Title: Book the Best Jackson WINERY Hotels in 2026 | Expedia.ca

[Hotels in Jackson](https://expedia.ca/Jackson-Hotels.d55765.Travel-Guide-Hotels)[Vacation Rentals in Jackson](https://expedia.ca/Jackson-Vacation-Rentals.d55765.Travel-Guide-VacationRentals)[Flights to Jackson](https://expedia.ca/Cheap-Flights-To-Jackson.d55765.Travel-Guide-Flights)[Jackson Car Rentals](https://expedia.ca/Car-Rentals-In-Jackson.d55765.Car-Rental-Guide)[Jackson Vacation Packages](https://expedia.ca/Jackson.d55765.Destination-Travel-Guides)

![Soldier Standing Guard at the Courthouse.  A monument to the soldiers that fought in the First World War stands quietly at parade rest.  ](https://images.trvl-media.com/place/55765/e3f4bd8b-0e63-4fd0-ba8b-33d5d7cfe993.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Winery Hotels in Jackson, MO from CA $126

- ![](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 Jackson Winery Hotels

Tonight

[Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=55765&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=55765&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=55765&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=55765&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Jackson hotels with winery

![Exterior](https://images.trvl-media.com/lodging/54000000/53350000/53348100/53348099/47fa1edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/54000000/53350000/53348100/53348099/8447c54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/54000000/53350000/53348100/53348099/dc7dee1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/54000000/53350000/53348100/53348099/23518830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

[](https://www.expedia.ca/Jackson-Hotels-La-Quinta-Inn-Suites-By-Wyndham-JacksonCape-Girardeau.h53348099.Hotel-Information)

Jackson

8.8/10

Excellent

(669)

"Great place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

GUY

CA $116

CA $126 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Jackson-Hotels-La-Quinta-Inn-Suites-By-Wyndham-JacksonCape-Girardeau.h53348099.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=2026-01-01&endDate=2026-01-02&regionId=55765&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Jackson Hotel Reviews

![Drury Inn & Suites Jackson MO](https://images.trvl-media.com/lodging/1000000/50000/41100/41077/8996a36d_y.jpg)

### Drury Inn & Suites Jackson MO

10/10 Excellent

"Yes"

[](https://expedia.ca/Sikeston-Hotels-Drury-Inn-Suites-Jackson-MO.h41077.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/860000/856000/855988/d2a0e781_y.jpg)

### Quality Inn

10/10 Excellent

"very clean"

[](https://expedia.ca/Sikeston-Hotels-Quality-Inn.h855988.Hotel-Information)

![Town House Inn](https://images.trvl-media.com/lodging/12000000/11620000/11613500/11613476/5eb3395a_y.jpg)

### Town House Inn

10/10 Excellent

"Appears to have been recently remodeled and updated. The room was fairly clean but could use a few cosmetic touches. Staff was courteous. We were only there for one night but this would be a great place to stay for an extended time as it had full kitchen amenities. No breakfast but the cost of the room made up for that. Hardee’s is within walking distance. We would definitely stay here again. "

[](https://expedia.ca/Sikeston-Hotels-Town-House-Inn.h11613476.Hotel-Information)

![Comfort Suites Jackson-Cape Girardeau](https://images.trvl-media.com/lodging/3000000/2560000/2555900/2555896/70460e25_y.jpg)

### Comfort Suites Jackson-Cape Girardeau

10/10 Excellent

"Clean and comfortable every time. This is a “go to” hotel "

[](https://expedia.ca/Sikeston-Hotels-Comfort-Suites-Jackson-Cape-Girardeau.h2555896.Hotel-Information)

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Vacation Rental
- More ways to book

- [B&B in Advance ](https://www.expedia.ca/Advance-Bed-And-Breakfast.d553248634983475122-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cheap Hotels in Advance ](https://www.expedia.ca/Advance-Hotels-Cheap-Hotels.0-0-d553248634983475122-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Advance Hotels ](https://www.expedia.ca/Advance-Hotels.d553248634983475122.Travel-Guide-Hotels)
- [Lodges in Advance ](https://www.expedia.ca/Advance-Lodges.d553248634983475122-aaLodges.Travel-Guide-Accommodation)
- [Motels in Advance ](https://www.expedia.ca/Advance-Motels.d553248634983475122-aaMotels.Travel-Guide-Accommodation)
- [Apartments in Bell City ](https://www.expedia.ca/Bell-City-Apartments.d553248634983588961-aaApartments.Travel-Guide-Accommodation)
- [Cheap Hotels in Benton ](https://www.expedia.ca/Benton-Hotels-Cheap-Hotels.0-0-d553248634983369680-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Benton ](https://www.expedia.ca/Benton-Hotels-Luxury-Hotel.0-0-d553248634983369680-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Benton Hotels ](https://www.expedia.ca/Benton-Hotels.d553248634983369680.Travel-Guide-Hotels)
- [Cheap Hotels in Bertrand ](https://www.expedia.ca/Bertrand-Hotels-Cheap-Hotels.0-0-d3000349285-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Bertrand ](https://www.expedia.ca/Bertrand-Hotels-Hotel-With-Pool.0-0-d3000349285-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Cabin Rentals in Brazeau Township ](https://www.expedia.ca/Brazeau-Township-Cabins.d553248635976430617-aaCabins.Travel-Guide-Accommodation)
- [Rv Parks in Cape Girardeau County ](https://www.expedia.ca/Cape-Girardeau-County-RV-Parks.d553248635976430467-aaRVParks.Travel-Guide-Accommodation)
- [All Inclusive Resorts and in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-All-Inclusive-Hotel.0-0-d820-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Boutique Hotels in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Boutique-Hotel.0-0-d820-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Casino Hotels in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Casino-Hotel.0-0-d820-tCasinoHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Cheap-Hotels.0-0-d820-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Hotel-With-Pool.0-0-d820-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with Bar in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Hotels-With-Bar.0-0-d820-tHotelswithBar.Travel-Guide-Filter-Hotels)
- [Hotels with Free Airport Shuttle in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d820-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Hotels with an Indoor Pool in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Hotels-With-Indoor-Pool.0-0-d820-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Oceanfront-Hotels.0-0-d820-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Pet-Friendly-Hotel.0-0-d820-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Romantic-Hotel.0-0-d820-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Hotels-Spa-Hotel.0-0-d820-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Cape Girardeau Hotels ](https://www.expedia.ca/Cape-Girardeau-Hotels.d820.Travel-Guide-Hotels)
- [Inns in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-Inns.d820-aaInns.Travel-Guide-Accommodation)
- [Rv Parks in Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau-RV-Parks.d820-aaRVParks.Travel-Guide-Accommodation)
- [Hotels near Cape Rock Park ](https://www.expedia.ca/Cape-Rock-Park-Hotels.0-l553248621532655781-0.Travel-Guide-Filter-Hotels)
- [Rv Parks in Chaffee ](https://www.expedia.ca/Chaffee-RV-Parks.d553248634983269107-aaRVParks.Travel-Guide-Accommodation)
- [Historic Hotels in Charleston ](https://www.expedia.ca/Charleston-Hotels-Historic-Hotel.0-0-d7182-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in Charleston ](https://www.expedia.ca/Charleston-Hotels-Romantic-Hotel.0-0-d7182-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Cabin Rentals in Commerce ](https://www.expedia.ca/Commerce-Cabins.d553248634983177483-aaCabins.Travel-Guide-Accommodation)
- [Hotels near eDen Spa & Salon ](https://www.expedia.ca/EDen-Spa-Salon-Hotels.0-l553248621532655776-0.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Fruitland ](https://www.expedia.ca/Fruitland-Hotels-Hotel-With-Pool.0-0-d553248635975866670-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Fruitland Hotels ](https://www.expedia.ca/Fruitland-Hotels.d553248635975866670.Travel-Guide-Hotels)
- [Motels in Fruitland ](https://www.expedia.ca/Fruitland-Motels.d553248635975866670-aaMotels.Travel-Guide-Accommodation)
- [Glen Allen Hotels ](https://www.expedia.ca/Glen-Allen-Hotels.d553248634983455025.Travel-Guide-Hotels)
- [Vacation Homes in Glen Allen ](https://www.expedia.ca/Glen-Allen-Private-Vacation-Homes.d553248634983455025-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Hotels near Isle Casino Cape Girardeau ](https://www.expedia.ca/Isle-Casino-Cape-Girardeau-Hotels.0-l553248621532655780-0.Travel-Guide-Filter-Hotels)
- [B&B in Kelso ](https://www.expedia.ca/Kelso-Bed-And-Breakfast.d553248634983171130-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cheap Hotels in Marble Hill ](https://www.expedia.ca/Marble-Hill-Hotels-Cheap-Hotels.0-0-d3000445212-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Marble Hill Hotels ](https://www.expedia.ca/Marble-Hill-Hotels.d3000445212.Travel-Guide-Hotels)
- [Hotels with smoking rooms in Miner ](https://www.expedia.ca/Miner-Hotels-Hotels-With-Smoking-Rooms.0-0-d553248634983441802-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Miner ](https://www.expedia.ca/Miner-Hotels-Luxury-Hotel.0-0-d553248634983441802-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Farmstay in Oak Ridge ](https://www.expedia.ca/Oak-Ridge-Agritourism.d553248634983311120-aaAgritourism.Travel-Guide-Accommodation)
- [Apartments in Oak Ridge ](https://www.expedia.ca/Oak-Ridge-Apartments.d553248634983311120-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Oak Ridge ](https://www.expedia.ca/Oak-Ridge-Cabins.d553248634983311120-aaCabins.Travel-Guide-Accommodation)
- [B&B in Oran ](https://www.expedia.ca/Oran-Bed-And-Breakfast.d3000445386-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Hotels with a Pool in Oran ](https://www.expedia.ca/Oran-Hotels-Hotel-With-Pool.0-0-d3000445386-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Oran ](https://www.expedia.ca/Oran-Hotels-Luxury-Hotel.0-0-d3000445386-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Oran Hotels ](https://www.expedia.ca/Oran-Hotels.d3000445386.Travel-Guide-Hotels)
- [Inns in Oran ](https://www.expedia.ca/Oran-Inns.d3000445386-aaInns.Travel-Guide-Accommodation)
- [Hotels near Perryville Country Club ](https://www.expedia.ca/Perryville-Country-Club-Hotels.0-l553248621564822920-0.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Perryville ](https://www.expedia.ca/Perryville-Hotels-Luxury-Hotel.0-0-d6134448-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Perryville Hotels ](https://www.expedia.ca/Perryville-Hotels.d6134448.Travel-Guide-Hotels)
- [Cottages in Pocahontas ](https://www.expedia.ca/Pocahontas-Cottages.d553248634983366486-aaCottages.Travel-Guide-Accommodation)
- [Cheap Hotels in Scott City ](https://www.expedia.ca/Scott-City-Hotels-Cheap-Hotels.0-0-d553248634983544376-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Scott City Hotels ](https://www.expedia.ca/Scott-City-Hotels.d553248634983544376.Travel-Guide-Hotels)
- [Cheap Hotels in Sikeston ](https://www.expedia.ca/Sikeston-Hotels-Cheap-Hotels.0-0-d6058766-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Sikeston ](https://www.expedia.ca/Sikeston-Hotels-Hotels-With-Kitchenettes.0-0-d6058766-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Sikeston ](https://www.expedia.ca/Sikeston-Hotels-Pet-Friendly-Hotel.0-0-d6058766-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Hotels near Southeast Missouri State University ](https://www.expedia.ca/Southeast-Missouri-State-University-Hotels.0-l553248621554122994-0.Travel-Guide-Filter-Hotels)
- [Honeymoon Resorts and in St. Louis ](https://www.expedia.ca/St-Louis-Hotels-Honeymoon-Hotels.0-0-d178309-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Childcare in St. Louis ](https://www.expedia.ca/St-Louis-Hotels-Hotels-With-Childcare.0-0-d178309-tHotelswithChildcare.Travel-Guide-Filter-Hotels)
- [Hotels with smoking rooms in St. Louis ](https://www.expedia.ca/St-Louis-Hotels-Hotels-With-Smoking-Rooms.0-0-d178309-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in St. Louis ](https://www.expedia.ca/St-Louis-Hotels-Oceanfront-Hotels.0-0-d178309-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Winery Hotels in St. Louis ](https://www.expedia.ca/St-Louis-Hotels-Winery-Hotel.0-0-d178309-tWineryHotel.Travel-Guide-Filter-Hotels)

- [Flights to Cape Girardeau ](https://www.expedia.ca/Cheap-Flights-To-Cape-Girardeau.d820.Travel-Guide-Flights)
- [Flights from Commerce ](https://www.expedia.ca/lp/flights/553248634983177483/flights-from-commerce)
- [Flights from Chaffee ](https://www.expedia.ca/lp/flights/553248634983269107/flights-from-chaffee)
- [Flights from Scott City ](https://www.expedia.ca/lp/flights/553248634983544376/flights-from-scott-city)
- [Flights from Cape Girardeau ](https://www.expedia.ca/lp/flights/820/flights-from-cape-girardeau)
- [Flights from Accra (ACC) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/acc/cgi/accra-to-cape-girardeau)
- [Flights from Bloomington (BMI) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/bmi/cgi/bloomington-to-cape-girardeau)
- [Flights from Buffalo (BUF) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/buf/cgi/buffalo-to-cape-girardeau)
- [Flights from Colombo (CMB) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/cmb/cgi/colombo-to-cape-girardeau)
- [Flights from Dhaka (DAC) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/dac/cgi/dhaka-to-cape-girardeau)
- [Flights from Grand Island (GRI) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/gri/cgi/grand-island-to-cape-girardeau)
- [Flights from New York (JFK) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/jfk/cgi/new-york-to-cape-girardeau)
- [Flights from Las Vegas (LAS) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/las/cgi/las-vegas-to-cape-girardeau)
- [Flights from Ocala (OCF) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/ocf/cgi/ocala-to-cape-girardeau)
- [Flights from Pierre (PIR) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/pir/cgi/pierre-to-cape-girardeau)
- [Flights from St. Louis (STL) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/stl/cgi/st-louis-to-cape-girardeau)
- [Flights from Edmonton (YEG) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/yeg/cgi/edmonton-to-cape-girardeau)
- [Flights from Toronto (YTO) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/yto/cgi/toronto-to-cape-girardeau)
- [Flights from Montreal (YUL) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/yul/cgi/montreal-to-cape-girardeau)
- [Flights from Vancouver (YVR) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/yvr/cgi/vancouver-to-cape-girardeau)
- [Flights from Winnipeg (YWG) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/ywg/cgi/winnipeg-to-cape-girardeau)
- [Flights from Calgary (YYC) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/yyc/cgi/calgary-to-cape-girardeau)
- [Flights from Toronto (YYZ) to Cape Girardeau (CGI) ](https://www.expedia.ca/lp/flights/yyz/cgi/toronto-to-cape-girardeau)

- [Visit Cape Girardeau ](https://www.expedia.ca/Cape-Girardeau.dx820)
- [Eden Spa & Salon ](https://www.expedia.ca/EDen-Spa-Salon-Cape-Girardeau.d553248621532655776.Vacation-Attraction)
- [Visit Perryville ](https://www.expedia.ca/Perryville.dx6134448)
- [Southeast Missouri State University ](https://www.expedia.ca/Southeast-Missouri-State-University-Cape-Girardeau.d553248621554122994.Vacation-Attraction)

- [Rental cars Cape Girardeau Municipal airport ](https://www.expedia.ca/Car-Rentals-In-Cape-Girardeau-Municipal.d6026978.Car-Rental-Guide)
- [Car rental Cape Girardeau ](https://www.expedia.ca/Car-Rentals-In-Cape-Girardeau.d820.Car-Rental-Guide)
- [Car rentals near Cape Girardeau County ](https://www.expedia.ca/Destinations-In-Cape-Girardeau-County.d553248635976430467.Car-Rental-Destinations)
- [Hertz Rental Cars in Marble Hill ](https://www.expedia.ca/Hertz-Car-Rentals-In-Marble-Hill.d3000445212-c40.Car-Rental-Guide-Suppliers)

- [Marble Hill Vacation Rentals ](https://www.expedia.ca/Marble-Hill-Vacation-Rentals.d3000445212.Travel-Guide-VacationRentals)

- [Book Winery Hotels in Jackson on Expedia.com ](https://www.expedia.com/Jackson-Hotels-Winery-Hotel.0-0-d55765-tWineryHotel.Travel-Guide-Filter-Hotels)