Title: Book the Best South San Diego WINERY Hotels in 2025 | Expedia.ca [South San Diego Travel Guide](https://expedia.ca/South-San-Diego.dx553248632063518562)[Hotels in South San Diego](https://expedia.ca/South-San-Diego-Hotels.d553248632063518562.Travel-Guide-Hotels)[Vacation Rentals in South San Diego](https://expedia.ca/South-San-Diego-Vacation-Rentals.d553248632063518562.Travel-Guide-VacationRentals)[Flights to South San Diego](https://expedia.ca/Cheap-Flights-To-South-San-Diego.d553248632063518562.Travel-Guide-Flights)[Things to do in South San Diego](https://expedia.ca/Things-To-Do-In-South-San-Diego.d553248632063518562.Travel-Guide-Activities)[South San Diego Car Rentals](https://expedia.ca/Car-Rentals-In-South-San-Diego.d553248632063518562.Car-Rental-Guide)[South San Diego Vacation Packages](https://expedia.ca/South-San-Diego.d553248632063518562.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/1577a5f9f9b33dbc18377fc367dd66b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in South San Diego, CA ![](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 South San Diego Winery Hotels Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248632063518562&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248632063518562&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248632063518562&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248632063518562&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South San Diego Winery Hotels ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798071/a90f2d6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798071/58b6effd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798071/18bcfb40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798071/d8ecd896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio 6 Suites San Ysidro, CA -San Diego South Bay San Ysidro 7.8/10 Good (1314) "Ideally located " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $101 CA $115 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/San-Ysidro-Hotels-Studio-6-Suites-San-Ysidro.h1798071.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782409/da8f2406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782409/6d6bdbe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782409/aea9aa0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed (Wedgewood) | Living area](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782409/6988f242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Hacienda Spring Valley 9.2/10 Wonderful (525) "Beautiful place, kind staff. We are glad we found this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison CA $174 CA $188 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Spring-Valley-Hotels-Vineyard-Hacienda.h8782409.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11990000/11981200/11981154/39135f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/12000000/11990000/11981200/11981154/e8b14ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/12000000/11990000/11981200/11981154/7d087732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/12000000/11990000/11981200/11981154/39433261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Sunset Cliffs Ocean Beach 9.2/10 Wonderful (1002) "The property is beautifully maintained, and the staff were so friendly! Our room was clean and had mulitple ammenities like a fridge, and coffee maker!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $280 CA $315 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/San-Diego-Hotels-The-Inn-At-Sunset-Cliffs.h11981154.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/w4000h2664x0y0-982a04e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/76ddbc07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking, Balcony](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/139a6c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/0f34ec95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott San Diego Downtown Gaslamp Quarter Downtown San Diego 8.8/10 Excellent (940) "Amazing hotel and amazing staff at the front desk and bar " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert B CA $189 CA $219 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/San-Diego-Hotels-AC-Hotel-By-Marriott-San-Diego-Downtown-Gaslamp-Quarter.h87137975.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21135/5c5f8e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed, Balcony, Bay View](https://images.trvl-media.com/lodging/1000000/30000/21200/21135/c18834b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/21200/21135/dd9a437a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/30000/21200/21135/5f4328a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin San Diego Gaslamp Quarter Downtown San Diego 8.8/10 Excellent (1001) "Great location, friendly staff, amazing food and drinks" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jose CA $201 CA $274 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/San-Diego-Hotels-The-Westin-San-Diego-Gaslamp-Quarter.h21135.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/330000/327500/327441/338bb608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/330000/327500/327441/2312739a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking (View)](https://images.trvl-media.com/lodging/1000000/330000/327500/327441/dfc0f891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/330000/327500/327441/27f733a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott San Diego Downtown Downtown San Diego 8.8/10 Excellent (1000) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $185 CA $214 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/San-Diego-Hotels-Courtyard-By-Marriott-San-Diego-Downtown.h327441.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/102000000/101570000/101565500/101565470/ec2125e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101570000/101565500/101565470/05931e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/102000000/101570000/101565500/101565470/7ea36cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101570000/101565500/101565470/ac783379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Casita on Surf Ranch is centrally located. to all San Diego attractions Lakeside 9.6/10 Exceptional (5) "This place is so perfect. Stayed for my sons Wedding in Alpine. It has everything you need. The beds are grrat !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin S. CA $175 CA $390 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lakeside-Hotels-The-Morey-De-Prieto-Surf-Ranch-Is-Centrally-Located-To-Everything-In-San-Diego.h101565470.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/102000000/101390000/101388900/101388878/0046ec42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101390000/101388900/101388878/w4030h3024x0y0-48ec388c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101390000/101388900/101388878/02623002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101390000/101388900/101388878/c507452e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 block from ocean - stylish & cozy beach cottage in funky Ocean Beach! Ocean Beach 9.6/10 Exceptional (33) "Location was perfect. The rental was clean and perfectly sized for the two of us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane L. CA $143 CA $495 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/San-Diego-Hotels-1-Block-From-Ocean-Stylish-Cozy-Beach-Cottage-In-Funky-Ocean-Beach.h101388878.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96500000/96499900/96499822/b6ec4135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96500000/96499900/96499822/16265a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96500000/96499900/96499822/2eca88b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96500000/96499900/96499822/e99431d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Casita Guest House, private fenced yard & with air conditioning, pet friendly Mount Helix 9.6/10 Exceptional (7) "The hospitality of the host was great. Very clean and lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roger W. CA $161 CA $436 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Spring-Valley-Hotels-La-Casita-Guest-House-With-Fenced-Yard-Pets-Ok.h96499822.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24500/24406/3111a272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24500/24406/7899a74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/24500/24406/7529652b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/24500/24406/4b0ab11b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham San Diego Hotel Circle Mission Valley 6.2/10 (1007) "Nice quick stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enrique CA $106 CA $122 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/San-Diego-Hotels-Howard-Johnson-By-Wyndham-San-Diego-Hotel-Circle.h24406.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=2025-11-07&endDate=2025-11-08®ionId=553248632063518562&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top South San Diego Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Camp Pendleton Marine Corps Base](https://www.expedia.ca/Camp-Pendleton-Marine-Corps-Base-Hotels-Beach-Hotel.0-0-d6068523-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Camp Pendleton Marine Corps Base](https://www.expedia.ca/Camp-Pendleton-Marine-Corps-Base-Hotels-Hotels-With-Indoor-Pool.0-0-d6068523-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Camp Pendleton Marine Corps Base](https://www.expedia.ca/Camp-Pendleton-Marine-Corps-Base-Hotels-Oceanfront-Hotels.0-0-d6068523-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Ski Hotels in Camp Pendleton Marine Corps Base](https://www.expedia.ca/Camp-Pendleton-Marine-Corps-Base-Hotels-Ski-Hotel.0-0-d6068523-tSkiHotel.Travel-Guide-Filter-Hotels) - 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