South San Diego Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was CA $1,926, price is now CA $1,043 per person
CA $1,043
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to San Diego (SAN)
8.6/10 Excellent! (2,321 reviews)
Staff was really helpful and professional

Reviewed on Jul 13, 2026

Guesthouse Hotel at La Valle

Guesthouse Hotel at La Valle

4.5 out of 5
Price was CA $2,380, price is now CA $1,535 per person
CA $1,535
per person
Sep 17 - Sep 24
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Diego (SAN)
9.2/10 Wonderful! (149 reviews)
The resort is beautiful. Amazing setting rooms along the golf course. Restaurant had good food and reasonably priced. We will stay here again on our visit next year. Staff very friendly with a smile.

Reviewed on Jul 10, 2026

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $1,891, price is now CA $1,245 per person
CA $1,245
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to San Diego (SAN)
9/10 Wonderful! (1,413 reviews)
Location and facilities

Reviewed on Jul 13, 2026

Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

3.5 out of 5
Lawrence Welk Resort Village
Price was CA $1,672, price is now CA $1,140 per person
CA $1,140
per person
Sep 3 - Sep 7
found 18 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to San Diego (SAN)
8.4/10 Very good! (1,907 reviews)
The resort is great. However, I did not like the deception tactic they utilized to make you buy their timeshare. The resort staff made it seem that you are going to receive a tour of the facility. Instead, you were directed to their sales office where aggressive salesmen attempted to sell you their product.

Reviewed on Jul 12, 2026

Ocean Park Inn

Ocean Park Inn

3 out of 5
Pacific Beach
Price was CA $2,496, price is now CA $1,727 per person
CA $1,727
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
9.4/10 Exceptional! (1,008 reviews)
The ocean view was great. Staff were very polite. The room was very clean. The breakfast was not so great.

Reviewed on Jul 13, 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
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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.

Find hotels in Otay Mesa West

Ready to book your vacation to South San Diego?

 

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South San Diego Hotel Deals

Gaylord Pacific Resort & Convention Center

Gaylord Pacific Resort & Convention Center

4 out of 5
1000 H Street Chula Vista CA
Fully refundableReserve now, pay when you stay
The price is CA $457 per night from Aug 6 to Aug 7
CA $457
CA $586 total
Aug 6 - Aug 7
includes taxes & fees
8.6/10 Excellent! (426 reviews)
"Great place to stay for any occasion."

Reviewed on Jul 13, 2026

Gaylord Pacific Resort & Convention Center
Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
1404 Vacation Rd San Diego CA
The price is CA $395 per night from Aug 9 to Aug 10
CA $395
CA $529 total
Aug 9 - Aug 10
includes taxes & fees
8.8/10 Excellent! (2,736 reviews)
"*****"

Reviewed on Jul 13, 2026

Paradise Point Resort & Spa
Wyndham San Diego Bayside

Wyndham San Diego Bayside

4 out of 5
1355 N Harbor Drive San Diego CA
The price is CA $228 per night from Aug 4 to Aug 5
CA $228
CA $314 total
Aug 4 - Aug 5
includes taxes & fees
8.4/10 Very good! (6,309 reviews)
"The view was amazing and was a central prime location!"

Reviewed on Jul 13, 2026

Wyndham San Diego Bayside
See all 7,845 properties in South San Diego
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.
All Inclusive Vacations
All Inclusive Vacations
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Stay near popular South San Diego attractions

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 great live music and acclaimed theater scene in this family-friendly area.
See properties

What to do in South San Diego

San Diego Whale Watching Cruise

San Diego Whale Watching Cruise

CA $121
per adult
92% of travellers recommend
San Diego Whale Watching Cruise
San Diego Scenic Tour

San Diego Scenic Tour

CA $131
per adult
90% of travellers recommend
San Diego Scenic Tour
San Diego City Lights Night Tour

San Diego City Lights Night Tour

CA $68
per adult
96% of travellers recommend
San Diego City Lights Night Tour
See all activities in South San Diego

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 $1,043. 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.