Winkler Trips (flight + hotel)

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Top hotels in Winkler

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 P5,132 per night from Jun 29 to Jun 30
P5,132
P5,748 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (505 reviews)
"Clean and well stocked rooms. Friendly staff."

Reviewed on Jun 17, 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 P5,394 per night from Jul 20 to Jul 21
P5,394
P6,042 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (264 reviews)
"Very nice hotel with a lot of amenities."

Reviewed on Jun 8, 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 May 2, 2025

Get rates
Quality Inn & Suites
See all 14 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.

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 many days is enough for Winkler?
Typically, a handful of days is enough to check out the main attractions during your Winkler vacation. But if you'd like to have some time to unwind or go on day trips, consider extending your itinerary.
Is it worth booking a vacation package to Winkler?
Whether you're planning to visit attractions such as Winkler Aquatic Centre and PW Enns Centennial Concert Hall, or want to experience its terrific festivals and culture, a Winkler vacation will leave you with lasting memories. Book your trip with Expedia and find out why Winkler is such a good vacation destination.
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.

Popular places to visit

Valley Bowling Lanes

You can enjoy the entertainment at Valley Bowling Lanes during your trip to Winkler. Discover the stargazing spots while you're in the area.

Valley Bowling Lanes
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.