A beach with a pier extending into the ocean, a person standing on the shore, and the sun setting over the water.
Photo by Elizabeth Bagnas
Open Photo by Elizabeth Bagnas

South San Diego Vacations from $305

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Your South San Diego Vacation

Leave all the planning to us with a South San Diego vacation package. With everything arranged before you jet off, all you'll have to do is relax and enjoy this destination's wonders to the fullest. A trip to South San Diego wouldn't be complete without spending a day or two in Chula Vista. This city is among the leading places to visit here. From the moment you book your South San Diego vacation to when you get back home, Expedia will be with you every step of the way.

The Latest South San Diego Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A multi-story hotel with a brick facade, multiple windows, and a fire escape.
    Jan 14 - Jan 16

    The Sofia Hotel + Flight

    Downtown San Diego
    2 nights
    3.5 star property
    8.8/10 - Excellent (2,778 reviews)
    "Such a wonderful trip to San Diego and the Sofia was lovely. Close to restaurants and venues and coming back to a clean comfy room was so nice. The view was also beautiful."
    Reviewed November 12, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    Save 100% on your flight
    $494
    $305
    per traveler
    found 1 day ago
    The Sofia Hotel
  • A balcony with wicker furniture, a stone building, and a view of the ocean and golf course.
    Jan 4 - Jan 9

    Pantai Inn + Flight

    Village of La Jolla
    5 nights
    3.5 star property
    9.4/10 - Exceptional (1,002 reviews)
    Roundtrip • Dallas (DFW) - San Diego (SAN)
    DAL - SAN • Nonstop SAN - DFW • 1 stop
    $1,700
    $1,040
    per traveler
    found 1 day ago
    Pantai Inn
  • A hotel room with two beds, a large mirror, a wooden headboard, and a carpeted floor.
    Jan 14 - Jan 16

    Hotel Z + Flight

    Downtown San Diego
    2 nights
    3.0 star property
    9.2/10 - Wonderful (1,229 reviews)
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    Save 100% on your flight
    $517
    $336
    per traveler
    found 1 day ago
    Hotel Z
  • A beach with a pier extending into the ocean, a playground, and a road parallel to the beach.
    Feb 1 - Feb 6

    Southern California Beach Club + Flight

    Townsite
    5 nights
    3.0 star property
    9.2/10 - Wonderful (574 reviews)
    "We loved staying right at the beach. We got a 1-bedroom room with an ocean view for two of us, and it was amazing. The Strand is a little busy, but bearable. Great value for the money. Will stay here again."
    Reviewed November 9, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    Save 100% on your flight
    $979
    $655
    per traveler
    found 1 day ago
    Southern California Beach Club
  • A poolside bar with outdoor seating, a pool, and a view of a golf course at sunset.
    Dec 26 - Dec 30

    The Lodge at Torrey Pines + Flight

    Torrey Pines
    4 nights
    5.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "The property was beautiful and the staff was very friendly and accommodating with our dog. We will definitely be back!"
    Reviewed November 6, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • 1 stop
    $1,840
    $1,268
    per traveler
    found 1 day ago
    The Lodge at Torrey Pines

Discover the most popular places to visit in South San Diego

The exterior of the Mattress Firm Amphitheatre with palm trees and a clear sky.

North Island Credit Union Amphitheatre

7.6/10 (374 reviews)
You can enjoy a show at North Island Credit Union Amphitheatre on your trip to Chula Vista. Experience the acclaimed theater scene and great live music in this walkable area.
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What to do in South San Diego

LEGOLAND® California Resort

LEGOLAND® California Tickets

$91
per adult
84% of travelers recommend
LEGOLAND® California Tickets
See all activities in South San Diego

South San Diego Hotel Deals

A modern kitchen area with a self-serve station, including a waffle maker, coffee machine, and various food items.

Best Western Chula Vista/Otay Valley Hotel

Best Western Chula Vista/Otay Valley Hotel
2.5 star property
1.1 mi from South San Diego
8.0 out of 10, Very good, (2,035 reviews)
$110 nightly
The price is $121
Nov 22 - Nov 23
Total with taxes and fees
Best Western Chula Vista/Otay Valley Hotel
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.
See all properties in South San Diego
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.