29000000/28910000/28909100/28909056/bf778782_y.jpg) ### Graduate by Hilton Bloomington 10/10 Excellent " The Graduate never disappoints.a must stay in Bloomington!" [](https://expedia.ca/Bloomington-Hotels-Graduate-Bloomington.h28909056.Hotel-Information) ## Find out more about Jackson County ## Jackson County Chalets information | Number of reviews | 37 | | ----------------- | --------- | | Accommodation | 1 Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Austin ](https://www.expedia.ca/4Star-Austin-Hotels.s40-0-d75646.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Medora ](https://www.expedia.ca/4Star-Medora-Hotels.s40-0-d553248634983354117.Travel-Guide-Filter-Hotels) - [Apartments in Austin ](https://www.expedia.ca/Austin-Apartments.d75646-aaApartments.Travel-Guide-Accommodation) - [B&B in Austin ](https://www.expedia.ca/Austin-Bed-And-Breakfast.d75646-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Austin ](https://www.expedia.ca/Austin-Castles.d75646-aaCastles.Travel-Guide-Accommodation) - [Cheap Hotels in Austin ](https://www.expedia.ca/Austin-Hotels-Cheap-Hotels.0-0-d75646-tCheapHotels.Travel-Guide-Filter-Hotels) - 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