San Jose Vacations & Trips from $963

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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.
Regency Way Montevideo Hotel

Regency Way Montevideo Hotel

3.5 out of 5
Pocitos
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Montevideo (MVD)
8.8/10 Excellent! (1,000 reviews)
This property is conveniently located, offers a reasonably varied breakfast, and the rooms are spacious and well furnished. Excellent water pressure. But the standout feature is the staff. They are so kind and helpful, trying hard to accommodate every need. They really made our stay a pleasant one, especially given that we had to land at this hotel at the last minute when our Airbnb didn’t work out. Bonus: they are pet friendly! Things to know: The hallways can be a bit noisy and the doors close very loudly Beds are firm (typical for the region)

Reviewed on Jul 1, 2025

Regency Golf - Hotel Urbano

Regency Golf - Hotel Urbano

4 out of 5
Punta Carretas
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Montevideo (MVD)
8.6/10 Excellent! (856 reviews)
Front desk were very nice. Not so much for dining area. Hygene none existi n g.

Reviewed on Apr 21, 2025

Regency Park Hotel

Regency Park Hotel

4 out of 5
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Montevideo (MVD)
8.8/10 Excellent! (215 reviews)
It was little below my expectations. I would not stay this hotel again

Reviewed on Mar 8, 2025

Hotel Montevideo - Leading Hotels of the World

Hotel Montevideo - Leading Hotels of the World

5 out of 5
Pocitos
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Montevideo (MVD)
9.6/10 Exceptional! (328 reviews)
Great property. Rooms were very comfortable and the rooftop is fabulous!

Reviewed on Jun 13, 2025

Own Montevideo

Own Montevideo

4 out of 5
Punta Carretas
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Montevideo (MVD)
8.8/10 Excellent! (505 reviews)
This is my second time staying at OWN Montevideo. We had an excellent stay, mainly due to the friendly and caring staff. Also, it is particularly convenient that they serve breakfast until 11 am.

Reviewed on Jun 14, 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

Best months to visit San Jose

Looking for the best time to visit San Jose? Our table will help you. San Jose boasts a year-round average temperature of 62.6°F, reaching a peak of 74.8°F in January, its warmest month, and dropping to an average low of 51.3°F in July, the coolest month. The annual rainfall averages 104.7mm, with February experiencing the heaviest showers, while June is the driest month.

Monthcalendar iconTemperature (Fahrenheit)temperature iconRainfallrain iconCloud coveragecloud icon
January74.8Light RainSunny
February73.4Light RainMostly Sunny
March69.6Light RainMostly Sunny
April64.2Light RainMostly Sunny
May58.3Light RainMostly Sunny
June53.1Light RainMostly Sunny
July51.3Light RainMostly Sunny
August53.6Light RainMostly Sunny
September55.8Light RainMostly Sunny
October60.1Light RainMostly Sunny
November65.8Light RainMostly Sunny
December71.2Light RainSunny

How to save money on a vacation to San Jose

  • Combine your flights with hotels or car rentals to save money, especially in San Jose.
  • Take advantage of Expedia's OneKey program to collect points and save money.
  • Utilize the helpful search filters on Expedia to find the perfect accommodation within your price range.
  • Consider traveling during the off-peak season in San Jose, which is from June to August, for better deals.
  • Use the search filter for price limits on Expedia to find a package deal that suits your budget.
  • Discover the best vacation experience for you by using the travel experience filter on Expedia, whether it's a family, romantic, or adventurous getaway.

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, Pocitos, Montevideo
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $97 total per night from Jul 11 to Jul 12
$97 total
Jul 11 - Jul 12
8/10 Very Good! (1,002 reviews)
"I had stayed at the Dazzler. It simoly was as good as it has always been."

Reviewed on Jun 30, 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
$79 nightly
The price is $79 total per night from Jul 20 to Jul 21
$79 total
Jul 20 - Jul 21
8/10 Very Good! (810 reviews)
"Staff muy amable y predispuesto."

Reviewed on Jun 28, 2025

Esplendor by Wyndham Montevideo Cervantes
Palladium Business Hotel
Palladium Business Hotel
3.5 out of 5
Tomás de Tezanos 1146, Montevideo
Fully refundableReserve now, pay when you stay
$54 nightly
The price is $54 total per night from Jul 13 to Jul 14
$54 total
Jul 13 - Jul 14
8.4/10 Very Good! (581 reviews)
"Parking is limited. Food is delicious. Staff is great."

Reviewed on Apr 22, 2025

Palladium Business Hotel
See all 215 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a San Jose vacation package cost?
Perhaps less than you imagined --- from only $963, 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

Best Shared Tour of Montevideo for Cruise Passengers

Discover Montevideo in a Small Group: Unique Cruise Experience

$65
per adult
Discover Montevideo in a Small Group: Unique Cruise Experience
2-Days and 1 Night in Montevideo from Buenos Aires

2-Days and 1 Night in Montevideo from Buenos Aires

$1,070
per traveler
2-Days and 1 Night in Montevideo from Buenos Aires
Private Castillo Viejo Winery Tour from Las Piedras

Private Castillo Viejo Winery Tour from Las Piedras

$90
per adult
Private Castillo Viejo Winery Tour from Las Piedras
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.