San Jose Holidays

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  • Better together

    Save up to S$1,300 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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    Plan, book, and manage your trip all in one place

Top hotels in San Jose

Costanero Hotel Montevideo - MGallery Collection

Costanero Hotel Montevideo - MGallery Collection

5 out of 5
Rambla Republica del Peru 1371 Montevideo
Fully refundableReserve now, pay when you stay
The price is S$191 per night from 7 Jun to 8 Jun
S$191
7 Jun - 8 Jun
Costanero Hotel Montevideo - MGallery Collection
Dazzler by Wyndham Montevideo

Dazzler by Wyndham Montevideo

3.5 out of 5
21 de Setiembre 2752 Montevideo
Fully refundableReserve now, pay when you stay
The price is S$136 per night from 21 May to 22 May
S$136
21 May - 22 May
8.2/10 Very Good! (1,000 reviews)
Large rooms and good breakfast. 10 am check out is a bummer.

Reviewed on 4 May, 2026

Dazzler by Wyndham Montevideo
Radisson Montevideo Victoria Plaza Hotel

Radisson Montevideo Victoria Plaza Hotel

5 out of 5
759 Plaza Independencia Montevideo
Fully refundableReserve now, pay when you stay
The price is S$201 per night from 22 May to 23 May
S$201
22 May - 23 May
8.6/10 Excellent! (922 reviews)
This is a hotel designed/built in the 90’s and you can tell…though it’s maintained well. The beds were comfortable, the staff great, the Olympic size pool - worn - but really good. The WiFi could be better. Other than that, we’ll be back. Especially for the lap swimming!

Reviewed on 1 May, 2026

Radisson Montevideo Victoria Plaza Hotel
See all 260 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$267
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$134
per adult
Traditional and award-winning winery tour in Montevideo
Fortaleza del Cerro Montevideo Private Tour with Tickets

Fortaleza del Cerro Montevideo Private Tour with Tickets

S$260
per adult
Fortaleza del Cerro Montevideo Private Tour with Tickets
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.