Title: Book the Best Winston-Salem WINERY Hotels in 2025 | Expedia.ca [Hotels in Winston-Salem](https://expedia.ca/Winston-Salem-Hotels.d1605.Travel-Guide-Hotels)[Vacation Rentals in Winston-Salem](https://expedia.ca/Winston-Salem-Vacation-Rentals.d1605.Travel-Guide-VacationRentals)[Flights to Winston-Salem](https://expedia.ca/Cheap-Flights-To-Winston-Salem.d1605.Travel-Guide-Flights)[Things to do in Winston-Salem](https://expedia.ca/Things-To-Do-In-Winston-Salem.d1605.Travel-Guide-Activities)[Winston-Salem Car Rentals](https://expedia.ca/Car-Rentals-In-Winston-Salem.d1605.Car-Rental-Guide)[Winston-Salem Vacation Packages](https://expedia.ca/Winston-Salem.d1605.Destination-Travel-Guides) ![Winston - Salem showing a house, heritage elements and interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/82000/82242-Winston.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Winston-Salem, NC from CA $159 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winston-Salem Winery Hotels Tonight [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=1605&startDate=2025-10-08&endDate=2025-10-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=1605&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=1605&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=1605&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winston-Salem Winery Hotels ![In-room dining](https://images.trvl-media.com/lodging/113000000/112790000/112787000/112786966/a0287d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112790000/112787000/112786966/6dfd7fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Separate tub and shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/113000000/112790000/112787000/112786966/e201095a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![65-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/113000000/112790000/112787000/112786966/fbf45541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool King Bed Jacuzzi Bath Arcade Winston-Salem 8.0/10 Very good (1) "The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt... CA $901 CA $1,128 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Winston-Salem-Hotels-Heated-Pool-King-Bed-Jacuzzi-Bath-Arcade.h112786966.Hotel-Information) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/26500/26487/98220637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26500/26487/623cdcf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/30000/26500/26487/468ec72a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26500/26487/eb49a547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Historic Brookstown Inn, Trademark Collection by Wyndham Winston-Salem 9.6/10 Exceptional (1005) "Great place to stay and relax." CA $182 CA $206 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Winston-Salem-Hotels-The-Historic-Brookstown-Inn.h26487.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84290000/84283000/84282926/e5bc6c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84290000/84283000/84282926/e84a4abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84290000/84283000/84282926/e48e8c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84290000/84283000/84282926/4dee95f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK! Winston-Salem 10/10 Exceptional (47) "Lovely space... super clean and cozy, close to everything in Winston-Salem but secluded enough. We will be definitely staying here again when we come back next year." CA $211 CA $376 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Winston-Salem-Hotels-Cozy-King-Blue-H2O-Staycation.h84282926.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89510000/89508100/89508026/447b47e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89510000/89508100/89508026/26c1b902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89510000/89508100/89508026/34f8d078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89510000/89508100/89508026/eeb392a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hartman Casita! Quiet neighborhood.1 king Bed! Winston-Salem 9.8/10 Exceptional (19) "The house was just what we need in terms of travel time to our event, comfort and peace! Would definitely recommend and stay again! " CA $264 CA $645 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Winston-Salem-Hotels-Hartman-Casita.h89508026.Hotel-Information) ![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/43000000/42730000/42728300/42728237/1f25db4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/43000000/42730000/42728300/42728237/bbbc0ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42730000/42728300/42728237/df59edae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/43000000/42730000/42728300/42728237/8cb86ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winston - Salem Downtown Winston-Salem 8.6/10 Excellent (407) "Great stay and great staff!" CA $141 CA $159 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winston-Salem-Hotels-Courtyard-By-Marriott-Winston-Salem-Downtown.h42728237.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112790000/112784800/112784705/c715b0ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, hypo-allergenic bedding, laptop workspace](https://images.trvl-media.com/lodging/113000000/112790000/112784800/112784705/e1b2ac7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, hypo-allergenic bedding, laptop workspace](https://images.trvl-media.com/lodging/113000000/112790000/112784800/112784705/8d90bad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112790000/112784800/112784705/50552cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Arcade Kid Friendly Firepit Grill HotTub Winston-Salem CA $549 CA $970 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Winston-Salem-Hotels-Arcade-Kid-Friendly-Firepit-Grill-HotTub.h112784705.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112770000/112766300/112766293/71894f4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112770000/112766300/112766293/0f6fd541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Apartment | Living area](https://images.trvl-media.com/lodging/113000000/112770000/112766300/112766293/837479f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Apartment | Living area](https://images.trvl-media.com/lodging/113000000/112770000/112766300/112766293/06369dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ardmore Executive Suite Winston-Salem 6.0/10 (3) "Very clean and nice setup " CA $269 CA $408 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Winston-Salem-Hotels-The-Ardmore-Executive-Suite.h112766293.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112770000/112766000/112765943/d4352356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private spa tub](https://images.trvl-media.com/lodging/113000000/112770000/112766000/112765943/c8d82f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/113000000/112770000/112766000/112765943/b348ea75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/113000000/112770000/112766000/112765943/a810578c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Beds Hot Tub Arcade Grill & Firepit Winston-Salem 8.0/10 Very good (1) "House was clean and amenities were good. House is in a great location. Be aware that there is another rental unit downstairs that may have other parties occuppying." CA $278 CA $376 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winston-Salem-Hotels-King-Beds-Hot-Tub-Arcade-Grill-Firepit.h112765943.Hotel-Information) ![House | Terrace/patio](https://images.trvl-media.com/lodging/113000000/112770000/112766900/112766814/a692c433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/113000000/112770000/112766900/112766814/a4e7e2af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/113000000/112770000/112766900/112766814/4c75ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/113000000/112770000/112766900/112766814/ba1effae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winston Sleeps 16 - 2 Kitchens Hot Tub Winston-Salem CA $974 CA $1,380 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Winston-Salem-Hotels-Winston-Sleeps-16-2-Kitchens-Hot-Tub.h112766814.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/14000000/13190000/13181300/13181289/44441b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; French cuisine ](https://images.trvl-media.com/lodging/14000000/13190000/13181300/13181289/00d421ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/14000000/13190000/13181300/13181289/37c81d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/14000000/13190000/13181300/13181289/23a048f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kimpton Cardinal Hotel by IHG Winston-Salem 9.0/10 Wonderful (1001) "The hotel is lovely! The staff were friendly and helpful. The restaurant was amazing! I would definitely stay again!" CA $224 CA $253 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Winston-Salem-Hotels-Kimpton-Cardinal-Hotel.h13181289.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=2025-10-23&endDate=2025-10-24®ionId=1605&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Winston-Salem Hotel Reviews ![The Historic Brookstown Inn, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/30000/26500/26487/98220637_y.jpg) ### The Historic Brookstown Inn, Trademark Collection by Wyndham 10/10 Excellent "The staff is so professional and helpful! Very interesting building. The outside seating area is very pretty in the evening." 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