South San Diego Vacation Packages
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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.
Top South San Diego Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Fairmont Grand Del Mar
Carmel Valley
CA $2,344
per person
Dec 9 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9.6/10 Exceptional! (1,002 reviews)
I could give this hotel 10 stars!! They went above and beyond!!! All the staff were SUPER FRIENDLY! The Valet guys were awesome. Everyone remembered our names. The room was amazing!! We also did a 90 minute couples massage which was phenomenal! We will definitely be back!!
Reviewed on Oct 14, 2026
Where to stay in South San Diego
Find the best South San Diego areas and neighborhoods for the activities you enjoy most. Learn more about South San Diego
Otay Mesa West
Even though there aren't top sights in Otay Mesa West, you can explore the larger area and take in top sights like San Ysidro Border Crossing. Jump on the metro at Iris Avenue Trolley Station to see more of the city.
Egger Highlands
Though Egger Highlands might not have many top sights, you can venture to the surrounding area to see attractions like Imperial Beach and Chula Vista Center.
Otay
Live music, theaters, and restaurants are some highlights of Otay. You might stop by San Ysidro Border Crossing or Sesame Place San Diego while you're in the area.
Nestor
While Nestor isn't home to many top sights, San Ysidro Border Crossing and Imperial Beach are some notable places to visit nearby.
Ocean View Hills
While Ocean View Hills might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sesame Place San Diego and North Island Credit Union Amphitheatre.
Ready to book your vacation to South San Diego?
South San Diego Hotel Deals
Wyndham San Diego Bayside
1355 N Harbor Drive San Diego CA
Fully refundableReserve now, pay when you stay
CA $215
CA $299 total
Oct 22 - Oct 23
includes taxes & fees
8.4/10 Very good! (6,352 reviews)
"No complains"
Reviewed on Oct 17, 2026
Paradise Point Resort & Spa
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
CA $273
CA $388 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (2,939 reviews)
"Amazing experience and such a relaxing place to stay"
Reviewed on Oct 18, 2026
Handlery Hotel
950 Hotel Cir N San Diego CA
Fully refundableReserve now, pay when you stay
CA $141
CA $162 total
Nov 17 - Nov 18
includes taxes & fees
8.4/10 Very good! (3,008 reviews)
"The rooms in the front of the hotel are exposed to continually noise from I-8, which is 50 yards from the hotel. We were in the 100-Series rooms and it was very loud. As many has noted the property is older, which means larger rooms, bed was nice and features. Old fashioned shower/tub combo, single ..."
Reviewed on Oct 18, 2026
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.
Stay near popular South San Diego attractions
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.
Imperial Beach
8.6/10 (278 reviews)
Why not spend a lazy afternoon at Imperial Beach during your trip to Imperial Beach? Wander the beautiful beaches in this romantic area.
Photo by Christine Buggs
Chula Vista Bayside Park
10.0/10 (1 review)
Chula Vista Bayside Park is just one of the places to see in Chula Vista, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or visit the shops in this family-friendly area.
Chula Vista Center
8.0/10 (435 reviews)
During your visit to Chula Vista, you can do some window-shopping at Chula Vista Center. Wander the beautiful beaches and waterfront in this family-friendly area.
Chula Vista Elite Athlete Training Center
7.4/10 (223 reviews)
Catch an event at Chula Vista Elite Athlete Training Center, and enjoy other activities in Chula Vista such as biking. Amble around this family-friendly area's beautiful beaches or experience its great live music.
Otay Ranch Town Center
You can do some window-shopping at Otay Ranch Town Center during your trip to Chula Vista.
Safe Harbor Bayfront Marina
Explore the waterfront in Chula Vista with a trip to Safe Harbor Bayfront Marina. Check out the shops and top-notch restaurants in this family-friendly area.
What to do in South San Diego
San Diego City Lights Night Tour
CA $60
per adult
94% of travellers recommend
City Cruises San Diego: Best of the Bay Harbor Tour
CA $43
per adult
90% of travellers recommend
Frequently asked questions
How much does a South San Diego vacation package cost?
Chart your own course with our South San Diego vacation packages, which start from only CA $1,156. Select the flights and hotels that suit your travel style. Then, add on a few sightseeing activities for an unforgettable escape.
How do I get a cheap travel package to South San Diego?
Browse and book everything all in one place with our South San Diego vacation packages. You'll find deals on hotels, flights, tours and more that'll keep your pocketbook happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 hotel options around the world to choose from, there are endless opportunities to mix and match as you like.
What are the top hotels in South San Diego?
Have a look at Wyndham San Diego Bayside and Manchester Grand Hyatt San Diego. They're top picks for lots of travelers to Chula Vista. If Imperial Beach features on your itinerary, Hard Rock Hotel San Diego and Best Western Plus Marina Gateway Hotel are two top-notch options.
How far in advance should I book my South San Diego vacation?
Travelers can normally compare international fares on Expedia up to a year in advance of departure. Booking late? With a little bit of luck, it's still possible to score a cheaper ticket just weeks before your journey.
What does an Expedia South San Diego travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and activities and watch your savings pile up. When it comes to crafting your South San Diego escape, you're the boss!
What should I know before booking a South San Diego travel package?
A package can be easier on the wallet than separately booking everything you need for your escape. For example, bundle your flights, hotels and rental cars and save a packet. Whatever sort of vacation you're planning, you're sure to find a package within your budget.
Can I choose my airline with a South San Diego Expedia vacation package?
With a vacation package, you're in charge. Whether you're eager to fly to South San Diego in economy or business class, simply select from the available airline options. Expedia has access to over 550 airline partners around the world.
If I'm not able to travel, can I cancel my South San Diego vacation package?
You can. We realize things don't always go to plan, so we're here to help if you need to make changes to your South San Diego vacation package. It may be possible to cancel or amend your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
