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 $336

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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.
    Feb 4 - Feb 6

    The Sofia Hotel + Flight

    Downtown San Diego
    2 nights
    3.5 star property
    8.8/10 - Excellent (2,782 reviews)
    "Lovely staff. Very helpful. Location was great for what we needed. Loose tap in basin needs looking at. On a double occupancy only one complementary drink was given to use in the bar. Would have been nice to get two. Probably would have stayed and drunk more."
    Reviewed November 14, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $591
    $336
    per traveler
    found 1 day ago
    The Sofia Hotel
  • A hotel room with two beds, a large mirror, a wooden headboard, and a carpeted floor.
    Dec 17 - Dec 21

    Hotel Z + Flight

    Downtown San Diego
    4 nights
    3.0 star property
    9.2/10 - Wonderful (1,229 reviews)
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • 1 stop
    $750
    $478
    per traveler
    found 14 hours ago
    Hotel Z
  • A large, elegant hotel with a spacious courtyard, a swimming pool, and lush landscaping.
    Jan 28 - Jan 31

    Glorietta Bay Inn Coronado Island + Flight

    Historic Downtown Coronado
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,000 reviews)
    "Great hotel and great location."
    Reviewed November 12, 2026
    Roundtrip • Seattle (SEA) - San Diego (SAN)
    SEA - SAN • Nonstop SAN - SEA • Nonstop
    Save 100% on your flight
    $944
    $603
    per traveler
    found 10 hours ago
    Glorietta Bay Inn Coronado Island
  • A pool area with a hot tub, lounge chairs, and umbrellas.
    Feb 1 - Feb 6

    The Dana on Mission Bay + Flight

    Mission Bay
    5 nights
    3.5 star property
    9.0/10 - Wonderful (4,495 reviews)
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $879
    $618
    per traveler
    found 6 hours ago
    The Dana on Mission Bay
  • A resort with a large swimming pool, multiple buildings, and surrounding greenery.
    Jan 14 - Jan 17

    Fairmont Grand Del Mar + Flight

    Carmel Valley
    3 nights
    5.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "Excellent property and stay"
    Reviewed November 6, 2026
    Roundtrip • Seattle (SEA) - San Diego (SAN)
    SEA - SAN • Nonstop SAN - SEA • Nonstop
    $1,436
    $1,009
    per traveler
    found 1 day ago
    Fairmont Grand Del Mar

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 buffet with various food items, including omelets and other dishes, served in metal trays.

Holiday Inn Express San Diego South - Chula Vista by IHG

Holiday Inn Express San Diego South - Chula Vista by IHG
2.5 star property
5.5 mi from South San Diego
9.4 out of 10, Exceptional, (1,659 reviews)
$152 nightly
The price is $167
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express San Diego South - Chula Vista by IHG
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.