Winkler Vacations

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Find the Best Winkler Vacation Packages

Winkler Hotel Deals

Days Inn & Suites by Wyndham Winkler

Days Inn & Suites by Wyndham Winkler

2.5 out of 5
395 Boundary Trail, Winkler, MB
Fully refundableReserve now, pay when you stay
The price is AED 320 per night from Aug 31 to Sep 1
AED 320
AED 359 total
31 Aug - 1 Sep
includes taxes & fees
8.8/10 Excellent! (539 reviews)
"It was good"

Reviewed on 20 August 2025

Days Inn & Suites by Wyndham Winkler
Best Western Plus Winkler

Best Western Plus Winkler

2.5 out of 5
1705 Diamond Dr, Winkler, MB
Fully refundableReserve now, pay when you stay
The price is AED 347 per night from Sep 14 to Sep 15
AED 347
AED 389 total
14 Sep - 15 Sep
includes taxes & fees
9.4/10 Exceptional! (280 reviews)
"Stay was quite nice, although there are a few things worth noting. We were in a suite capable of sleeping 6 people, there were only 2 bath towels, no flat sheet for the convertible bed, there was one small bar of soap for the sink and shower and the smallest bottle of shampoo. Staff was super helpful ..."

Reviewed on 19 August 2025

Best Western Plus Winkler
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
851 Main Street, Winkler, MB
8.8/10 Excellent! (317 reviews)
"Always a good place sad its gone"

Reviewed on 2 May 2025

Get rates
Quality Inn & Suites
See all 13 properties in Winkler
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.

Discover the most popular places to visit in Winkler

Bethel Heritage Park

Explore the great outdoors at Bethel Heritage Park, a lovely green space in Winkler. Discover the stargazing spots while you're in the area.

Bethel Heritage Park

Winkler Aquatic Centre

Bring your family to Winkler Aquatic Centre and enjoy the excitement of this amusement park in Winkler. Discover the stargazing spots while you're in the area.

Winkler Aquatic Centre

PW Enns Centennial Concert Hall

You can enjoy a show at PW Enns Centennial Concert Hall during your trip to Winkler. Discover the stargazing spots while you're in the area.

PW Enns Centennial Concert Hall

Frequently asked questions

How much does a Winkler vacation package cost?
You can pick up a vacation package to this destination on Expedia. But how much your vacation to Winkler costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Winkler?
If you're hoping to book a cheap Winkler vacation package, consider planning a trip in January, May and November. You'll typically find better rates on hotels and flights during these quieter months — ideal for budget-conscious travelers.
How to find the best Winkler package deals?
Use Expedia's filters to find some terrific Winkler package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Winkler package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Winkler vacation as a package?
You can enjoy significant savings on your Winkler escape by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Winkler?
If you've got your Winkler travel dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Winkler?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Winkler.
  2. Set your budget: Factor in costs such as flights, food and transportation when calculating how much to save for your trip to Winkler. Then, choose a property that matches your budget, whether that's a low-cost option or a more upscale getaway.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to experience in Winkler. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your accommodations and airfare: After you've nailed down your travel dates and duration, book the ideal Winkler vacation package for you.