San Jose Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now

Top hotels in San Jose

Hotel Montevideo - Leading Hotels of the World

Hotel Montevideo - Leading Hotels of the World

5 out of 5
2905 José Benito Lamas Montevideo
Fully refundableReserve now, pay when you stay
The price is S$255 per night from 2 Mar to 3 Mar
S$255
2 Mar - 3 Mar
9.6/10 Exceptional! (443 reviews)
beautiful hotel, friendly staff, close to beach

Reviewed on 5 Feb, 2026

Hotel Montevideo - Leading Hotels of the World
Radisson Montevideo Victoria Plaza Hotel

Radisson Montevideo Victoria Plaza Hotel

4 out of 5
759 Plaza Independencia Montevideo
Fully refundable
The price is S$236 per night from 15 Mar to 16 Mar
S$236
15 Mar - 16 Mar
8.4/10 Very Good! (881 reviews)
A bit old

Reviewed on 7 Jan, 2026

Radisson Montevideo Victoria Plaza Hotel
Balfers Hotel

Balfers Hotel

3 out of 5
1328 Zelmar Michelini Montevideo Departamento de Montevideo
Fully refundableReserve now, pay when you stay
The price is S$69 per night from 23 Feb to 24 Feb
S$69
23 Feb - 24 Feb
7.8/10 Good! (78 reviews)
Room was clean, the window was covered at night there was noise on the street. Secured parking. Breakfast was good, lots of pastries, cold cuts, fruit, yogurt all kinds of coffee. Staff very friendly. Very good location

Reviewed on 9 Feb, 2026

Balfers Hotel
See all 253 properties in San Jose
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 Jose holiday package cost?
Tailor make your San Jose package from as little as . Pick from any combination of rental cars, flights and hotels to build the trip you've been dreaming about. Don't forget to add on one or two experiences!
How do I get a cheap travel package to San Jose?
Bundle your flights and hotels with Expedia to save big on your next trip. With more than 550 partner airlines and 1,000,000 hotels around the globe, your San Jose holiday package can be tailored exactly to suit your budget. With all that extra money, why not include one or more awesome tours and activities? It's an easy way to unlock even more savings. That dream holiday to San Jose is much closer than you thought!
How far in advance should I book my San Jose holiday?
Browse Expedia to compare international airfares as soon as possible. You can generally purchase a ticket up to a year in advance. If you don't see your preferred air carrier, or you've left things to the last moment, don't worry. Cheap tickets to San Jose sometimes occur within weeks of departure.
What does an Expedia San Jose travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to create your ideal San Jose travel package. Once you've made your booking, you can add on fun stuff like day tours and activities. Don't forget — the more you bundle, the more you'll save!
What should I know before booking a San Jose travel package?
A travel package can be customized for your circumstances and is a fantastic way to make your budget go further. What you include is completely up to you. Hotels, rental cars and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a San Jose Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You get to choose. We have access to more than 550 airline partners all over the world, so you have lots of choice when creating your San Jose trip.
If I'm not able to travel, can I cancel my San Jose holiday package?
Because we know life can throw you a few curveballs, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it with no penalties. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

What to do in San Jose

Montevideo Tailor-Made Experience — Private Tour with a Local

Tailor-made Montevideo: Private City Tour with a Local

S$320
per adult
100% of travellers recommend
Tailor-made Montevideo: Private City Tour with a Local
Traditional and award-winning winery tour in Montevideo

Traditional and award-winning winery tour in Montevideo

S$135
per adult
Traditional and award-winning winery tour in Montevideo
Private Castillo Viejo Winery Tour from Las Piedras

Private Castillo Viejo Winery Tour from Las Piedras

S$117
per adult
Private Castillo Viejo Winery Tour from Las Piedras
See all activities in San Jose

* 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.