San Jose Holidays

Photo by Alejandro Ferrari

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

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

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Top hotels in San Jose

Radisson Montevideo Victoria Plaza Hotel

Radisson Montevideo Victoria Plaza Hotel

4 out of 5
759 Plaza Independencia, Montevideo
Fully refundableReserve now, pay when you stay
The price is S$196 per night from 12 Dec to 13 Dec
S$196
12 Dec - 13 Dec
8.4/10 Very Good! (821 reviews)
The Bistró Victoria offered pretty good choices of beers and wines, including some in half-bottle sizes.

Reviewed on 8 Nov, 2025

Radisson Montevideo Victoria Plaza Hotel
Dazzler by Wyndham Montevideo

Dazzler by Wyndham Montevideo

3.5 out of 5
21 de Setiembre 2752, Pocitos, Montevideo
Fully refundableReserve now, pay when you stay
The price is S$130 per night from 7 Dec to 8 Dec
S$130
7 Dec - 8 Dec
8.2/10 Very Good! (1,004 reviews)
Overall is good.

Reviewed on 1 Nov, 2025

Dazzler by Wyndham Montevideo
Opta Coliving

Opta Coliving

3 out of 5
2370 Manuel J. Errazquín, Montevideo, Departamento de Montevideo
Fully refundableReserve now, pay when you stay
The price is S$108 per night from 25 Nov to 26 Nov
S$108
25 Nov - 26 Nov
9.4/10 Exceptional! (104 reviews)
Very comfortable hotel in a quiet, safe neighborhood. There are several good restaurants nearby, and shopping is within walking distance. The hotel is near the ocean, making morning walks along the shore an imperative. I enjoyed my stay.

Reviewed on 4 Oct, 2025

Opta Coliving
See all 251 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

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
Montevideo Tailor-Made Experience — Private Tour with a Local

Montevideo Tailor-Made Experience — Private Tour with a Local

S$364
per adult
100% of travellers recommend
Montevideo Tailor-Made Experience — Private Tour with a Local
Visit to Winery Historic in Montevideo

Traditional and award-winning winery tour in Montevideo

S$126
per adult
Traditional and award-winning winery tour in Montevideo
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.