Title: Book the Best Chatham-Kent WINERY Hotels in 2025 | Expedia.ca [Chatham-Kent Travel Guide](https://expedia.ca/Chatham-Kent.dx6057866)[Hotels in Chatham-Kent](https://expedia.ca/Chatham-Kent-Hotels.d6057866.Travel-Guide-Hotels)[Vacation Rentals in Chatham-Kent](https://expedia.ca/Chatham-Kent-Vacation-Rentals.d6057866.Travel-Guide-VacationRentals)[Flights to Chatham-Kent](https://expedia.ca/Cheap-Flights-To-Chatham-Kent.d6057866.Travel-Guide-Flights)[Chatham-Kent Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham-Kent.d6057866.Car-Rental-Guide)[Chatham-Kent Vacation Packages](https://expedia.ca/Chatham-Kent.d6057866.Destination-Travel-Guides) ![Chatham-Kent](https://images.trvl-media.com/place/6057866/bbdd5a7d-4c80-4d17-af07-e6ac6494a676.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ontario's Southwest # Find Winery Hotels in Chatham-Kent from CA $170 - ![](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 Chatham-Kent Winery Hotels Tonight [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=6057866&startDate=2025-11-20&endDate=2025-11-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=6057866&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6057866&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6057866&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chatham-Kent Winery Hotels ![Living room](https://images.trvl-media.com/lodging/11000000/10390000/10387400/10387337/5166df65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10390000/10387400/10387337/2dfcde3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10390000/10387400/10387337/84da5ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family dining](https://images.trvl-media.com/lodging/11000000/10390000/10387400/10387337/b9e4af0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woodbridge House Kingsville 9.6/10 Exceptional (153) "Historic, spacious and very comfortable " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) LAWTON C CA $139 CA $170 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Kingsville-Hotels-The-Woodbridge-House.h10387337.Hotel-Information) ![Ferry terminal shuttle](https://images.trvl-media.com/lodging/105000000/104200000/104193100/104193053/3cdbfbcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment | Private kitchen](https://images.trvl-media.com/lodging/105000000/104200000/104193100/104193053/08a2fb9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/105000000/104200000/104193100/104193053/7b895e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment | Living area](https://images.trvl-media.com/lodging/105000000/104200000/104193100/104193053/40cf7635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parkside Flat #5 - Seacliff Beach Suites Leamington 10/10 Exceptional (3) "Very close to beach. Nice and clean place to stay ☺️" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) SHA CA $226 CA $255 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Leamington-Hotels-Parkside-Flat.h104193053.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91880000/91870400/91870310/40eaed3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91880000/91870400/91870310/cdbeaf34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91880000/91870400/91870310/dc2e91d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91880000/91870400/91870310/a3a49329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CJs Lakehouse is 1km to Point Pelee. Huge yard, firepit, pets welcome! Leamington 10/10 Exceptional (64) "We had a great time " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dan M. CA $134 CA $367 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Leamington-Hotels-Cute-Lakefront-Cottage-Wfirepit.h91870310.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/122000000/121980000/121976800/121976739/cb72f3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/122000000/121980000/121976800/121976739/367db701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121980000/121976800/121976739/b6b78d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121980000/121976800/121976739/8cfd0ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Waterfront Cottage – Fishing, Firepit, Wineries, Birdwatching & Views Leamington CA $250 CA $419 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Leamington-Hotels-Cozy-Waterfront-Cottage-Fishing.h121976739.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=2025-12-04&endDate=2025-12-05®ionId=6057866&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Chatham-Kent Hotel Reviews ![Colonial Motel](https://images.trvl-media.com/lodging/12000000/11290000/11285000/11285000/4b8ca047_y.jpg) ### Colonial Motel 10/10 Excellent "Very friendly staff/owners. Very clean. Stayed here 5 days a week for a couple months. One time I was late in booking, they called me, to see if I needed a room. Went out of their way to make sure I had my room for the week. Great room rates for the area. Highly recommend!! " [](https://expedia.ca/Chatham-Kent-Hotels-Colonial-Motel.h11285000.Hotel-Information) ![Comfort Inn Chatham](https://images.trvl-media.com/lodging/1000000/10000/2100/2079/7849787d_y.jpg) ### Comfort Inn Chatham 10/10 Excellent "Clean room and lobby. Breakfast was yummy" [](https://expedia.ca/Chatham-Kent-Hotels-Comfort-Inn-Chatham.h2079.Hotel-Information) ![Best Western Plus Leamington Hotel & Conference Centre](https://images.trvl-media.com/lodging/1000000/20000/19400/19347/c15da136_y.jpg) ### Best Western Plus Leamington Hotel & Conference Centre 10/10 Excellent "We had a great stay " [](https://expedia.ca/Windsor-Hotels-Best-Western-Plus-Leamington-Hotel-Conference-Centre.h19347.Hotel-Information) ![Holiday Inn Express & Suites Chatham South by IHG](https://images.trvl-media.com/lodging/4000000/3930000/3920900/3920854/164ab3c2_y.jpg) ### Holiday Inn Express & Suites Chatham South by IHG 10/10 Excellent "Great" [](https://expedia.ca/Chatham-Kent-Hotels-Holiday-Inn-Express-Suites-Chatham-South.h3920854.Hotel-Information) ![Le Grand Kent Motel](https://images.trvl-media.com/lodging/10000000/9800000/9793700/9793640/aa07f75d_y.jpg) ### Le Grand Kent Motel 10/10 Excellent "It was very quiet" [](https://expedia.ca/Chatham-Kent-Hotels-Le-Grand-Motel.h9793640.Hotel-Information) ![Saxony Motel](https://images.trvl-media.com/lodging/5000000/4570000/4563800/4563787/1ac4f93a_y.jpg) ### Saxony Motel 10/10 Excellent "Staff was friendly, check in was easy and fast. Room was clean. Had a great time while there." [](https://expedia.ca/Chatham-Kent-Hotels-Saxony-Motel.h4563787.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/2000000/1620000/1610500/1610426/b2f2cc05_y.jpg) ### Quality Inn 10/10 Excellent "Very clean room " [](https://expedia.ca/Chatham-Kent-Hotels-Super-8-By-Wyndham-Chatham.h1610426.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - [Boutique Hotels in Bayfield](https://www.expedia.ca/Bayfield-Hotels-Boutique-Hotel.0-0-d6336300-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bayfield](https://www.expedia.ca/Bayfield-Hotels-Cheap-Hotels.0-0-d6336300-tCheapHotels.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Bayfield](https://www.expedia.ca/Bayfield-Hotels-Honeymoon-Hotels.0-0-d6336300-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Bayfield](https://www.expedia.ca/Bayfield-Hotels-Hotel-With-Wifi.0-0-d6336300-tHotelwithwifi.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Bayfield](https://www.expedia.ca/Bayfield-Hotels-Wedding-Hotels.0-0-d6336300-tWeddingHotels.Travel-Guide-Filter-Hotels) - 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[Waterpark Hotels in Pelee Island](https://www.expedia.ca/Pelee-Island-Hotels-Waterpark-Hotels.0-0-d6339919-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Pelee Island](https://www.expedia.ca/Pelee-Island-Hotels-Wedding-Hotels.0-0-d6339919-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Pelee Island](https://www.expedia.ca/Pelee-Island-Hotels-Winery-Hotel.0-0-d6339919-tWineryHotel.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Port Stanley](https://www.expedia.ca/Port-Stanley-Hotels-Hotels-With-Smoking-Rooms.0-0-d181900-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Port Stanley](https://www.expedia.ca/Port-Stanley-Hotels-Shopping-Hotel.0-0-d181900-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Port Stanley](https://www.expedia.ca/Port-Stanley-Hotels-Wedding-Hotels.0-0-d181900-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels near St. Clair College Capitol Theatre](https://www.expedia.ca/St-Clair-College-Capitol-Theatre-Hotels.0-l553248621554113783-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Stratford](https://www.expedia.ca/Stratford-Hotels-Adults-Only-Resorts.0-0-d6057876-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels near Thames Art Gallery](https://www.expedia.ca/Thames-Art-Gallery-Hotels.0-l553248621554113808-0.Travel-Guide-Filter-Hotels) - [Toronto Hotels](https://www.expedia.ca/Toronto-Hotels.d178314.Travel-Guide-Hotels) - [Hotels near Velocity HD Golf](https://www.expedia.ca/Velocity-HD-Golf-Hotels.0-l553248621532864689-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Boutique-Hotel.0-0-d6127335-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Business-Hotel.0-0-d6127335-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Windsor](https://www.expedia.ca/Windsor-Hotels-Couples-Resorts-Hotels.0-0-d6127335-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Green-Sustainable.0-0-d6127335-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Windsor](https://www.expedia.ca/Windsor-Hotels-Hotel-With-Early-Check-In.0-0-d6127335-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Windsor](https://www.expedia.ca/Windsor-Hotels-Hotels-With-A-Lazy-River.0-0-d6127335-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Windsor](https://www.expedia.ca/Windsor-Hotels-Hotels-With-Childcare.0-0-d6127335-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Windsor](https://www.expedia.ca/Windsor-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d6127335-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Mountain-Hotels.0-0-d6127335-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Oceanfront-Hotels.0-0-d6127335-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Scuba-Diving-Vacations.0-0-d6127335-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Ski Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Ski-Hotel.0-0-d6127335-tSkiHotel.Travel-Guide-Filter-Hotels) - [Flights to Toronto](https://www.expedia.ca/Cheap-Flights-To-Toronto.d178314.Travel-Guide-Flights) - [Chatham-Kent John D. Bradley Convention Centre](https://www.expedia.ca/Chatham-Kent-John-D-Bradley-Convention-Centre-Chatham-Kent.d553248621554113784.Vacation-Attraction) - [Thames Art Gallery](https://www.expedia.ca/Thames-Art-Gallery-Chatham-Kent.d553248621554113808.Vacation-Attraction) - [Velocity HD Golf](https://www.expedia.ca/Velocity-HD-Golf-Chatham-Kent.d553248621532864689.Vacation-Attraction)