Winner Vacations from $985

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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 - Adults Only

Hotel Biskajer by CW Hotel Collection - Adults Only

4 out of 5
Historical Center Bruges
Price was $1,434, price is now $985 per person
$985
per person
Apr 19 - Apr 25
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Brussels (BRU)
9.6/10 Exceptional! (207 reviews)
Thiscis a lovely little hotel very close to the center of Brugges but nestled on a quiet street out of the hustle and bustle.

Reviewed on Jan 3, 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
Save 100% on your flight
Price was $2,288, price is now $1,507 per person
$1,507
per person
Apr 19 - Apr 25
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Brussels (BRU)
9.6/10 Exceptional! (972 reviews)
Clean room, excellent service.

Reviewed on Jan 8, 2026

Boutique Hotel Sablon by CW Hotel Collection

Boutique Hotel Sablon by CW Hotel Collection

4 out of 5
Historical Center Bruges
Save 100% on your flight
Price was $1,646, price is now $1,096 per person
$1,096
per person
Apr 19 - Apr 25
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Brussels (BRU)
9.6/10 Exceptional! (191 reviews)
Staff all very helpful, assisting with tourist info and dining recomendations. Due to our early check-out we were offered a breakfast bag of goodies which were all fresh. Great service on all ronts.

Reviewed on Jan 20, 2026

Hôtel Aqua by HappyCulture

Hôtel Aqua by HappyCulture

3.5 out of 5
Ixelles
Price was $1,795, price is now $1,243 per person
$1,243
per person
Apr 20 - Apr 24
found 17 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Brussels (BRU)
8.8/10 Excellent! (1,000 reviews)
Loved my stay here. Comfortable hotel room, clean. Staff was friendly and helpful. Would stay here again and recommend to friends

Reviewed on Jan 19, 2026

Hotel Ter Brughe by CW Hotel Collection

Hotel Ter Brughe by CW Hotel Collection

4 out of 5
Historical Center Bruges
Price was $1,393, price is now $1,000 per person
$1,000
per person
Apr 19 - Apr 25
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Brussels (BRU)
9/10 Wonderful! (1,002 reviews)
Absolutely gorgeous little hotel! Right next to the canal, very homey and unique decor. Loved the wooden beams on the roof and throughout the building. Very quaint and quiet. Very friendly and helpful staff, very clean, and has all the facilities you would need for a nice stay. Even got a little parting gift of some delicious cookies! Cannot recommend enough, we'll definitely be back :)

Reviewed on Jan 16, 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 Feb 8 to Feb 9
$133 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (222 reviews)
Easy check-in Friendly, helpful staff Room was spacious, clean and comfortable bed. Food was amazing in the bar, restaurant and breakfast had a great selection Really enjoyed

Reviewed on Jan 26, 2026

Van der Valk Hotel Eindhoven
Fletcher Hotel Restaurant Weert

Fletcher Hotel Restaurant Weert

4 out of 5
Driesveldlaan 99 Weert
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $107 total per night from Feb 6 to Feb 7
$107 total
Feb 6 - Feb 7
Total with taxes and fees
7.8/10 Good! (374 reviews)
Good breakfast. Parking for the hotel is very tight and should only be done for small cars. City parking is readily available across the street

Reviewed on Jun 9, 2025

Fletcher Hotel Restaurant Weert
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
$97 nightly
The price is $123 total per night from Mar 1 to Mar 2
$123 total
Mar 1 - Mar 2
Total with taxes and fees
8.2/10 Very Good! (559 reviews)
Everyone is very friendly. The rooms are comfortable

Reviewed on Jan 18, 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 $985 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.