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 $167 ![](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 Winston-Salem Winery Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=1605&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=1605&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This 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) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=1605&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winston-Salem Winery Hotels ![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) ![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) ![Gift shop](https://images.trvl-media.com/lodging/1000000/30000/26500/26487/e8cc7313.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 (1007) "Great place to stay and relax." CA $171 CA $193 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Winston-Salem-Hotels-The-Historic-Brookstown-Inn.h26487.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) ![Property amenity](https://images.trvl-media.com/lodging/14000000/13190000/13181300/13181289/23a048f2.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) ![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) ### 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 $209 CA $237 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Winston-Salem-Hotels-Kimpton-Cardinal-Hotel.h13181289.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/43000000/42730000/42728300/42728237/df59edae.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) ### Courtyard by Marriott Winston - Salem Downtown Winston-Salem 8.6/10 Excellent (409) "Great stay and great staff!" CA $148 CA $167 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winston-Salem-Hotels-Courtyard-By-Marriott-Winston-Salem-Downtown.h42728237.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) ![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) ![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) ### 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 $324 CA $428 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Winston-Salem-Hotels-King-Beds-Hot-Tub-Arcade-Grill-Firepit.h112765943.Hotel-Information) ![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) ![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) ![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) ![Front of property](https://images.trvl-media.com/lodging/113000000/112790000/112787000/112786966/a07f0ee2.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 $1,061 CA $1,310 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Winston-Salem-Hotels-Heated-Pool-King-Bed-Jacuzzi-Bath-Arcade.h112786966.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) ![Exterior](https://images.trvl-media.com/lodging/113000000/112790000/112784800/112784705/50552cec.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) ### Arcade Kid Friendly Firepit Grill HotTub Winston-Salem CA $553 CA $975 total includes taxes & fees Oct 20 - Oct 21 [](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) ![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) ![Business Apartment | Living area](https://images.trvl-media.com/lodging/113000000/112770000/112766300/112766293/423e4fd3.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) ### The Ardmore Executive Suite Winston-Salem 6.0/10 (3) "Very clean and nice setup " CA $270 CA $411 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Winston-Salem-Hotels-The-Ardmore-Executive-Suite.h112766293.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) ![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84290000/84283000/84282926/7036e7b3.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) ### 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 $212 CA $382 total includes taxes & fees Oct 19 - Oct 20 [](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/eeb392a3.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/90000000/89510000/89508100/89508026/26c1b902.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 $265 CA $629 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Winston-Salem-Hotels-Hartman-Casita.h89508026.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/113000000/112770000/112766900/112766814/4c75ca99.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) ![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 $853 CA $1,245 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Winston-Salem-Hotels-Winston-Sleeps-16-2-Kitchens-Hot-Tub.h112766814.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=2025-10-28&endDate=2025-10-29®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 "Excellent breakfast, wonderfully clean space and very helpful staff " [](https://expedia.ca/Winston-Salem-Hotels-The-Historic-Brookstown-Inn.h26487.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Winston - Salem](https://www.expedia.ca/4Star-Winston-Salem-Hotels.s40-0-d602969.Travel-Guide-Filter-Hotels) - [Hotels near Benton Convention Center](https://www.expedia.ca/Benton-Convention-Center-Hotels.0-l6173800-0.Travel-Guide-Filter-Hotels) - 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