Winterswijk Vacations from $989

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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.
Modern Houseboat With air Conditioning Located in Marina

Modern Houseboat With air Conditioning Located in Marina

2 out of 5
per person
Sep 19 - Sep 23
found 5 hours ago
Roundtrip non-stop flight included
New York (NYC) to Amsterdam (AMS)
No reviews
Canal Suites Amsterdam

Canal Suites Amsterdam

4 out of 5
Amsterdam City Centre
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
New York (JFK) to Amsterdam (AMS)
8.6/10 Excellent! (77 reviews)
The Amsterdam Canal suites are a great way to feel like you have your own apartment in the city. We found the bed and furniture very comfortable. Closing the blinds at night made for peaceful rest as long as the people above you are not walking around. Footsteps and furniture moving on the floor are noticeable from above if you are just trying for silence. We did not hear other sounds. Kitchen has needed equipment for preparing simple meals. TV and Internet were sufficient to downtime entertainment. We had some issues with cleanliness of the suite, but we were able to work with management to address timely. Shower is hot and water pressure good. We were happy with the location and it made for easy exploration of the city. Nearby restaurants, bakeries and grocery shopping were great.

Reviewed on Apr 6, 2025

Cousins Boutique Hotel

Cousins Boutique Hotel

3 out of 5
Maastricht-Centre Urban District
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip flight included
New York (NYC) to Amsterdam (AMS)
No reviews
House With Three Bathrooms, on a Holiday Park

House With Three Bathrooms, on a Holiday Park

2.5 out of 5
Save 100% on your flight
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Amsterdam (AMS)
No reviews
Pestana Amsterdam Riverside

Pestana Amsterdam Riverside

5 out of 5
Amsterdam South
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Amsterdam (AMS)
8.8/10 Excellent! (881 reviews)
Beautiful Hotel- Gorgeous Lobby- very convenient- lots of great restaurants close by- close to the ,market- Bikes to rent - very helpful staff

Reviewed on Jun 16, 2025

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Discover the most popular places to visit in Winterswijk

St. Jacob's Church

You can find out about the history of Winterswijk when you stop by St. Jacob's Church. Amble around the area's parks or visit its churches.

St. Jacob's Church

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

Boogie Woogie Foundation Institute for Arts and Culture

Explore the campus of Boogie Woogie Foundation Institute for Arts and Culture during your stay in Winterswijk. Amble around the area's parks or experience its jazz scene.

Boogie Woogie Foundation Institute for Arts and Culture

Winterswijk Hotel Deals

Fletcher Hotel Frerikshof
Fletcher Hotel Frerikshof
4 out of 5
Frerikshof 2, Winterswijk
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $112 total per night from Jul 27 to Jul 28
$112 total
Jul 27 - Jul 28
Total includes taxes and fees
7.2/10 Good! (183 reviews)
"We think the hotel was OK, needs a bit of an update, faster lift, better beds, a spare pillow should be provided, bigger TV in the room/ too small for the room size. The wifi was very slow and not really suitable to try and use for business purpose in my experience. It is nicely situated and the ..."

Reviewed on Oct 31, 2024

Fletcher Hotel Frerikshof
Boutique Hotel Nieuw Beusink
Boutique Hotel Nieuw Beusink
3 out of 5
Nieuw Beusinkweg 20, Winterswijk, gelderland
$123 nightly
The price is $139 total per night from Jul 3 to Jul 4
$139 total
Jul 3 - Jul 4
Total includes taxes and fees
9.2/10 Wonderful! (47 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
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $134 total per night from Jul 20 to Jul 21
$134 total
Jul 20 - Jul 21
Total includes taxes and fees
8.6/10 Excellent! (942 reviews)
Good night sleep
"Very well located and handy to town and railway. The hotel is good, newish with airy rooms, comfortable beds, and average breakfast. Cleanliness can be better- I found fake lashes in my shower that scared the hell out of me as I thought it was a spider."

Reviewed on Mar 24, 2025

IntercityHotel Enschede
See all 599 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 $989 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.