Title: Book the Best South San Diego WINERY Hotels in 2026 | Expedia.ca

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![Captured this guy doing a wheelie during a beautiful sunset! #imperialbeach #EndlessSummer #autographhotels #Marriott #piersouthresort](https://images.trvl-media.com/place/177683/d4a8a1a3-bd23-4c6a-826e-e0c1c12dddaa.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Karen Leone

![](https://images.trvl-media.com/place/177683/d4a8a1a3-bd23-4c6a-826e-e0c1c12dddaa.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on South San Diego Winery Hotels

Tonight

[Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=553248632063518562&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=553248632063518562&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=553248632063518562&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=553248632063518562&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for South San Diego hotels with winery

![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)

![Vending machine](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798071/14f93e35.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/2000000/1800000/1798100/1798071/43f82912.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)

### Studio 6 Suites San Ysidro, CA -San Diego South Bay

[](https://www.expedia.ca/San-Ysidro-Hotels-Studio-6-Suites-San-Ysidro.h1798071.Hotel-Information)

San Ysidro

7.8/10

Good

(1,473 reviews)

"The staff was nice "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Claudia

CA $95

CA $108 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/San-Ysidro-Hotels-Studio-6-Suites-San-Ysidro.h1798071.Hotel-Information)

![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)

![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)

![Suite, 1 King Bed (Bayside Bungalow Bay) | Living area](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/2fecbf54.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)

### Paradise Point Resort & Spa

[](https://www.expedia.ca/San-Diego-Hotels-Paradise-Point-Resort-Spa.h3731.Hotel-Information)

Mission Bay

8.8/10

Excellent

(2,390 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 $195

CA $296 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)

![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](https://images.trvl-media.com/lodging/12000000/11990000/11981200/11981154/a6455630.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)

![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)

![Fountain](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782409/cb266ae8.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21135/5c5f8e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/30000/21200/21135/844fcbc6.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)

![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)

### 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)

![Exterior](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/973b47ab.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)

![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)

![Restaurant](https://images.trvl-media.com/lodging/88000000/87140000/87138000/87137975/5fbaf261.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

(1,013 reviews)

"Best hotel I’ve stayed in"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Edgar

CA $232

CA $269 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)

![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)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24500/24406/515899bc.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)

### Howard Johnson by Wyndham San Diego Hotel Circle

[](https://www.expedia.ca/San-Diego-Hotels-Howard-Johnson-By-Wyndham-San-Diego-Hotel-Circle.h24406.Hotel-Information)

Mission Valley

6.2/10

(1,007 reviews)

"Good place for an overnighter"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pierre

CA $92

CA $105 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/San-Diego-Hotels-Howard-Johnson-By-Wyndham-San-Diego-Hotel-Circle.h24406.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)

![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)

![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)

### 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)

![TV](https://images.trvl-media.com/lodging/111000000/110610000/110602900/110602802/60116cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110610000/110602900/110602802/ff9e215f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110610000/110602900/110602802/4534bc34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/111000000/110610000/110602900/110602802/9821c776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2 bedroom San Diego home-Close to Downtown/Balboa Park/SeaWorld/Beaches

[](https://www.expedia.ca/San-Diego-Hotels-Charming-2-Bedroom-San-Diego-Home-Close-To-DowntownBalboa-ParkSeaWorldBeaches.h110602802.Hotel-Information)

Mid-City

8.0/10

Very good

(2 reviews)

"Wir hatten eine tolle Zeit in San Diego und in der Wohnung. Die Kommunikation mit Rebecca hat super geklappt. Sie hat uns die nötigen Infos für den Check In zur rightigen Zeit gegeben und war während des Aufenthaltes sehr hilfsbereit. Die Wohnung ist für 4 Personen ausreichend groß und perfekt ausgestattet, inkl Waschmaschine und Trockner. Vor allem die Küche haben wir ausgiebig genutzt und haben sehr viel selbst gekocht. Es fehlten lediglich eine Schere und ein Gemüsemesser. Rebecca hat uns...

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Hanna S.

CA $184

CA $670 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/San-Diego-Hotels-Charming-2-Bedroom-San-Diego-Home-Close-To-DowntownBalboa-ParkSeaWorldBeaches.h110602802.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88130000/88128500/88128428/fc39bd6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/89000000/88130000/88128500/88128428/98571403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88130000/88128500/88128428/0379ab1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88130000/88128500/88128428/5cd04a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic Hillside Retreat at Birdie’s Bungalow

[](https://www.expedia.ca/El-Cajon-Hotels-Sale-Book-Your-Spring-Stay-Today-In-Birdie.h88128428.Hotel-Information)

El Cajon

10/10

Exceptional

(1 review)

"We were more than satisfied with our stay. The location was central to all the places we needed to visit. The accommodations were perfect. We will definitely consider this location for future visits. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eddie S.

CA $108

CA $263 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/El-Cajon-Hotels-Sale-Book-Your-Spring-Stay-Today-In-Birdie.h88128428.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=2026-02-11&endDate=2026-02-12&regionId=553248632063518562&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

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