San Jose Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top San Jose Vacation Deals

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 CA $2,051, price is now CA $1,782 per person
CA $1,782
per person
May 26 - Jun 1
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Montevideo (MVD)
8.6/10 Excellent! (777 reviews)
Clean, good location

Reviewed on Feb 23, 2026

Own Montevideo

Own Montevideo

4 out of 5
Punta Carretas
Price was CA $2,267, price is now CA $1,923 per person
CA $1,923
per person
May 26 - Jun 1
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Montevideo (MVD)
8.8/10 Excellent! (566 reviews)
Great location , walking distance to boardwalk , shopping center & restaurants. Great staff & decent breakfast.

Reviewed on Mar 3, 2026

Regency Way Montevideo Hotel

Regency Way Montevideo Hotel

3.5 out of 5
Pocitos
Price was CA $2,154, price is now CA $1,839 per person
CA $1,839
per person
May 26 - Jun 1
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Montevideo (MVD)
8.8/10 Excellent! (1,001 reviews)
Bathroom broken and had bad odors, floor dirty I was so disappointed.

Reviewed on Apr 9, 2026

Regency Park Hotel

Regency Park Hotel

4 out of 5
Price was CA $2,494, price is now CA $2,152 per person
CA $2,152
per person
Jul 1 - Jul 8
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to Montevideo (MVD)
8.8/10 Excellent! (238 reviews)
Clean rooms, friendly staff, great location. Will stay again.

Reviewed on Mar 4, 2026

Regency Golf - Hotel Urbano

Regency Golf - Hotel Urbano

4 out of 5
Punta Carretas
Price was CA $2,134, price is now CA $1,842 per person
CA $1,842
per person
May 26 - Jun 1
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Montevideo (MVD)
8.6/10 Excellent! (908 reviews)
The hotel was really nice, wonderful staff, clean and comfortable room. Breakfast was good. I will come back.

Reviewed on Mar 26, 2026

San Jose Hotel Deals

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
The price is CA $256 per night from Apr 27 to Apr 28
CA $256
CA $259 total
Apr 27 - Apr 28
9.6/10 Exceptional! (497 reviews)
A really nice vintage hotel in the center of Montevideo!

Reviewed on Apr 10, 2026

Hotel Montevideo - Leading Hotels of the World
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
The price is CA $149 per night from Apr 15 to Apr 16
CA $149
CA $152 total
Apr 15 - Apr 16
8.2/10 Very Good! (1,007 reviews)
The breakfast was very poor , there is no. variation , always the same , no god ham , always the same cakes

Reviewed on Mar 27, 2026

Dazzler by Wyndham Montevideo
Palladium Business Hotel

Palladium Business Hotel

3.5 out of 5
Tomás de Tezanos 1146 Montevideo
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from May 3 to May 4
CA $90
CA $93 total
May 3 - May 4
8.4/10 Very Good! (625 reviews)
Every thing was fantastic

Reviewed on Mar 7, 2026

Palladium Business Hotel
See all 259 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
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Frequently asked questions

How much does a San Jose vacation package cost?
Tailor make your San Jose package from as little as CA $1,782. 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 vacation 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 vacation to San Jose is much closer than you thought!
How far in advance should I book my San Jose vacation?
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 vacation package?
Yes — that's one of the best things about an Expedia vacation 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 vacation 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

Montevideo Tailor-Made Experience — Private Tour with a Local

Tailor-made Montevideo: Private City Tour with a Local

CA $287
per adult
100% of travellers recommend
Tailor-made Montevideo: Private City Tour with a Local
Fortaleza del Cerro Montevideo Private Tour with Tickets

Fortaleza del Cerro Montevideo Private Tour with Tickets

CA $272
per adult
Fortaleza del Cerro Montevideo Private Tour with Tickets
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Montevideo Day Tour with Rio de la Plata Boat Ride

CA $924
per adult
100% of travellers recommend
Montevideo Day Tour with Rio de la Plata Boat Ride
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.