Winner 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*

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

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

Your Winner Vacation

Build a custom vacation package to Winner and get ready for your next great adventure. Stay in the neighborhood of Hamont, which is good for culture and history, for a true taste of this vibrant city. Wondering what to do or see first during your trip to Winner? Head for leading attractions such as City Hall Overpelt. Stop daydreaming and start doing. Check out the multitude of options on Expedia today and finally put your Winner vacation plans into gear!

Top Winner Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Monsieur Ernest

Monsieur Ernest

3 out of 5
Bruges Center
Price was CA $1,756, price is now CA $1,381 per person
CA $1,381
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Brussels (BRU)
8.8/10 Excellent! (531 reviews)
The staff were excellent and really helpful and kind. The room was spacious and bed was really comfortable. The bathroom was tired with a loose toilet seat and towel rail and the light was a tad temperamental. I think it would be beneficial for there to be an additional coffee machine or access to a kettle within the rooms, as the queue for coffee was substantial at breakfast time. Overall I would return to this property as we really enjoyed he location, the atmosphere and the friendly staff.

Reviewed on Oct 29, 2026

Hotel Montanus

Hotel Montanus

4 out of 5
Bruges Center
Price was CA $3,087, price is now CA $2,155 per person
CA $2,155
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Brussels (BRU)
9/10 Wonderful! (231 reviews)
The room was large and very nice with great amenities. We also really enjoyed going to the private and shaded garden with a glass of wine to relax in peace and quiet.

Reviewed on Jun 10, 2026

Craves Hotel

Craves Hotel

3 out of 5
Quartier du Centre - Centrumwijk
Price was CA $2,062, price is now CA $1,612 per person
CA $1,612
per person
Dec 6 - Dec 11
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to Brussels (BRU)
8.6/10 Excellent! (528 reviews)

Falko Hotel

Falko Hotel

4 out of 5
Price was CA $2,285, price is now CA $1,907 per person
CA $1,907
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Brussels (BRU)
8.6/10 Excellent! (51 reviews)

Hotel Cour Saint Georges by CW Hotel Collection

Hotel Cour Saint Georges by CW Hotel Collection

4 out of 5
Ghent City Centre
Price was CA $3,039, price is now CA $2,538 per person
CA $2,538
per person
Dec 24 - Dec 29
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Brussels (BRU)
7/10 Good! (4 reviews)
Excellent location to historic centre of Ghent

Reviewed on Oct 2, 2026

Ready to book your vacation to Winner?

 

Choose your dates

Winner Hotel Deals

Van der Valk Hotel Eindhoven

Van der Valk Hotel Eindhoven

Aalsterweg 322 Eindhoven
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Nov 5 to Nov 6
CA $143
CA $189 total
Nov 5 - Nov 6
includes taxes & fees
9/10 Wonderful! (319 reviews)
"Room size was big and overall amenities as well"

Reviewed on Oct 29, 2026

Van der Valk Hotel Eindhoven
Campanile Hotel Eindhoven

Campanile Hotel Eindhoven

3 out of 5
Noord Brabantlaan 309 Eindhoven
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Nov 22 to Nov 23
CA $102
CA $140 total
Nov 22 - Nov 23
includes taxes & fees
Campanile Hotel Eindhoven
Bastion Hotel Eindhoven Waalre

Bastion Hotel Eindhoven Waalre

Laan van Diepenvoorde 30 Waalre
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Nov 22 to Nov 23
CA $102
CA $140 total
Nov 22 - Nov 23
includes taxes & fees
8.4/10 Very good! (737 reviews)
"Room was clean and a comfortable bed. Free parking on site and gated. Very helpful staff. Breakfast was okay. All in all good stay."

Reviewed on Oct 12, 2026

Bastion Hotel Eindhoven Waalre
See all 786 properties in Winner
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 Winner vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,381 on Expedia. But how much your vacation to Winner costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Winner?
If you'd like to score a cheap Winner vacation package, consider visiting in January, February and March. You'll generally find lower rates on flights and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Winner?
With a well-organized itinerary, you can easily tick off the top Winner attractions in a few days. But if you want to discover lesser-known spots or take day trips, consider booking your Winner vacation for longer.
How to find the best Winner package deals?
Begin your search for a Winner package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Winner package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Winner escape underway.
Is it cheaper to book a Winner vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customize your Winner escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Winner?
Land incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Winner adventure.
How to plan a trip to Winner?

  1. Pick your travel dates: The things you plan to do in Winner and your preferred season can help you decide when to go.
  2. Budget wisely: As well as the cost of your stay, you should consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Winner.
  3. Work out your trip length: Think about how long you want to spend exploring Winner. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Winner vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.