A pier extending into the ocean at sunset with waves lapping at the shore.

Search Winery Hotels in South Bay

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on South Bay Winery Hotels

Tonight
13 Sept - 14 Sept
Tomorrow
14 Sept - 15 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

Our top choices for South Bay hotels with winery

A hotel room with two beds, a wooden headboard, a bedside table with a phone, and a wall-mounted light fixture.
A smoke-free building exterior with a covered walkway, a mailbox, and a palm tree in the background.
A multi-story building with balconies, a parking lot, and a staircase.
A compact room with a wooden desk, a chair, a small black trash bin, and a blue door.

1. Rodeway Inn San Diego South San Ysidro Border

Rodeway Inn San Diego South San Ysidro Border
San Ysidro
United States
Monica
£70
includes taxes & fees
12 Oct - 13 Oct
Rodeway Inn San Diego South San Ysidro Border
A compact kitchen with a sink, a microwave, a coffee maker, and a TV mounted above the counter.
A reception area with a large number '6' on the wall, a blue counter, and informational signs about membership rates and human trafficking.
A compact kitchenette with a stainless steel sink, a built-in oven, a small countertop, and a black chair.
A hotel room with a bed, a desk, a chair, a TV, a small kitchenette, and a wardrobe.

2. Studio 6 Suites San Ysidro, CA -San Diego South Bay

Studio 6 Suites San Ysidro, CA -San Diego South Bay
San Ysidro
United States
Julissa
£67
includes taxes & fees
14 Sept - 15 Sept
Studio 6 Suites San Ysidro, CA -San Diego South Bay
A playground with a slide, swings, and a climbing structure.
A narrow pathway flanked by a brick wall and a wooden fence, leading to a building with a window and a door.
A residential driveway with a garage, a welcome sign, and a well-lit pathway.
A resort with multiple swimming pools, palm trees, and a clear sky.

3. Private Eastlake Suite | Coffee Bar | Near SD

Private Eastlake Suite | Coffee Bar | Near SD
Chula Vista
£268
includes taxes & fees
14 Sept - 15 Sept
Private Eastlake Suite | Coffee Bar | Near SD
A modern apartment with a living room, dining area, and kitchen.
A street lined with parked cars and buildings, including a Tudor-style house and a modern structure.
A modern kitchen with a central island, a dining area with a table and chairs, and a large window with a view of the outdoors.

4. Home Near Downtown SD Gaslamp & Beach, 3-Bed 3-Bath

Home Near Downtown SD Gaslamp & Beach, 3-Bed 3-Bath
National City
United States
Sun K.
£281
includes taxes & fees
14 Sept - 15 Sept
Home Near Downtown SD Gaslamp & Beach, 3-Bed 3-Bath
A modern living room with a flat-screen TV, a coffee table, and a sofa. There is a dining area with yellow chairs and a table. The kitchen has a dishwasher and a large window.
A living room with a sofa, a coffee table, and a dining table with yellow chairs. There is a large window with yellow curtains, and a balcony with a view of the street.
A modern kitchen with white cabinets, a central island with bar stools, stainless steel appliances, and a backsplash with a blue and white pattern.

5. Entire House w Balcony 10 min to SD Gaslamp, DT, 3BR/3Bth

Entire House w Balcony 10 min to SD Gaslamp, DT, 3BR/3Bth
National City
United States
Laura R.
Entire House w Balcony 10 min to SD Gaslamp, DT, 3BR/3Bth
A backyard with artificial grass, wicker furniture, and two tall, black heaters.
A living room with a sofa, ottomans, a piano, and large plants.
A modern kitchen with stainless steel appliances, a dining area with blue and white tableware, and a chandelier.
A single-story house with a front porch, a garage, and a well-maintained lawn.

6. Casa Sur Hacienda: groups, family gatherings & garden retreats near the Bay

Casa Sur Hacienda: groups, family gatherings & garden retreats near the Bay
Chula Vista
United States
Karen O.
£670
includes taxes & fees
14 Sept - 15 Sept
Casa Sur Hacienda: groups, family gatherings & garden retreats near the Bay
A hallway with a wooden floor, a red wooden cabinet with towels, and a painting of a desert landscape on the wall.
A room with a standing exercise bike, a white air cooler, a white shelving unit with a plant, and a framed artwork on the wall.
A neatly arranged bedroom with a bed, bedside tables, a desk, and a chair.
A laundry room with a washing machine, dryer, and a wooden door.

7. Garage, Gated Yard, near SD Gaslamp, DT, 4BR/2Bth

Garage, Gated Yard, near SD Gaslamp, DT, 4BR/2Bth
National City
£311
includes taxes & fees
15 Sept - 16 Sept
Garage, Gated Yard, near SD Gaslamp, DT, 4BR/2Bth
A hotel room with two beds, a desk with a chair, a lamp, and a view of the mountains.
A modern hotel exterior with a bar area, a seating area with tables and chairs, and a large illuminated sign.
A modern bar area with a large mirror, a bar stool, and shelves stocked with bottles.
A bar area with multiple screens displaying 'Jamul Casino Resort' branding, a variety of liquor bottles, and a row of uniquely designed chairs.

8. Jamul Casino Resort

Jamul Casino Resort
Jamul
United States
Yegisabet
£154
includes taxes & fees
14 Sept - 15 Sept
Jamul Casino Resort
An aerial view of a resort with a central swimming pool, palm trees, and a view of the ocean and beach.
A waterfront hotel with a dock, palm trees, and a view of the water.
A modern building with a curved roof, surrounded by lush tropical vegetation.
An outdoor dining area with tables and chairs, umbrellas, and string lights against a sunset backdrop.

9. Paradise Point Resort & Spa

Paradise Point Resort & Spa
Mission Bay
United States
Sandra
£222
includes taxes & fees
4 Oct - 5 Oct
Paradise Point Resort & Spa
A beachside lounge with wooden furniture and a large umbrella, overlooking the ocean.
A hotel with a pool, outdoor seating, and a view of the sea.
A modern kitchen with a bar area, wooden ceiling beams, and a large window.
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

10. The Inn at Sunset Cliffs

The Inn at Sunset Cliffs
Ocean Beach
United States
Troy
£138
includes taxes & fees
20 Sept - 21 Sept
The Inn at Sunset Cliffs
View all properties

Top South Bay Hotel Reviews

Explore a world of travel with Expedia