Title: Book the Best Southern Madrid WINERY Hotels in 2025 | Expedia.ca [Southern Madrid Travel Guide](https://expedia.ca/Southern-Madrid.dx6053439)[Hotels in Southern Madrid](https://expedia.ca/Southern-Madrid-Hotels.d6053439.Travel-Guide-Hotels)[Vacation Rentals in Southern Madrid](https://expedia.ca/Southern-Madrid-Vacation-Rentals.d6053439.Travel-Guide-VacationRentals)[Flights to Southern Madrid](https://expedia.ca/Cheap-Flights-To-Southern-Madrid.d6053439.Travel-Guide-Flights)[Things to do in Southern Madrid](https://expedia.ca/Things-To-Do-In-Southern-Madrid.d6053439.Travel-Guide-Activities)[Southern Madrid Car Rentals](https://expedia.ca/Car-Rentals-In-Southern-Madrid.d6053439.Car-Rental-Guide)[Southern Madrid Vacation Packages](https://expedia.ca/Southern-Madrid.d6053439.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/aaed9be9bb61cf45a42f10a03e716fee.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Southern Madrid ![](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 Southern Madrid Winery Hotels Tonight [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=6053439&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6053439&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6053439&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=6053439&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southern Madrid Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556700/3556690/c378b2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/4000000/3560000/3556700/3556690/9042b1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/4000000/3560000/3556700/3556690/2b3ed656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3560000/3556700/3556690/60e119a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel La Casa Rural Chinchon 8.6/10 Excellent (71) CA $83 CA $92 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chinchon-Hotels-Hotel-La-Casa-Rural.h3556690.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33680000/33674300/33674219/8321ddd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33680000/33674300/33674219/64cfae6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33680000/33674300/33674219/ad285aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33680000/33674300/33674219/9314aecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gîte N.s. From paradise, in the center. Chinchón 8.6/10 Excellent (14) "Absolutely love staying in the Plaza with an easy walk about town. The view itself is incredible! This is authentic Spain! " CA $97 CA $126 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chinchon-Hotels-Casa-Ntra-Mrs-Del-Paraiso.h33674219.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107440000/107439000/107438913/b4d9060c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/108000000/107440000/107439000/107438913/32674817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107440000/107439000/107438913/18457d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107440000/107439000/107438913/7bde4798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa de la Abuela Pili Colmenar de Oreja 10/10 Exceptional (1) "Decidimos alojarnos por esta zona dos familias con niños para visitar la Warner y la verdad que todo un acierto. Los apartamentos son comodísimos y la zona común de terraza, barbacoa y sala de juegos nos ha mantenido a los niños entretenidísimos. La gente del pueblo majísima y además lo pillamos en fiestas!Ana un encanto, dándonos explicaciones muy buenas y facilitando la estancia con detallitos varios.Vamos que lo recomendamos para visitar la zona!" CA $722 CA $722 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Colmenar-De-Oreja-Hotels-Vrbo-Property.h107438913.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/111000000/110180000/110172100/110172095/22751434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed, Non Smoking, City View](https://images.trvl-media.com/lodging/111000000/110180000/110172100/110172095/5e065677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/111000000/110180000/110172100/110172095/d45716e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/111000000/110180000/110172100/110172095/23f2bfeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### El Autor Hotel, Madrid, Autograph Collection Madrid Centro 10/10 Exceptional (14) "Was the second time staying at the El Autor. Always a very pleasant stay. Nice rooms, staff and location it’s just perfect. " CA $441 CA $485 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Madrid-Hotels-El-Autor-Hotel.h110172095.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/200000/192400/192359/f32cca1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds](https://images.trvl-media.com/lodging/1000000/200000/192400/192359/435b283a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/200000/192400/192359/733f0d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/200000/192400/192359/adc18b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo Madrid - Princesa by IHG Moncloa-Aravaca 8.6/10 Excellent (694) "Our stay was our final day and evening in Madrid prior to departing. Very kind, helpful staff. " CA $226 CA $248 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Madrid-Hotels-Hotel-Indigo-Madrid-Princesa.h192359.Hotel-Information) ![In-room safe, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1070000/1065600/1065517/af8a4b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1070000/1065600/1065517/5c50db98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1070000/1065600/1065517/151b3867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1070000/1065600/1065517/b59f0371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Abad Toledo Toledo City Center 9.0/10 Wonderful (430) "It was easy to walk to shop, eat, hike, and the museums where easy to get into." CA $116 CA $128 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Toledo-Hotels-Hotel-Abad-Toledo.h1065517.Hotel-Information) ![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/22000000/21470000/21463000/21462998/6c27f641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Terrace | Terrace/patio](https://images.trvl-media.com/lodging/22000000/21470000/21463000/21462998/f07573a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Terrace](https://images.trvl-media.com/lodging/22000000/21470000/21463000/21462998/64fbea7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Living room](https://images.trvl-media.com/lodging/22000000/21470000/21463000/21462998/1bf97749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartamentos Abad Toledo Toledo City Center 9.4/10 Exceptional (77) "Great place, we would stay again. " CA $144 CA $159 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Toledo-Hotels-Apartamentos-Abad-Toledo.h21462998.Hotel-Information) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/118000000/117830000/117821600/117821558/44715e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117830000/117821600/117821558/fa2b52b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/118000000/117830000/117821600/117821558/77225725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/118000000/117830000/117821600/117821558/a64cd941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### En Ca la Espe. Terraza con vistas al casco histórico. Toledo 10/10 Exceptional (1) CA $135 CA $245 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Toledo-Hotels-En-Ca-La-Espe-Terraza-Con-Vistas-Al-Casco-Historico.h117821558.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/45000000/44570000/44564600/44564589/7bc48ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44570000/44564600/44564589/da74f294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/45000000/44570000/44564600/44564589/7f970950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44570000/44564600/44564589/b37f26db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### El Aljibe de San Cipriano Toledo City Center 9.6/10 Exceptional (4) "Nice , clean and cozy. Everything is there. It is nearby the most things you want to see. On good locaties. Maybe there should be named the 6 steps to the appartement" CA $222 CA $309 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Toledo-Hotels-El-Aljibe-De-San-Cipriano.h44564589.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102950000/102942300/102942297/b319a8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102950000/102942300/102942297/6924244e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102950000/102942300/102942297/5e8d4fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/103000000/102950000/102942300/102942297/ade49599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casón De Los López Apartments Imperial Toledo City Center CA $344 CA $379 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Toledo-Hotels-Cason-De-Los-Lopez-Apartments-Imperial.h102942297.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. 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