San Diego Holidays

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in San Diego

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
3.5 out of 5
Sobre Autopista General Cañas, Ulloa, Heredia
Fully refundableReserve now, pay when you stay
The price is S$138 per night from 2 Apr to 3 Apr
S$138
includes taxes & fees
2 Apr - 3 Apr
8.4/10 Very Good! (2,233 reviews)
"Everything was fine. The food, workers, pool, except my room the shades were almost transparent transparent,"

Reviewed on 30 Mar,2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Radisson San Jose-Costa Rica
Radisson San Jose-Costa Rica
4 out of 5
Calle Central y Tercera Av. 15, Calle Blancos, San Francisco, San Jose
Fully refundableReserve now, pay when you stay
The price is S$176 per night from 1 May to 2 May
S$176
includes taxes & fees
1 May - 2 May
8.6/10 Excellent! (1,012 reviews)
"The staff was very friendly and helpful. I also enjoyed the breakfast each day."

Reviewed on 28 Mar,2025

Radisson San Jose-Costa Rica
Wyndham San Jose Herradura Hotel & Convention Center
Wyndham San Jose Herradura Hotel & Convention Center
4 out of 5
Autopista General Canas, 3 Miles South of Intl Airport, La Asunción, Heredia
Fully refundableReserve now, pay when you stay
The price is S$151 per night from 6 Apr to 7 Apr
S$151
includes taxes & fees
6 Apr - 7 Apr
7.4/10 Good! (1,662 reviews)
"Lots of deferred maintenance"

Reviewed on 31 Mar,2025

Wyndham San Jose Herradura Hotel & Convention Center
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.

Frequently asked questions

How much does a San Diego holiday package cost?
You’ll find cheap prices on Expedia for your San Diego getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to San Diego costs.
What are the cheapest months to go to San Diego?
September, October and November are great times to search for cheap San Diego holiday packages. Opting to travel in quieter periods means you can usually find lower prices on hotels and flights.
How many days is enough for San Diego?
The ideal length for your San Diego holiday depends on what you’d like to see and do. Usually, a few days to a week will give you time to visit all the top attractions and explore some hidden treasures along the way.
How to find the best San Diego package deals?
Use Expedia’s filters to help you find some of the best San Diego package deals. When you start your search, just set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your break for midweek, or search for San Diego package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it’s usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a San Diego holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You’ll usually land a better deal than booking each component separately. And you’ll still have the flexibility to create a customised San Diego holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to San Diego?
If you’re planning an impromptu San Diego holiday, check out our last-minute deals that can be booked up to a week before you go. Don’t want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to San Diego?

  1. Pick your travel dates: The things you want to do in San Diego and your preferred season can help you decide when to get away.
  2. Set your budget: Consider expenses such as flights, meals and transportation when calculating how much to save for your trip to San Diego. Then, pick a hotel that matches your budget, whether that’s an economical stay or a deluxe getaway.
  3. Work out your trip length: Think about how long you’d like to spend exploring San Diego. Plan your itinerary so you can get to all the attractions and experiences you’re interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalised San Diego holiday package.

Popular places to visit

What to do in San Diego

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.