Winterswijk Vacations from $704

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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.
Beach Villa in North Holland With Patio

Beach Villa in North Holland With Patio

3 out of 5
Price was $892, price is now $704 per person
$704
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Amsterdam (AMS)
No reviews
Holiday Home by Zuidlaardermeer Jetty

Holiday Home by Zuidlaardermeer Jetty

3 out of 5
Price was $1,991, price is now $1,505 per person
$1,505
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Amsterdam (AMS)
No reviews
Hotel Fita

Hotel Fita

3 out of 5
Museum Quarter
Price was $1,615, price is now $1,276 per person
$1,276
per person
Oct 23 - Oct 28
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Amsterdam (AMS)
9.4/10 Exceptional! (950 reviews)
we had a sweet little room on the main floor but we were VERY thankful that we were not assigned to a room on the second or third floor because there was a killer staircase to deal with.

Reviewed on Sep 20, 2025

Rosewood Amsterdam

Rosewood Amsterdam

5 out of 5
Amsterdam City Centre
Save 100% on your flight
Price was $2,974, price is now $2,359 per person
$2,359
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Amsterdam (AMS)
10/10 Exceptional! (6 reviews)
Excellent hotel all around. It’s hard to compare to any other 5 star hotel I’ve stayed it. The rooms are spacious and beautifully designed. Staff provide excellent customer experience and very attentive at all times. Excellent location in the heart of Amsterdam!

Reviewed on Aug 7, 2025

Grand Canal Boutique Hotel

Grand Canal Boutique Hotel

4 out of 5
Amsterdam City Centre
Price was $1,068, price is now $850 per person
$850
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Amsterdam (AMS)
8.4/10 Very Good! (890 reviews)
We loved our stay here. It was such a great location. Our room was large, the beds were comfortable, and the staff were helpful and friendly. They provide coffee, tea, and filtered water for free in the lobby. If you stay, don’t miss Wolf Bakery only 1/2 a block away.

Reviewed on Sep 20, 2025

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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
$87 nightly
The price is $100 total per night from Sep 28 to Sep 29
$100 total
Sep 28 - Sep 29
Total with taxes and fees
7.2/10 Good! (186 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
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $139 total per night from Oct 19 to Oct 20
$139 total
Oct 19 - Oct 20
Total with 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
$150 nightly
The price is $171 total per night from Oct 12 to Oct 13
$171 total
Oct 12 - Oct 13
Total with taxes and fees
8.6/10 Excellent! (963 reviews)
Great Hotel in the heart of enschede
"The location of the hotel is great next to Train and Bus station and also right next to the city center. Most importantly, the staff are simply wonderful and extremely nice and always ready to help."

Reviewed on Sep 2, 2025

IntercityHotel Enschede
See all 592 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.

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Frequently asked questions

How much does a Winterswijk vacation package cost?
You'll find cheap prices from $704 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.

Explore a world of travel with Expedia

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.