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 $364

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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 hotel room with two beds, a large mirror, a wooden headboard, and a carpeted floor.
    Jan 29 - Feb 1

    Hotel Z + Flight

    Downtown San Diego
    3 nights
    3.0 star property
    9.2/10 - Wonderful (1,229 reviews)
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $589
    $364
    per traveler
    found 1 day ago
    Hotel Z
  • A multi-story hotel with a brick facade, multiple windows, and a fire escape.
    Feb 1 - Feb 6

    The Sofia Hotel + Flight

    Downtown San Diego
    5 nights
    3.5 star property
    8.8/10 - Excellent (2,779 reviews)
    "Excellent stay. Highly recommended"
    Reviewed November 13, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $1,185
    $618
    per traveler
    found 2 days ago
    The Sofia Hotel
  • A spacious lobby with a central wooden table, potted plants, and a large blue sculpture.
    Feb 1 - Feb 6

    Margaritaville Hotel San Diego Gaslamp Quarter + Flight

    Downtown San Diego
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,597 reviews)
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $1,039
    $645
    per traveler
    found 2 days ago
    Margaritaville Hotel San Diego Gaslamp Quarter
  • An aerial view of a resort with a central swimming pool, palm trees, and a view of the ocean and beach.
    Feb 1 - Feb 6

    Paradise Point Resort & Spa + Flight

    Mission Bay
    5 nights
    4.0 star property
    8.8/10 - Excellent (2,976 reviews)
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    Save 100% on your flight
    $1,372
    $900
    per traveler
    found 1 day ago
    Paradise Point Resort & Spa
  • 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

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.
See properties

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, (2,038 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.