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 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)

Tomorrow

[Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=553248632063518562&startDate=2026-01-30&endDate=2026-01-31&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)

![Reception](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798071/58b6effd.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/b359fdeb.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

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

San Ysidro

7.8/10

Good

(1,475 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

Feb 9 - Feb 10

[](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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/bc1e5add.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)

![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)

![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)

### 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

(1,001 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 $292

CA $329 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)

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

### 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 $222

CA $240 total

includes taxes & fees

Feb 5 - Feb 6

[](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)

![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)

![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)

![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)

### 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

9.0/10

Wonderful

(1,001 reviews)

"Great stay "

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

Namima

CA $264

CA $346 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)

![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)

![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)

### 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 $260

CA $301 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/San-Diego-Hotels-AC-Hotel-By-Marriott-San-Diego-Downtown-Gaslamp-Quarter.h87137975.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)

![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)

![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/1000000/330000/327500/327441/025bf317.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 $225

CA $261 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/San-Diego-Hotels-Courtyard-By-Marriott-San-Diego-Downtown.h327441.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24500/24406/5c6967b4.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

(1,006 reviews)

"Good place for an overnighter"

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

Pierre

CA $91

CA $105 total

includes taxes & fees

Feb 1 - Feb 2

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

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119490000/119481800/119481708/59c0f3d9.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)

### 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 $113

CA $390 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)

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

![Dining](https://images.trvl-media.com/lodging/89000000/88130000/88128500/88128428/1be254da.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 $129

CA $287 total

includes taxes & fees

Feb 23 - Feb 24

[](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=2026-02-12&endDate=2026-02-13&regionId=553248632063518562&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

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