Title: Book the Best Oshawa WINERY Hotels in 2026 | Expedia.ca [Oshawa Travel Guide](https://expedia.ca/Oshawa.dx6057905)[Hotels in Oshawa](https://expedia.ca/Oshawa-Hotels.d6057905.Travel-Guide-Hotels)[Vacation Rentals in Oshawa](https://expedia.ca/Oshawa-Vacation-Rentals.d6057905.Travel-Guide-VacationRentals)[Flights to Oshawa](https://expedia.ca/Cheap-Flights-To-Oshawa.d6057905.Travel-Guide-Flights)[Oshawa Car Rentals](https://expedia.ca/Car-Rentals-In-Oshawa.d6057905.Car-Rental-Guide)[Oshawa Vacation Packages](https://expedia.ca/Oshawa.d6057905.Destination-Travel-Guides) ![This was the home of R.S. McLaughlin, the Canadian Auto Baron and founder of General Motors Canada.](https://images.trvl-media.com/place/6057905/88b8f0fc-fc5a-479f-8a11-534ae3c26112.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Lesley Pettigrew # Find Winery Hotels in Oshawa from CA $163 - ![](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 Oshawa Winery Hotels Tonight [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=6057905&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=6057905&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6057905&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=6057905&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oshawa hotels with winery ![Front of property](https://images.trvl-media.com/lodging/91000000/90910000/90903400/90903304/03fa985c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared fridge, microwave](https://images.trvl-media.com/lodging/91000000/90910000/90903400/90903304/26cf96de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room](https://images.trvl-media.com/lodging/91000000/90910000/90903400/90903304/13eeac72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90910000/90903400/90903304/3f744133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rising Spirit Bed & Breakfast [](https://www.expedia.ca/Clarington-Hotels-Rising-Spirit-Bed-Breakfast.h90903304.Hotel-Information) Clarington 9.8/10 Exceptional (65) "We liked the friendly and professional host, the beautiful surroundings in the quiet nature, the clean, cozy facility, and the excellent, healthy breakfast" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Estera CA $144 CA $163 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Clarington-Hotels-Rising-Spirit-Bed-Breakfast.h90903304.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/41000000/40010000/40002400/40002365/36c92929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40010000/40002400/40002365/82984218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/41000000/40010000/40002400/40002365/c90741a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40010000/40002400/40002365/6f4ad248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Willow Pond Bed and Breakfast [](https://www.expedia.ca/Scugog-Hotels-Willow-Pond-Satellite-Bed-And-Breakfast.h40002365.Hotel-Information) Port Perry 9.8/10 Exceptional (16) "Clean, quiet, lovely breakfast. Gracious host. Would stay here again. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Brenda CA $165 CA $235 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Scugog-Hotels-Willow-Pond-Satellite-Bed-And-Breakfast.h40002365.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103470000/103468200/103468112/da53ed27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103470000/103468200/103468112/c0c5eaa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103470000/103468200/103468112/82eacab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103470000/103468200/103468112/30ea4af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Winter Gateaway [](https://www.expedia.ca/Scugog-Hotels-A-Hidden-Cozy-Gem-In-Beautiful-Scugog.h103468112.Hotel-Information) Nestleton Station 10/10 Exceptional (3) "It is not just a very nice place to stay, it is also an authentic and a unique experience that the host offers to his guests, especially if one opts for the Italian Dinner...Sublime! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Willy R. CA $188 CA $476 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Scugog-Hotels-A-Hidden-Cozy-Gem-In-Beautiful-Scugog.h103468112.Hotel-Information) ![Sauna](https://images.trvl-media.com/lodging/107000000/106650000/106646600/106646505/w904h683x60y0-518db78b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/107000000/106650000/106646600/106646505/w904h683x60y0-8eb987a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/107000000/106650000/106646600/106646505/w1024h616x0y34-b25fd63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, toilet paper](https://images.trvl-media.com/lodging/107000000/106650000/106646600/106646505/w904h683x60y0-9be6aa8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly! [](https://www.expedia.ca/Uxbridge-Hotels-The-Uxbridge-Igloo-On-Pefferlaw-Creek-With-Private-Lake-Pet-Friendly.h106646505.Hotel-Information) Uxbridge 8.0/10 Very good (2) "The whole setup is very thoughtful and provides a wonderful sheltered camping experience on a private creek. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Brett CA $144 CA $217 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Uxbridge-Hotels-The-Uxbridge-Igloo-On-Pefferlaw-Creek-With-Private-Lake-Pet-Friendly.h106646505.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122910000/122901100/122901072/03431aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122910000/122901100/122901072/99044f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122910000/122901100/122901072/cc1a7ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122910000/122901100/122901072/efe86ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VRBO - Luxurious Home, near Toronto GO station & Pickering Casino [](https://www.expedia.ca/Pickering-Hotels-VRBO-Luxurious-Home.h122901072.Hotel-Information) Pickering CA $140 CA $290 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Pickering-Hotels-VRBO-Luxurious-Home.h122901072.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69250000/69247400/69247302/8fa6d805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69250000/69247400/69247302/de21519a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69250000/69247400/69247302/b04a383b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69250000/69247400/69247302/4e6a499e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Assets Event Venue Modern interior with elegant Décor. [](https://www.expedia.ca/Whitby-Hotels-Modern-Interior-With-Intoxicated-Decor.h69247302.Hotel-Information) Whitby 9.2/10 Wonderful (16) "It was an excellent choice for our family to gather and celebrate a local wedding." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jane H. CA $1,800 CA $3,085 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Whitby-Hotels-Modern-Interior-With-Intoxicated-Decor.h69247302.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/13000000/12540000/12535400/12535339/68ce661f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12540000/12535400/12535339/b52c84c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/13000000/12540000/12535400/12535339/1d184a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12540000/12535400/12535339/171ab0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plantation House Bed & Breakfast [](https://www.expedia.ca/Peterborough-Hotels-Plantation-House-Bed-Breakfast.h12535339.Hotel-Information) Port Hope 9.8/10 Exceptional (62) "Bed were extremely comfortable & food was delicious & well presented!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gail CA $399 CA $451 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Peterborough-Hotels-Plantation-House-Bed-Breakfast.h12535339.Hotel-Information) ![Deluxe Condo, 3 Bedrooms, Balcony, City View | Living area](https://images.trvl-media.com/lodging/111000000/110400000/110397100/110397030/723a49f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, 3 Bedrooms, Balcony, City View | Living area](https://images.trvl-media.com/lodging/111000000/110400000/110397100/110397030/54a28f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, 3 Bedrooms, Balcony, City View | Private kitchen](https://images.trvl-media.com/lodging/111000000/110400000/110397100/110397030/bc4fdd8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, 3 Bedrooms, Balcony, City View | Terrace/patio](https://images.trvl-media.com/lodging/111000000/110400000/110397100/110397030/653c21b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premium Stays [](https://www.expedia.ca/Toronto-Hotels-Premium-Stays.h110397030.Hotel-Information) Downtown Toronto 9.2/10 Wonderful (15) "Great location!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tricia CA $131 CA $308 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Toronto-Hotels-Premium-Stays.h110397030.Hotel-Information) ![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/30c651b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Balcony view](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/be3cd05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/11897d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Suite](https://images.trvl-media.com/lodging/102000000/101090000/101087100/101087060/4abe0e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BightStays [](https://www.expedia.ca/Toronto-Hotels-BightStays.h101087060.Hotel-Information) Downtown Toronto 7.4/10 Good (58) "The room was clean and comfortable. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Catharine CA $142 CA $297 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Toronto-Hotels-BightStays.h101087060.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=2025-12-29&endDate=2025-12-30®ionId=6057905&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Oshawa Hotel Reviews ## Frequently asked questions ### How much does a winery hotel in Oshawa cost? ### Which area of Oshawa is best to stay in for vineyards and wineries? > For couples seeking a romantic escape, the charming town of Niagara-on-the-Lake is highly recommended. Its quaint streets are lined with boutique shops and delightful cafes, superb for leisurely strolls after a day of wine tasting. The town's historic theatre offers engaging performances, adding a cultural touch to your getaway, while the nearby parks provide scenic spots for picnics or sunset views. > > > Families can take advantage of the numerous family-friendly activities in the Niagara region. The interactive attractions at the Niagara Parks Botanical Gardens and the Butterfly Conservatory are sure to delight young ones. Additionally, the nearby Great Wolf Lodge offers water park fun, ensuring a well-rounded experience that caters to all ages. ### What winery activities should we do in Oshawa? > For couples seeking a romantic day out, consider visiting the nearby wineries in the Niagara region, just a short drive away. Here, you can enjoy intimate tastings, vineyard picnics, and even wine and food pairing dinners that create a superb atmosphere for love and connection. Some wineries, like Trius Winery, offer exclusive tours that delve into the winemaking process, ensuring a memorable experience. > > > Families can also find fun activities tailored to all ages in the Oshawa area. Many wineries host family-friendly events, such as seasonal festivals and outdoor concerts. Some vineyards even offer grape stomping experiences, which can be a delightful way for children to engage with the winemaking process. Plus, with plenty of space to roam and picnic areas available, families can enjoy a relaxing day in the great outdoors. > > > Whether you're a couple on a romantic getaway or a family looking for a unique outing, Oshawa's wine country promises wonderful experiences filled with flavour, fun, and picturesque views. ### How can I save on a winery hotel in Oshawa with Expedia? ### Is it cheaper to book flights and a winery hotel in Oshawa as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - [Adults Only Resorts & in Ajax ](https://www.expedia.ca/Ajax-Hotels-Adults-Only-Resorts.0-0-d6047927-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Ajax ](https://www.expedia.ca/Ajax-Hotels-Boutique-Hotel.0-0-d6047927-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Ajax ](https://www.expedia.ca/Ajax-Hotels-Business-Hotel.0-0-d6047927-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Ajax ](https://www.expedia.ca/Ajax-Hotels-Historic-Hotel.0-0-d6047927-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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