Title: Book the Best Old Town San Diego WINERY Hotels in 2026 | 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) ![ A historic site in the Old Town of San Diego, California, in honor of members of the Church of Jesus Christ of Latter-day Saints who served in the Mormon Battalion of th](https://images.trvl-media.com/place/553248621555611996/2aa2c371-fafb-4356-aef7-062e31504d23.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248621555611996/2aa2c371-fafb-4356-aef7-062e31504d23.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2026-01-29&endDate=2026-01-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6347116&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Old Town San Diego hotels with winery ![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) ![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) ### Paradise Point Resort & Spa [](https://www.expedia.ca/San-Diego-Hotels-Paradise-Point-Resort-Spa.h3731.Hotel-Information) Mission Bay 8.8/10 Excellent (2,382 reviews) "Clean rooms, friendly staff, and a beautiful view all around.. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Morgan CA $194 CA $295 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/San-Diego-Hotels-Paradise-Point-Resort-Spa.h3731.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) ![Reception](https://images.trvl-media.com/lodging/12000000/11990000/11981200/11981154/02160385.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 | 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 [](https://www.expedia.ca/San-Diego-Hotels-The-Inn-At-Sunset-Cliffs.h11981154.Hotel-Information) Ocean Beach 9.2/10 Wonderful (1,000 reviews) "Great location, staff was so friendly and courteous, and amazing views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katrina CA $293 CA $330 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/San-Diego-Hotels-The-Inn-At-Sunset-Cliffs.h11981154.Hotel-Information) ![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) ![Sundeck](https://images.trvl-media.com/lodging/1000000/30000/28100/28057/5b570276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/30000/28100/28057/f7acfdd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28100/28057/e0de6ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham San Diego Poway Miramar [](https://www.expedia.ca/Poway-Hotels-Ramada-By-Wyndham-Poway.h28057.Hotel-Information) Poway 7.0/10 Good (988 reviews) "The check-in was great! They accommodated me and worked with my travel plans and timing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad CA $99 CA $109 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Poway-Hotels-Ramada-By-Wyndham-Poway.h28057.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/330000/327500/327441/9bba74be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327500/327441/0f15a967.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/c47201be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott San Diego Downtown [](https://www.expedia.ca/San-Diego-Hotels-Courtyard-By-Marriott-San-Diego-Downtown.h327441.Hotel-Information) Downtown San Diego 8.8/10 Excellent (1,000 reviews) "The staff were all very friendly and the room was excellent. Beds were comfortable and the dinner menu was a good price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam James CA $238 CA $276 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/San-Diego-Hotels-Courtyard-By-Marriott-San-Diego-Downtown.h327441.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21135/5c5f8e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/30000/21200/21135/23ca59e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/30000/21200/21135/89defadc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed, Bay View (Balcony)](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 [](https://www.expedia.ca/San-Diego-Hotels-The-Westin-San-Diego-Gaslamp-Quarter.h21135.Hotel-Information) Downtown San Diego 8.8/10 Excellent (1,000 reviews) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Namima CA $265 CA $347 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/San-Diego-Hotels-The-Westin-San-Diego-Gaslamp-Quarter.h21135.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782409/fa4065fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782409/a4d923ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782409/d6f22806.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 [](https://www.expedia.ca/Spring-Valley-Hotels-Vineyard-Hacienda.h8782409.Hotel-Information) Jamul 9.2/10 Wonderful (546 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christophe CA $223 CA $241 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Spring-Valley-Hotels-Vineyard-Hacienda.h8782409.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/5000/4928/335b5163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5000/4928/db7baccc.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 [](https://www.expedia.ca/San-Diego-Hotels-Sonesta-ES-Suites-Carmel-Mountain.h4928.Hotel-Information) Carmel Mountain Ranch 8.4/10 Very good (1,009 reviews) "Excellent location " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Jose Luis Villanueva CA $153 CA $174 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/San-Diego-Hotels-Sonesta-ES-Suites-Carmel-Mountain.h4928.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/121000000/120090000/120084200/120084155/6df8583f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120090000/120084200/120084155/w2043h1365x0y0-d633d4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/121000000/120090000/120084200/120084155/d9d1a545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library](https://images.trvl-media.com/lodging/121000000/120090000/120084200/120084155/ff8f550c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR/1Bth Ranch, Gated, Parking, Washer, Fast Wi-Fi [](https://www.expedia.ca/Spring-Valley-Hotels-2BR1Bth-Ranch.h120084155.Hotel-Information) Spring Valley 10/10 Exceptional (1 review) CA $101 CA $337 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Spring-Valley-Hotels-2BR1Bth-Ranch.h120084155.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/120000000/119490000/119481800/119481708/14265a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119490000/119481800/119481708/fb0cda9c_edited_cf3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119490000/119481800/119481708/14df5a88_edited_1688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119490000/119481800/119481708/59c0f3d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR - 3Bth near San Diego Gaslamp Beach [](https://www.expedia.ca/National-City-Hotels-Modern-3-Bed-3-Bath-Near-San-Diego-Gaslamp-Beach.h119481708.Hotel-Information) National City 10/10 Exceptional (2 reviews) "It was lovely!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandi S. CA $114 CA $392 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/National-City-Hotels-Modern-3-Bed-3-Bath-Near-San-Diego-Gaslamp-Beach.h119481708.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/973b47ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/7b628ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/5fbaf261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/b8be3211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott San Diego Downtown Gaslamp Quarter [](https://www.expedia.ca/San-Diego-Hotels-AC-Hotel-By-Marriott-San-Diego-Downtown-Gaslamp-Quarter.h87137975.Hotel-Information) Downtown San Diego 8.8/10 Excellent (1,015 reviews) "Best hotel I’ve stayed in" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edgar CA $242 CA $281 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/San-Diego-Hotels-AC-Hotel-By-Marriott-San-Diego-Downtown-Gaslamp-Quarter.h87137975.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=2026-02-12&endDate=2026-02-13®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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