San Jose Vacations & Trips from $1,057

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Your San Jose Vacation

Design the adventure you've always desired with a customized San Jose vacation package. A good starting point is San Jose de Mayo, where you can experience history, culture and many other highlights. Your trip to San Jose wouldn't be complete without checking out some of its best cities, starting with Juan Soler, Mal Abrigo and Ciudad del Plata. From the moment you book your San Jose vacation to the second you come back home, Expedia will be with you every step of the way.

Top destinations in San Jose

Ruta 11,uruguay
FlightsFlightsHotelsHotels

San Jose de Mayo

San Jose de Mayo

The Latest San Jose Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Puerto Mercado Hotel

Puerto Mercado Hotel

3.5 out of 5
Ciudad Vieja
Price was $1,212, price is now $1,057 per person
$1,057
per person
Jan 14 - Jan 19
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montevideo (MVD)
8.6/10 Excellent! (735 reviews)
The whole crew was great! Great location. Small but Very charming room. Highly recommended

Reviewed on Nov 7, 2025

Regency Way Montevideo Hotel

Regency Way Montevideo Hotel

3.5 out of 5
Pocitos
Price was $1,312, price is now $1,128 per person
$1,128
per person
Jan 14 - Jan 19
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montevideo (MVD)
8.8/10 Excellent! (1,000 reviews)
The rooms were clean. The breakfast was very good. The staff were polite although not particularly helpful when looking for amenties and attractions through the city.

Reviewed on Dec 12, 2025

Regency Rambla Design Apart Hotel

Regency Rambla Design Apart Hotel

3.5 out of 5
Carrasco
Price was $1,326, price is now $1,141 per person
$1,141
per person
Jan 14 - Jan 19
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montevideo (MVD)
8.4/10 Very Good! (385 reviews)
Own Montevideo

Own Montevideo

4 out of 5
Punta Carretas
Price was $1,326, price is now $1,155 per person
$1,155
per person
Jan 14 - Jan 19
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montevideo (MVD)
8.8/10 Excellent! (535 reviews)
Muchas gracias, muy buena atencion y lugar, volveré

Reviewed on Oct 11, 2025

Hotel Montevideo - Leading Hotels of the World

Hotel Montevideo - Leading Hotels of the World

5 out of 5
Pocitos
Price was $1,438, price is now $1,278 per person
$1,278
per person
Jan 14 - Jan 19
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montevideo (MVD)
9.6/10 Exceptional! (389 reviews)
Clean room - comfortable bed - great staff Will stay again when I come back

Reviewed on Dec 1, 2025

Best Places to Vacation in San Jose

1. Plan your dream getaway to San Jose de Mayo

San Jose de Mayo is a charming destination in Uruguay, perfect for a cultural vacation. The city boasts a unique atmosphere, with its rich history and vibrant local culture. Visitors can immerse themselves in the local theater scene, as the city is known for its theatrical productions. In addition to theater, there are plenty of activities for travelers to enjoy, such as destination activities and sightseeing tours. Whether exploring the historic landmarks or indulging in the local cuisine, San Jose de Mayo offers a delightful cultural experience for travelers seeking an authentic Uruguayan vacation.

  • The peak season is from February to April
  • The off-peak season is from October to December

Find the Best San Jose Vacation Packages

San Jose Essential Information

Language
Spanish
Currency
Uruguayan pesos
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Carrasco Intl. Airport (MVD)

San Jose Hotel Deals

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
$108 nightly
The price is $110 total per night from Dec 14 to Dec 15
$110 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Amazing stay, amazing food and service

Reviewed on Dec 2, 2025

Dazzler by Wyndham Montevideo
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
$158 nightly
The price is $160 total per night from Dec 13 to Dec 14
$160 total
Dec 13 - Dec 14
Total with taxes and fees
8.4/10 Very Good! (841 reviews)
Probably one of the best hotel experiences I’ve ever had. Perfect location, affordable, excellent service. Great all around.

Reviewed on Dec 3, 2025

Radisson Montevideo Victoria Plaza Hotel
Hotel Montevideo - Leading Hotels of the World

Hotel Montevideo - Leading Hotels of the World

5 out of 5
2905 José Benito Lamas Montevideo
Fully refundableReserve now, pay when you stay
$185 nightly
The price is $187 total per night from Dec 16 to Dec 17
$187 total
Dec 16 - Dec 17
Total with taxes and fees
9.6/10 Exceptional! (402 reviews)
very good

Reviewed on Dec 3, 2025

Hotel Montevideo - Leading Hotels of the World
See all 250 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.
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All Inclusive Vacations
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Kid Friendly Vacations

Frequently asked questions

How much does a San Jose vacation package cost?
Perhaps less than you imagined — from only $1,057, in fact! By combining flights, hotels and car rentals into a customized vacation package, your trip to San Jose is only clicks away.
How do I get a cheap travel package to San Jose?
It's as simple as bundling. Flights, rental cars and hotels — combine whatever you need into a San Jose vacation package to save loads of cash. Score even more discounts when you add extras such as experiences or tours to your booking. But that's not the only impressive part. You have the freedom to tailor your trip your own way. We offer over 550 partner airlines and 1,000,000 hotels throughout the world, so that everyone has a chance to travel and live out those vacation dreams.
How far in advance should I book my San Jose vacation?
Search Expedia to compare international airfares as soon as possible. You can normally purchase a ticket up to 12 months before departure. If it's too early for your preferred air carrier, or you've left things to the last minute, don't worry. The lowest prices to San Jose sometimes appear within weeks of departure.
What does an Expedia San Jose travel package include?
Flights, hotels and rental cars, or any combination of them — it's your pick! Whether you're headed to San Jose with the family or traveling with your friends, there's a bundle to match your budget and style. Once you've made your booking, why not add on some tours and experiences?
What should I know before booking a San Jose travel package?
When you book your hotels, flights and car rentals together, you'll score incredible discounts. Whether you're planning a mountain getaway in a cabin or prefer to stay in a fancy hotel in the city, Expedia will help make it happen.
Can I choose my airline with a San Jose Expedia vacation package?
Yes, you can. We offer more than 550 airline partners across the globe, so go with the carrier that's a good fit for your travel preferences.
Does Expedia offer Book Now, Pay Later San Jose vacation packages?
Expedia works with online lender Affirm to help ease any financial stress related to your trip. This may be useful if your reason for travel has arisen suddenly. Book Now, Pay Later and spread the price of your flight and hotel package over multiple installments.
If I'm not able to travel, can I cancel my San Jose vacation package?
Don't worry if you're rethinking your San Jose vacation package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally understand your circumstances can change suddenly, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in San Jose

Bartolome Maccio Theater

You can get tickets for a performance at Bartolome Maccio Theater during your stay in San Jose de Mayo. Take in the theater scene while you're in the area.

Bartolome Maccio Theater

What to do in San Jose

Visit to Winery Historic in Montevideo

Traditional and award-winning winery tour in Montevideo

$97
per adult
Traditional and award-winning winery tour in Montevideo
Montevideo Tailor-Made Experience — Private Tour with a Local

Montevideo Tailor-Made Experience — Private Tour with a Local

$280
per adult
100% of travellers recommend
Montevideo Tailor-Made Experience — Private Tour with a Local
Visit 2 wineries in a day

Visit 2 wineries in a day

$280
per adult
Visit 2 wineries in a day
See all activities in San Jose
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.