Title: Book the Best Old Town San Diego WINERY Hotels in 2025 | Expedia.ca [Old Town San Diego Travel Guide](https://expedia.ca/San-Diego-Old-Town-San-Diego.dx6347116)[Vacation Rentals in San Diego](https://expedia.ca/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)[Flights to San Diego](https://expedia.ca/Cheap-Flights-To-San-Diego.d3073.Travel-Guide-Flights)[Things to do in San Diego](https://expedia.ca/Things-To-Do-In-San-Diego.d3073.Travel-Guide-Activities)[Old Town San Diego Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Town-San-Diego.d6347116.Car-Rental-Guide)[Old Town San Diego Vacations](https://expedia.ca/Old-Town-San-Diego.d6347116.Destination-Travel-Guides) ![Old Town San Diego State Park featuring signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/152000/152221-Old-Town-San-Diego-State-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Old Town San Diego, CA from CA $135 ![](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 Old Town San Diego Winery Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Old Town San Diego Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28100/28057/18f756d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/30000/28100/28057/5b570276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28100/28057/1f640834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/28100/28057/3b2b2c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham San Diego Poway Miramar Poway 7.0/10 Good (893) "The king room was clean & cozy with a nice stand up shower. My stay was comfortable, wish I would have booked more nights. " CA $122 CA $135 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Poway-Hotels-Ramada-By-Wyndham-Poway.h28057.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) ![Suite, 2 Bedrooms, Kitchen](https://images.trvl-media.com/lodging/12000000/11990000/11981200/11981154/d7e34a22.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) ![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) ### The Inn at Sunset Cliffs Ocean Beach 9.2/10 Wonderful (1006) "Great quiet peaceful place to stay" CA $280 CA $316 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/San-Diego-Hotels-The-Inn-At-Sunset-Cliffs.h11981154.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) ![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) ![Junior Suite, 1 King Bed, Balcony, Bay View](https://images.trvl-media.com/lodging/1000000/30000/21200/21135/ea338056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin San Diego Gaslamp Quarter Downtown San Diego 8.8/10 Excellent (1010) "Clean room, friendly staff" CA $263 CA $346 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/San-Diego-Hotels-The-Westin-San-Diego-Gaslamp-Quarter.h21135.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/bc1e5add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/a9d5662a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Californian cuisine](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/7fe47de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Californian cuisine](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/7c71b256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Point Resort & Spa San Diego 8.6/10 Excellent (2300) "Great spot right on the bay, Been there forever which is part of the charm." CA $241 CA $348 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/San-Diego-Hotels-Paradise-Point-Resort-Spa.h3731.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/330000/327500/327441/27f733a4.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) ### Courtyard by Marriott San Diego Downtown Downtown San Diego 8.8/10 Excellent (1005) "Great stay!" CA $255 CA $296 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/San-Diego-Hotels-Courtyard-By-Marriott-San-Diego-Downtown.h327441.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119490000/119481800/119481708/59c0f3d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119490000/119481800/119481708/4e86a830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119490000/119481800/119481708/2908b87f_edited_9fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119490000/119481800/119481708/fb0cda9c_edited_cf3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR - 3Bth near San Diego Gaslamp Beach National City 10/10 Exceptional (1) "Being a San Diego native, the location was perfect. It was centrally located between both mine and my partners jobs, as well as being within 20 minutes of everything SD has to offer. The living room AC took some getting used to, as the display for the remote was broken, however it worked as normal. It got a bit loud at times, but I attribute it to being the one AC trying to cool down a large room. Nonetheless, there were so many windows and you're technically on the third floor, so opening the... CA $84 CA $400 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/National-City-Hotels-Modern-3-Bed-3-Bath-Near-San-Diego-Gaslamp-Beach.h119481708.Hotel-Information) ![Tennis court](https://images.trvl-media.com/lodging/1000000/10000/5000/4928/68fd16e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, desk](https://images.trvl-media.com/lodging/1000000/10000/5000/4928/db13d57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5000/4928/f62595ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5000/4928/e42e2fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta ES Suites Carmel Mountain – San Diego Carmel Mountain Ranch 8.4/10 Very good (970) "Convenient location and nice staffs" CA $155 CA $177 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/San-Diego-Hotels-Sonesta-ES-Suites-Carmel-Mountain.h4928.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/3b915004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Restaurant](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/0f34ec95.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) ### AC Hotel by Marriott San Diego Downtown Gaslamp Quarter Downtown San Diego 8.8/10 Excellent (933) "Would definitely stay again!" CA $238 CA $276 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/San-Diego-Hotels-AC-Hotel-By-Marriott-San-Diego-Downtown-Gaslamp-Quarter.h87137975.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) ![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) ![Library](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782409/f6cdb0c8.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) ### Vineyard Hacienda Spring Valley 9.2/10 Wonderful (525) "Beautiful place, kind staff. We are glad we found this place!" CA $242 CA $261 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Spring-Valley-Hotels-Vineyard-Hacienda.h8782409.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) ![Bar (on property)](https://images.trvl-media.com/lodging/102000000/101570000/101565500/101565470/w1170h648x0y0-692f1aa9.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) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101570000/101565500/101565470/05931e69.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 !" CA $158 CA $369 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) 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=2025-10-26&endDate=2025-10-27®ionId=6347116&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Old Town San Diego Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [All Inclusive Resorts and in Bay Park](https://www.expedia.ca/Bay-Park-San-Diego-Hotels-All-Inclusive-Hotel.0-n177694-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Bay Park](https://www.expedia.ca/Bay-Park-San-Diego-Hotels-Golf-Hotel.0-n177694-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bay Park](https://www.expedia.ca/Bay-Park-San-Diego-Hotels-Luxury-Hotel.0-n177694-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Bay Park](https://www.expedia.ca/Bay-Park-San-Diego-Hotels-Oceanfront-Hotels.0-n177694-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Bay Park](https://www.expedia.ca/Bay-Park-San-Diego-Hotels-Waterpark-Hotels.0-n177694-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - 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