Winterswijk Vacations from $849

Book a Hotel + Flight or Car together to unlock savings

Your Winterswijk Vacation

With everything organized before you go, our Winterswijk vacation packages let you simply focus on having a good time! One place to base yourself in this fascinating city is Heelweg, which is good for festivals and culture. Every trip to Winterswijk needs a well-planned itinerary. Fill yours with big-name attractions like Boogie Woogie Foundation Institute for Arts and Culture, Winterswijk City Park and St. Jacobs Church. Browse Expedia's wide range of travel options and begin planning your ideal vacation to Winterswijk today.

The Latest Winterswijk vacation packages

Price found within the past 48 hours. Click for updated prices.
Grand Canal Boutique Hotel

Grand Canal Boutique Hotel

4 out of 5
Amsterdam City Centre
Price was $1,112, price is now $849 per person
$849
per person
Feb 2 - Feb 8
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Amsterdam (AMS)
8.4/10 Very Good! (905 reviews)
Quiet, atmospheric situation and room; charming, helpful staff.

Reviewed on Oct 30, 2025

Conservatorium Hotel (Operated by Mandarin Oriental)

Conservatorium Hotel (Operated by Mandarin Oriental)

5 out of 5
Museum Quarter
Save 100% on your flight
Price was $4,026, price is now $3,091 per person
$3,091
per person
Dec 30 - Jan 5
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Amsterdam (AMS)
9.6/10 Exceptional! (541 reviews)
Staff was amazing, only one (minor) complaint. The lighting in the room as well as the elevator was very dark. I needed to use my iPhone flashlight :-)

Reviewed on Oct 9, 2025

The Hoxton, Lloyd Amsterdam

The Hoxton, Lloyd Amsterdam

4 out of 5
Amsterdam East
Price was $2,045, price is now $1,609 per person
$1,609
per person
Dec 30 - Jan 5
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Amsterdam (AMS)
9.2/10 Wonderful! (505 reviews)
Beautiful, stylish room in a stunning building. The Hoxton had everything we needed as well as being a simple few stops on the tram from the Central Station. We would happily return.

Reviewed on Nov 6, 2025

De L'Europe Amsterdam

De L'Europe Amsterdam

5 out of 5
Amsterdam City Centre
Price was $2,480, price is now $2,033 per person
$2,033
per person
Dec 27 - Dec 31
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Amsterdam (AMS)
9.6/10 Exceptional! (895 reviews)
Everything from the service, to the amenities, to the room was stellar. One of my best hotel stays!

Reviewed on Oct 31, 2025

Beautiful Holiday Home With Spacious Garden

Beautiful Holiday Home With Spacious Garden

3 out of 5
Price was $1,611, price is now $1,322 per person
$1,322
per person
Dec 12 - Dec 16
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Amsterdam (AMS)
No reviews
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Discover the most popular places to visit in Winterswijk

St. Jacob's Church

St. Jacob's Church is just one of the places to see in Winterswijk, so why not enjoy the other things to explore during your travels? Experience the area's jazz scene and festivals.

St. Jacob's Church

Winterswijk City Park

Explore the great outdoors at Winterswijk City Park, a lovely green space in Winterswijk. Experience the area's jazz scene and festivals.

Winterswijk City Park

Winterswijk Market

You can enjoy retail therapy at Winterswijk Market during your trip to Winterswijk. Amble around the area's parks or visit its monuments.

Winterswijk Market

Winterswijk Hotel Deals

Fletcher Hotel Frerikshof

Fletcher Hotel Frerikshof

4 out of 5
Frerikshof 2, Winterswijk
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $82 total per night from Nov 30 to Dec 1
$82 total
Nov 30 - Dec 1
Total with taxes and fees
7.2/10 Good! (188 reviews)
I had the impression that FLETCHER Hotels stood for "COMFORT" but if this is what they describe as "comfort", I'll certainly would never stay at any of this hotel group's properties again. The rooms are small and very sparsely furnished and the lighting is so minimal that it is laughable. Did Pinochhio ...

Reviewed on Nov 1, 2024

Fletcher Hotel Frerikshof
Boutique Hotel Nieuw Beusink

Boutique Hotel Nieuw Beusink

3 out of 5
Nieuw Beusinkweg 20, Winterswijk, gelderland
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $125 total per night from Nov 11 to Nov 12
$125 total
Nov 11 - Nov 12
Total with taxes and fees
9.2/10 Wonderful! (48 reviews)
Grounds were lovely with lots of spaces to enjoy ponds and even outdoor fire.

Reviewed on May 14, 2019

Boutique Hotel Nieuw Beusink
IntercityHotel Enschede

IntercityHotel Enschede

4 out of 5
Willem Wilminkplein 5, Enschede
$144 nightly
The price is $164 total per night from Dec 5 to Dec 6
$164 total
Dec 5 - Dec 6
Total with taxes and fees
8.6/10 Excellent! (975 reviews)
Muy buena ubicación, aunque fue complicado llegar al hotel por contracciones cerca

Reviewed on Nov 5, 2025

IntercityHotel Enschede
See all 555 properties in Winterswijk
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 Winterswijk Vacation Packages

Winterswijk Essential Information

Language
Dutch
Currency
Euros
Local Welcome
Hallo
Local Goodbye
Dag
Population
29,600
Max Temp Winter
40ºF
Max Temp Summer
70ºF
Top Sights
Wijngaard Hesselink, Boogie Woogie Foundation Institute for Arts and Culture and Winterswijk Market

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Frequently asked questions

How much does a Winterswijk vacation package cost?
You'll find cheap prices from $849 on Expedia for your Winterswijk break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Winterswijk costs.
What are the cheapest months to go to Winterswijk?
If you'd like to score a cheap Winterswijk vacation package, consider visiting in May, July and August. You're likely to find lower rates on hotels and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Winterswijk?
The ideal length for your Winterswijk vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to go to all the main sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Winterswijk?
During your Winterswijk vacation, you can look forward to experiencing some excellent nature and camping. Leave enough time in your itinerary to check out leading sights like St. Jacob's Church and Boogie Woogie Foundation Institute for Arts and Culture.
How to find the best Winterswijk package deals?
Landing a cheap Winterswijk package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Winterswijk 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 generally lower.
Is it cheaper to book a Winterswijk vacation as a package?
You can enjoy significant savings on your Winterswijk break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Winterswijk?
If you have your Winterswijk vacation dates locked in, book as soon as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Winterswijk?

  1. Choose when to get away: Check your diary and get your bags packed. Your favorite time of year and the activities on offer will also help you decide when to escape to Winterswijk.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to activities and flights. Your accommodations will likely be the largest expense during your trip to Winterswijk.
  3. Use our trip planning tool to discover Winterswijk: Research every aspect of your trip to Winterswijk with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how many days away: Start by compiling a list of the attractions you'd like to get to in Winterswijk. Then, estimate how long you'll need for each, including any travel time.
  5. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Winterswijk vacation package that brings all your bookings together.
  6. Book any excursions or activities: Here's the fun part — locking in everything you want to do and see. Explore some of the incredible things to do in Winterswijk and book your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Winterswijk vacation packages?
Your Winterswijk getaway should be an escape from your busy life, not a reason for money worries. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any 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.