Winkler Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AED 148 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 326 per night from Jan 11 to Jan 12
AED 326
AED 366 total
11 Jan - 12 January 2026
includes taxes & fees
8.8/10 Excellent! (606 reviews)
Great to have a good attached restaurant

Reviewed on 8 December 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 343 per night from Dec 28 to Dec 29
AED 343
AED 384 total
28 Dec - 29 Dec
includes taxes & fees
9.4/10 Exceptional! (316 reviews)
The room was clean, we booked one with the kitchen. Overall gorgeous design. Staff was friendly.

Reviewed on 10 December 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 16 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

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

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 Golf Club

Enjoy a round of golf in Winkler at Winkler Golf Club. Discover the stargazing spots while you're in the area.

Winkler Golf Club

Frequently asked questions

How do I find cheap flights to Winkler that have flexible change policies?
We know that plans can change from one day to the next, so reserving a flexible fare with Expedia makes good sense. Simply mark the "No change fee" box underneath the "Flexible change policies" filter. Your low-priced, flexible flight to Winkler is only a few clicks away.
Which airlines fly to Winkler?
Dust off your suitcase and choose from these major airlines that service Winkler:

  • Delta Air Lines - 86 flights to or near Winkler each month, including 86 flights to Winnipeg James Armstrong Richardson Intl. Airport (YWG) per month.
  • WestJet - 30 flights to or near Winkler each month, including 30 flights to Winnipeg James Armstrong Richardson Intl. Airport (YWG) per month.
  • Flair Airlines - 8 flights to or near Winkler each month, including 8 flights to Winnipeg James Armstrong Richardson Intl. Airport (YWG) per month.

How can I find cheap tickets to Winkler?
Book ahead of time, fly to or from nearby airports, use points or miles — there are lots of ways! One more is to make use of Expedia's "flexible dates" function. Search for your Winkler flight, then compare the prices for nearby dates. In the last seven days, the best price for a flight to Winkler was .
How much is a flight to Winkler?
In the last seven days, round-trip tickets to Winkler sold from just and reached a maximum cost of . For one-way trips taking off from (), the lowest amount paid during this same period was .
What are the most popular airports to fly into in Winkler?
Winkler's primary airport is Winnipeg James Armstrong Richardson Intl. Airport (YWG). Get your next awesome journey underway by reserving a fare on one of the 125 monthly flights to this destination.
When is the cheapest time to fly to Winkler?
Try to leave early in the week to book the best fare to Winkler. Tuesday is normally the cheapest day to take off, with Monday a close second. Saturday often has the costliest fares. This is because a lot of people like to begin their vacation on a weekend.
How much is a plane ticket to Winkler?
In the last seven days, tickets to Winkler varied from to .
What months are the cheapest to book a flight to Winkler?
To land an awesome deal to Winkler, book sometime in February when the price of fares are at their lowest. The most expensive time to book? In the United States, it's the festive month of December.