Winkler Vacations from $499

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Your Winkler Vacation

Book a Winkler vacation package and prepare for a fantastic adventure. Well known for its welcoming locals and diversity, there's plenty to love about this interesting city. A trip to Winkler is a superb opportunity to do a bit of sightseeing. Check out renowned attractions like Winkler Aquatic Centre, Bethel Heritage Park and Winkler Golf Club. Whoever you're going away with and whether your budget is big or small, your ultimate Winkler vacation is just a few clicks away with Expedia.

The Latest Winkler vacation packages

Price found within the past 48 hours. Click for updated prices.
Canad Inns Destination Centre Garden City

Canad Inns Destination Centre Garden City

3 out of 5
Leila-McPhillips Triangle
per person
Aug 6 - Aug 9
found 1 hour ago
Roundtrip flight included
Washington (DCA) to Winnipeg (YWG)
8/10 Very Good! (1,008 reviews)
Big spacious room with cabinet lighting and a fireplace. Plus a oval soaker tub almost big enough for two

Reviewed on Jul 4, 2025

Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Downtown Winnipeg
per person
Aug 6 - Aug 9
found 1 hour ago
Roundtrip flight included
Washington (DCA) to Winnipeg (YWG)
8.2/10 Very Good! (1,236 reviews)
The lobby was disappointing. A poor couch and two chairs that didn't match was the first impression that was uninviting. The breakfast was average. No eggs or fruit was available. No waffle iron. There were mini pancakes but no decaf coffee. Would not recommend it to friends.

Reviewed on Jul 5, 2025

Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
Transcona
per person
Aug 6 - Aug 9
found 1 hour ago
Roundtrip flight included
Washington (DCA) to Winnipeg (YWG)
9/10 Wonderful! (1,200 reviews)
The room was okay although there's a lingering smell. Other than the smell, everything was good.

Reviewed on Jul 3, 2025

Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

3 out of 5
Transcona
per person
Aug 6 - Aug 9
found 1 hour ago
Roundtrip flight included
Washington (DCA) to Winnipeg (YWG)
8/10 Very Good! (1,006 reviews)
This is a good place to stay at. It’s clean, safe and family friendly. They have a Giant Tiger close by, in case you ran out of something or need to get some snacks. There’s a mall close by and the casino is just down the street. I like staying at this location.

Reviewed on Jun 23, 2025

Canad Inns Destination Centre Polo Park

Canad Inns Destination Centre Polo Park

3 out of 5
Polo Park
per person
Aug 6 - Aug 9
found 1 hour ago
Roundtrip flight included
Washington (DCA) to Winnipeg (YWG)
7.6/10 Good! (1,004 reviews)
Staff were super friendly and even provided us an excellent upgrade to a suite for the night. Didn’t get a chance to try out the pool and waterslide but looked fun!

Reviewed on Jul 2, 2025

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Discover the most popular places to visit in Winkler

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

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

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

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
$87 nightly
The price is $98 total per night from Aug 3 to Aug 4
$98 total
Aug 3 - Aug 4
Total includes taxes and fees
8.8/10 Excellent! (509 reviews)
"The front desk staff was so friendly, the continental breakfast was great. We will be back!"

Reviewed on Jul 1, 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
$92 nightly
The price is $103 total per night from Aug 3 to Aug 4
$103 total
Aug 3 - Aug 4
Total includes taxes and fees
9.4/10 Exceptional! (265 reviews)
"The hotel is great. We are loving the pool. Our dog is even enjoying the hotel. They gave us a nice room near the back door so we could take her out to go to the bathroom easy. We really like the town of Winkler. Janzens Paint is a really cool store with lots of games and hobby stuff, the kids loved ..."

Reviewed on Jun 29, 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.

Find the Best Winkler Vacation Packages

Winkler Essential Information

Language
English
Currency
Canadian dollars
Population
8,300
Max Temp Winter
16ºF
Max Temp Summer
75ºF
Top Sights
Canadian Fossil Discovery Centre, Winkler Aquatic Centre and Morden Park

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Frequently asked questions

How much does a Winkler vacation package cost?
You can pick up a vacation package to this destination from $499 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?
December, January and February are the best times to look for cheap Winkler vacation packages. Choosing to travel in less busy months means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Winkler?
With a well-planned itinerary, you can easily visit the most popular Winkler sights in a few days. But if you want to discover hidden gems or take day trips, think about booking your Winkler vacation for longer.
Is it worth booking a vacation package to Winkler?
Known for its festivals, culture and plenty of other highlights, you can be certain Winkler is a good vacation destination. Some of the top attractions to put on your to-do list? Check out Winkler Aquatic Centre and Meadow's Golf and Amusement Park during your Winkler vacation.
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.
Does Expedia offer Book Now, Pay Later Winkler vacation packages?
If you're anything like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Winkler trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.