San Jose Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in San Jose

A cobblestone street flanked by historic buildings, a church with two towers, and a clear blue sky.

San Jose de Mayo

San Jose de Mayo

Top hotels in San Jose

Dazzler by Wyndham Montevideo

Dazzler by Wyndham Montevideo

21 de Setiembre 2752 Montevideo
Fully refundableReserve now, pay when you stay
2.643.429 ₫
2.695.465 ₫ total
4 Oct - 5 Oct
8.2/10 Very good! (1,002 reviews)
"Hotel is in a great location. Central to La Rambla and Punta Carretas shopping centre. Staff on arrival were friendly and welcoming. During our stay the staff did feel bothered when asked questions especially when we had issues with our room cards. Unfortunately the facilities need an upgrade. The ..."

Reviewed on 18 Sept 2026

Dazzler by Wyndham Montevideo
Costanero Hotel Montevideo - MGallery Collection

Costanero Hotel Montevideo - MGallery Collection

Rambla Republica del Peru 1371 Montevideo
Fully refundableReserve now, pay when you stay
4.425.662 ₫
4.477.698 ₫ total
23 Sept - 24 Sept
9.6/10 Exceptional! (471 reviews)
"I did not like the glass wall in the bathroom! I was with my brother and we need to take shower with the lights off"

Reviewed on 20 Sept 2026

Costanero Hotel Montevideo - MGallery Collection
Hotel Montevideo - Leading Hotels of the World

Hotel Montevideo - Leading Hotels of the World

2905 José Benito Lamas Montevideo
Fully refundableReserve now, pay when you stay
4.813.330 ₫
4.865.366 ₫ total
22 Sept - 23 Sept
9.6/10 Exceptional! (577 reviews)
"The hotel is a beautiful vintage hotel, well located. I like its retro style, and the food is awesome."

Reviewed on 9 Sept 2026

Hotel Montevideo - Leading Hotels of the World
See all 261 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 1null000null000 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.

Stay near popular San Jose attractions

Bartolome Maccio Theater

You can get tickets for a performance at Bartolome Maccio Theater on your trip to San Jose de Mayo. Take in the theatre scene while you're in the area.
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Kartodromo Luis Pedro Serra

You can take time to visit Kartodromo Luis Pedro Serra during your travels to San Jose de Mayo. Take in the theatre scene while you're in the area.
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