Winner Vacations from $1,202

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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!

The Latest Winner vacation packages

Price found within the past 48 hours. Click for updated prices.
Boutique Hotel Sablon by CW Hotel Collection

Boutique Hotel Sablon by CW Hotel Collection

4 out of 5
Historical Center Bruges
Price was $1,431, price is now $1,202 per person
$1,202
per person
Jun 23 - Jun 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Brussels (BRU)
9.4/10 Exceptional! (245 reviews)
Beautiful property and beautiful room. Shower was a bit weak but it did the job. Lovely Belgian chocolates waiting in the room was a nice touch. Great location!

Reviewed on Apr 24, 2026

Hotel de Orangerie by CW Hotel Collection - Small Luxury Hotels of the World

Hotel de Orangerie by CW Hotel Collection - Small Luxury Hotels of the World

4 out of 5
Historical Center Bruges
Price was $2,766, price is now $2,063 per person
$2,063
per person
Jul 15 - Jul 20
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Brussels (BRU)
9.6/10 Exceptional! (1,002 reviews)
It was everything I had hoped it to be. Very quaint and comfortable. Staff was very kind accommodating. Perfect setting for a romantic couple! Location is unbeatable. Would stay here again for sure!

Reviewed on May 1, 2026

Juliana Hotel & Spa - Brussels Centre

Juliana Hotel & Spa - Brussels Centre

5 out of 5
Lower Town
Price was $2,050, price is now $1,672 per person
$1,672
per person
Jun 24 - Jun 29
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Brussels (BRU)
9.2/10 Wonderful! (143 reviews)
I had a truly excellent stay at Juliana — the overall level of comfort, attention to detail and service is exactly what you would expect from a refined luxury property. The room, spa and overall atmosphere were outstanding, and the breakfast in particular deserves a special mention — one of the best I’ve experienced, with fresh, high-quality products and great execution. I would also like to highlight the concierge team, who were consistently kind, attentive and genuinely welcoming — a great asset to the hotel and a pleasure to interact with throughout my stay. If I may share one small observation, I believe the cocktail bar experience has the potential to be elevated to fully match the level of the rest of the hotel. With a slightly more structured approach, it could become a real highlight. Overall, a fantastic stay and I would absolutely return.

Reviewed on May 1, 2026

Falko Hotel

Falko Hotel

4 out of 5
Price was $2,259, price is now $1,923 per person
$1,923
per person
Jul 23 - Jul 28
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Brussels (BRU)
8.8/10 Excellent! (39 reviews)
The staff was very courteous and friendly. However, the room we were assigned on the first night was quite a shock. The shower was located in the bedroom with only a single glass wall for separation. There was no sofa and only one chair in the room, as well as just one small bath towel provided. Overall, the room felt more like a closet than a proper hotel room. Given the price we paid, we expected a much more decent accommodation. The following day, I requested a different room, which we received that evening. This room was significantly better and met our expectations. That said, I believe a discount should have been offered for the first night, which unfortunately did not happen. Overall, the hotel is very clean and modern.

Reviewed on Dec 17, 2025

Hotel Gheestelic hof by CW Hotel Collection

Hotel Gheestelic hof by CW Hotel Collection

3 out of 5
Historical Center Bruges
Price was $1,401, price is now $1,209 per person
$1,209
per person
Jun 23 - Jun 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Brussels (BRU)
8.8/10 Excellent! (362 reviews)
Excellent friendly service from front desk. Very nice breakfast. Close to all tourist areas. Would gladly stay there again.

Reviewed on May 5, 2026

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Winner Hotel Deals

Van der Valk Hotel Eindhoven

Van der Valk Hotel Eindhoven

3 out of 5
Aalsterweg 322 Eindhoven
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $133 total per night from May 13 to May 14
$133 total
May 13 - May 14
Total with taxes and fees
8.8/10 Excellent! (251 reviews)
Reception was again a delightful experience. The room was very clean and tidy with a bath. Staff were very pleasant, especially in the bar area. Breakfast was, and as always, a great experience. Plenty on offer to drink and eat in a buffet-style basis. I also liked the preparation and cooking of ...

Reviewed on May 4, 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
$74 nightly
The price is $101 total per night from May 17 to May 18
$101 total
May 17 - May 18
Total with taxes and fees
7.6/10 Good! (746 reviews)
Staff was rude and kicked out my guest who came to visit me before I left and he wasn’t even gonna stay the night. Will not stay in this brand ever again.

Reviewed on Apr 17, 2026

Campanile Hotel Eindhoven
Bastion Hotel Eindhoven Waalre

Bastion Hotel Eindhoven Waalre

3 out of 5
Laan van Diepenvoorde 30 Waalre
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $95 total per night from May 10 to May 11
$95 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (693 reviews)
​The room was dusty and didn't seem properly cleaned before my arrival. To make matters worse, no housekeeping or towel refills were provided after the first night. I later found out it’s an "on-request" service, but the staff failed to mention this at check-in. Very disappointed with the lack of ...

Reviewed on May 6, 2026

Bastion Hotel Eindhoven Waalre
See all 738 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.

Find the Best Winner Vacation Packages

Winner Essential Information

Language
Flemish
Currency
Euros

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Frequently asked questions

How much does a Winner vacation package cost?
Offering excellent value package deals from $1,202 on Expedia, you'll be surprised at how little a vacation to Winner costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Winner?
November, December and January are the best times to search for cheap Winner vacation packages. Traveling in less busy periods means you can typically find reduced prices on flights and accommodations.
How many days is enough for Winner?
With a well-organized schedule, you can easily visit the top Winner sights in a few days. But if you prefer to explore off the beaten track or go on day trips, consider booking your Winner vacation for longer.
How to find the best Winner package deals?
Bagging a cheap Winner package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Winner package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Winner vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Winner vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Winner?
Land amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Winner break.
Does Expedia offer Book Now, Pay Later Winner vacation packages?
Your Winner getaway is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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