Valentines Vacations from $661

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The Latest Valentines vacation packages

Price found within the past 48 hours. Click for updated prices.
Esplendor by Wyndham Montevideo Cervantes

Esplendor by Wyndham Montevideo Cervantes

4 out of 5
Montevideo Centro
Price was $700, price is now $661 per person
$661
per person
Oct 22 - Oct 27
found 18 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Montevideo (MVD)
8/10 Very Good! (836 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 get a chance to use it. Good variety for breakfast

Reviewed on Sep 19, 2025

Anastasio Hotel & Beach Club

Anastasio Hotel & Beach Club

4 out of 5
Price was $1,559, price is now $1,322 per person
$1,322
per person
Nov 27 - Nov 30
found 20 hours ago
Roundtrip flight included
New York (JFK) to Montevideo (MVD)
9/10 Wonderful! (54 reviews)
Overall it was wonderful. Right on the beach. Staff were amazing. Breakfast was great and everyone was so fun and nice. I booked thru Expedia and thought it was a bit expensive. But overall loved it

Reviewed on Jan 1, 2025

Hotel Montevideo - Leading Hotels of the World

Hotel Montevideo - Leading Hotels of the World

5 out of 5
Pocitos
Price was $1,499, price is now $1,318 per person
$1,318
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Montevideo (MVD)
9.6/10 Exceptional! (365 reviews)
Excellent experience, nice staff, so friendly. Rooms and building are very nice. A bit congested and limited drop off and pick up area, specially during pick time hours.

Reviewed on Aug 30, 2025

Regency Golf - Hotel Urbano

Regency Golf - Hotel Urbano

4 out of 5
Punta Carretas
Price was $1,128, price is now $995 per person
$995
per person
Nov 27 - Nov 30
found 20 hours ago
Roundtrip flight included
New York (JFK) to Montevideo (MVD)
8.6/10 Excellent! (874 reviews)
Hotel is located close to some good restaurants, shopping and rambla. They need to work in the cleanliness of the rooms. Red pillows were stained and dirty !! Light in room does not working. They need to work in the details !

Reviewed on Aug 26, 2025

Regency Way Montevideo Hotel

Regency Way Montevideo Hotel

3.5 out of 5
Pocitos
Price was $1,117, price is now $990 per person
$990
per person
Nov 27 - Nov 30
found 20 hours ago
Roundtrip flight included
New York (JFK) to Montevideo (MVD)
8.8/10 Excellent! (1,002 reviews)
Excellent customer service. I have stayed here before but this time Ana was the difference. She was very helpful and made sure everything was perfect and took care of everything. I needed some help with luggage, getting a taxi at 4:30am. She even made sure I had refreshments ready for my early departure to the airport. This is my new home away from home. Thanks Ana

Reviewed on Sep 4, 2025

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Valentines Hotel Deals

Estancia Los Platanos

Estancia Los Platanos

3 out of 5
Ruta 7 Km 234, Valentines, Treinta y Tres
$120 nightly
The price is $120 total per night from Oct 15 to Oct 16
$120 total
Oct 15 - Oct 16
9.6/10 Exceptional! (8 reviews)
"The owners of this generational family farm are so warm and welcoming. They have a very special place and do an amazing job of helping their guests experience everything wonderful about living in the countryside. We really enjoyed horseback riding at sunset, delicious home-cooked meals, and a starry ..."

Reviewed on Feb 23, 2025

Estancia Los Platanos
See all properties in Valentines
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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Frequently asked questions

How much does a Valentines vacation package cost?
You'll find cheap prices from $661 on Expedia for your Valentines escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Valentines costs.
What are the cheapest months to go to Valentines?
December, January and February are great times to look for cheap Valentines vacation packages. Opting to travel in less busy periods means you can typically find lower prices on flights and hotels.
How many days is enough for Valentines?
The ideal duration for your Valentines vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you enough time to hit all the main attractions and explore some hidden spots along the way.
How to find the best Valentines package deals?
Start your search for a Valentines package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Valentines package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Valentines adventure underway.
Is it cheaper to book a Valentines vacation as a package?
You can enjoy significant savings on your next Valentines retreat by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Valentines?
Score amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Valentines vacation.
Does Expedia offer Book Now, Pay Later Valentines vacation packages?
If you're anything like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Valentines break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.