Winner Vacations from $1,544

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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.
Hotel Biskajer by CW Hotel Collection

Hotel Biskajer by CW Hotel Collection

4 out of 5
Historical Center Bruges
Price was $1,759, price is now $1,544 per person
$1,544
per person
May 10 - May 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Brussels (BRU)
9.6/10 Exceptional! (229 reviews)
Great location, beautiful boutique hotel. Breakfast was really good and well worth paying for. Would highly recommend

Reviewed on Mar 12, 2026

Boutique Hotel Sablon by CW Hotel Collection

Boutique Hotel Sablon by CW Hotel Collection

4 out of 5
Historical Center Bruges
Price was $2,287, price is now $1,831 per person
$1,831
per person
May 10 - May 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Brussels (BRU)
9.4/10 Exceptional! (224 reviews)
The hotel was lovely and the breakfast each morning was excellent. However, the room wasn't cleaned properly, with towels being left on the window sill and dust on surfaces. Location wise the hotel is great for exploring Bruges

Reviewed on Mar 14, 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 $2,620, price is now $2,146 per person
$2,146
per person
May 10 - May 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Brussels (BRU)
9.6/10 Exceptional! (996 reviews)
Location was fantastic. All of the staff were kind, courteous, and helpful.

Reviewed on Mar 20, 2026

Canal View Hotel Ter Brughe by CW Hotel Collection

Canal View Hotel Ter Brughe by CW Hotel Collection

4 out of 5
Historical Center Bruges
Price was $2,170, price is now $1,833 per person
$1,833
per person
May 10 - May 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Brussels (BRU)
9/10 Wonderful! (1,008 reviews)
This hotel was incredible everyone was so lovely during our stay and it feels like a farie tale it’s so cute and the staff was so nice

Reviewed on Mar 12, 2026

Grand Hotel Normandy by CW Hotel Collection

Grand Hotel Normandy by CW Hotel Collection

4 out of 5
Historical Center Bruges
Price was $1,825, price is now $1,596 per person
$1,596
per person
May 10 - May 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Brussels (BRU)
9.2/10 Wonderful! (661 reviews)
Beautiful hotel with an amazing friendly staff. Rooms are comfortable and breakfast is very good. Would recommend

Reviewed on Mar 18, 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 Apr 12 to Apr 13
$133 total
Apr 12 - Apr 13
Total with taxes and fees
8.8/10 Excellent! (232 reviews)
Everything was excellent

Reviewed on Mar 16, 2026

Van der Valk Hotel Eindhoven
Park Plaza Eindhoven

Park Plaza Eindhoven

4.5 out of 5
Geldropseweg 17 Eindhoven
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $126 total per night from Mar 29 to Mar 30
$126 total
Mar 29 - Mar 30
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Very clean room, lovely shower, great breakfast and excellent facilities

Reviewed on Feb 28, 2026

Park Plaza Eindhoven
NH Eindhoven Conference Centre Koningshof

NH Eindhoven Conference Centre Koningshof

4.5 out of 5
Locht 117 Veldhoven
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $118 total per night from Apr 12 to Apr 13
$118 total
Apr 12 - Apr 13
Total with taxes and fees
8.2/10 Very Good! (564 reviews)
The room and bedding were sparkling clean, staff friendly and the hotel was beautiful with lots to do. Will definitely stay there again

Reviewed on Feb 16, 2026

NH Eindhoven Conference Centre Koningshof
See all 686 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 $1,544 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.

Explore a world of travel with Expedia

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