San Jose Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Alejandro Ferrari

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 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

Our pick of the best San Jose Hotel Deals

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 NZ$266 per night from 15 Dec to 16 Dec
NZ$266
15 Dec - 16 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 NZ$177 per night from 7 Dec to 8 Dec
NZ$177
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 NZ$143 per night from 15 Nov to 16 Nov
NZ$143
15 Nov - 16 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

Visit to Winery Historic in Montevideo

Traditional and award-winning winery tour in Montevideo

NZ$168
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

NZ$157
per adult
Private Castillo Viejo Winery Tour from Las Piedras
Fortaleza del Cerro Montevideo Private Tour with Tickets

Fortaleza del Cerro Montevideo Private Tour with Tickets

NZ$342
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.