San Jose Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Alejandro Ferrari

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 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

Our pick of the best San Jose Hotel Deals

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$173 per night from 28 Sept to 29 Sept
NZ$173
28 Sept - 29 Sept
8/10 Very Good! (1,011 reviews)
"Great"

Reviewed on 1 Sept 2025

Dazzler by Wyndham Montevideo
Esplendor by Wyndham Montevideo Cervantes

Esplendor by Wyndham Montevideo Cervantes

4 out of 5
Soriano 868, Montevideo
Fully refundableReserve now, pay when you stay
The price is NZ$135 per night from 2 Oct to 3 Oct
NZ$135
2 Oct - 3 Oct
8/10 Very Good! (834 reviews)
"Good staff, rooms were spacious and it was walkable to the historic zone. There were an issue with the lights in the 5th floor - they were on a motion sensor and wouldn’t stay on when we were in the hall and the light above the stairs never seemed to turn on. Pooled and gym looked nice but we didn’t ..."

Reviewed on 19 Sept 2025

Esplendor by Wyndham Montevideo Cervantes
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$265 per night from 1 Oct to 2 Oct
NZ$265
1 Oct - 2 Oct
8.4/10 Very Good! (807 reviews)
"Hotel should have updated their profile to specify they are a CASHLESS property so guests know this beforehand."

Reviewed on 11 Aug 2025

Radisson Montevideo Victoria Plaza Hotel
See all 223 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

Visit to Legendary Winery in Montevideo

NZ$166
per adult
Visit to Legendary Winery in Montevideo
Private Castillo Viejo Winery Tour from Las Piedras

Private Castillo Viejo Winery Tour from Las Piedras

NZ$156
per adult
Private Castillo Viejo Winery Tour from Las Piedras
2-Days and 1 Night in Montevideo from Buenos Aires

2-Days and 1 Night in Montevideo from Buenos Aires

NZ$1,826
per traveller
2-Days and 1 Night in Montevideo from Buenos Aires
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.