Valentines Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

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

    Plan, book, and manage your trip all in one place

Top Valentines Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Opta Coliving

Opta Coliving

Punta Carretas
CA $2,415
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Montevideo (MVD)
9.2/10 Wonderful! (214 reviews)
Regency Way Montevideo Hotel

Regency Way Montevideo Hotel

Pocitos
CA $2,469
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Montevideo (MVD)
8.8/10 Excellent! (1,002 reviews)
Excellent location and superb staff

Reviewed on Jul 31, 2026

Regency Golf - Hotel Urbano

Regency Golf - Hotel Urbano

Punta Carretas
CA $2,507
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Montevideo (MVD)
8.6/10 Excellent! (942 reviews)
Regency Park Hotel

Regency Park Hotel

CA $2,502
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Montevideo (MVD)
8.8/10 Excellent! (249 reviews)
Has heated indoor pool and hot tub. Breakfast was typical South American buffet with fruits, yogurt, breads,cereals, eggs, and small sausage links. Billiard table on 2nd floor. My only upgraded that in my opinion is the shower/bathtub should be converted to walk in shower. I slipped getting out and hurt myself pretty good.

Reviewed on Jul 28, 2026

Hispano Hotel

Hispano Hotel

Montevideo Centro
CA $2,574
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Montevideo (MVD)
7/10 Good! (166 reviews)

Ready to book your vacation to Valentines?

Choose your dates

Valentines Hotel Deals

Estancia Los Platanos

Estancia Los Platanos

Ruta 7 Km 234 Valentines Treinta y Tres
CA $165
CA $165 total
Aug 26 - Aug 27
9.8/10 Exceptional! (13 reviews)
"Hermoso lugar para estar en contacto directo con la naturaleza y la vida de campo"

Reviewed on May 19, 2026

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.

Frequently asked questions

How much does a Valentines vacation package cost?
You'll find cheap prices from CA $2,415 on Expedia for your Valentines getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Valentines costs.
What are the cheapest months to go to Valentines?
April, June and August are the best times to search for cheap Valentines vacation packages. Choosing to travel in less busy months means you can usually find better prices on accommodations and flights.
How many days is enough for Valentines?
With a well-organized travel plan, you can easily hit the most popular Valentines attractions in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Valentines vacation for longer.
How to find the best Valentines package deals?
Begin your search for a Valentines package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Valentines package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Valentines escape off to a flying start.
Is it cheaper to book a Valentines vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Valentines vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Valentines?
If you're considering a spontaneous Valentines getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Valentines?
  1. Pick your travel dates: The things you'd like to do in Valentines and your favourite season will help you decide when to go.
  2. Set a budget: Consider costs like flights, food and transportation when working out how much to put aside for your trip to Valentines. Then, pick a hotel that works with your budget, whether that's a wallet-friendly stay or a lavish getaway.
  3. Decide how long to go for: Now that you're more familiar with Valentines, you can figure out the ideal length of your vacation. Pull together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Valentines vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.