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 $110 - ![](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 [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Old Town San Diego Winery Hotels ![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) ![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) ![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) ![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 (1003) "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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28100/28057/18f756d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/28100/28057/6cfcb2a0.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) ![Sundeck](https://images.trvl-media.com/lodging/1000000/30000/28100/28057/5b570276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham San Diego Poway Miramar Poway 7.0/10 Good (909) "Clean/safe/very friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos CA $124 CA $136 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Poway-Hotels-Ramada-By-Wyndham-Poway.h28057.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) ![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) ![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) ### The Westin San Diego Gaslamp Quarter Downtown San Diego 9.0/10 Wonderful (1001) " very nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valeria 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) ![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) ![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) ![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) ![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) ### AC Hotel by Marriott San Diego Downtown Gaslamp Quarter Downtown San Diego 8.8/10 Excellent (941) "Excellent are..very convenient!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseline CA $182 CA $211 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) ![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) ![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) ![Library](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782409/f6cdb0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Hacienda Spring Valley 9.2/10 Wonderful (528) "Will absolutely stay here again. My only complaint was the Jacuzzi and pool got full of people who weren’t actually staying at the resort. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Russell CA $174 CA $188 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Spring-Valley-Hotels-Vineyard-Hacienda.h8782409.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) ![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) ![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) ![5 outdoor pools, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/d0f041ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Point Resort & Spa Mission Bay 8.6/10 Excellent (2315) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manuel CA $241 CA $347 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/San-Diego-Hotels-Paradise-Point-Resort-Spa.h3731.Hotel-Information) ![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) ![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) ![Reception](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798071/58b6effd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798071/14f93e35.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 (1325) "Clean room super convenient if crossing to Tijuana outlets down the street " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $96 CA $110 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/San-Ysidro-Hotels-Studio-6-Suites-San-Ysidro.h1798071.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 | Living area](https://images.trvl-media.com/lodging/12000000/11990000/11981200/11981154/39433261.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) ### The Inn at Sunset Cliffs Ocean Beach 9.2/10 Wonderful (1003) "Great great stay at this cute property. Love to the location and my room was perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carissa CA $280 CA $315 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/San-Diego-Hotels-The-Inn-At-Sunset-Cliffs.h11981154.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5000/4928/e42e2fd3.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) ![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) ### Sonesta ES Suites Carmel Mountain – San Diego Carmel Mountain Ranch 8.4/10 Very good (990) "Had a good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek CA $159 CA $182 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/San-Diego-Hotels-Sonesta-ES-Suites-Carmel-Mountain.h4928.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/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) ![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) ### Private Casita on Surf Ranch is centrally located. to all San Diego attractions Lakeside 9.6/10 Exceptional (5) "We wanted somewhere away from the city centre with easy access to all locations, the Casita served all our wishes. The house was clean and comfortable and the hosts were always on hand if we needed any questions answered. An excellent rental." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Chris L. CA $175 CA $402 total includes taxes & fees Nov 9 - Nov 10 [](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=2025-11-15&endDate=2025-11-16®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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