Winkler Vacations from $724

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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 Fort Garry

Canad Inns Destination Centre Fort Garry

3 out of 5
Fort Garry
Price was $760, price is now $724 per person
$724
per person
Oct 12 - Oct 14
found 21 hours ago
Roundtrip flight included
Minneapolis (MSP) to Winnipeg (YWG)
8/10 Very Good! (1,351 reviews)
Nice sized suite.

Reviewed on Jul 18, 2026

Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Downtown Winnipeg
Price was $796, price is now $741 per person
$741
per person
Oct 12 - Oct 14
found 21 hours ago
Roundtrip flight included
Minneapolis (MSP) to Winnipeg (YWG)
8.4/10 Very Good! (1,633 reviews)

Inn At The Forks

Inn At The Forks

3.5 out of 5
Downtown Winnipeg
Price was $950, price is now $898 per person
$898
per person
Oct 12 - Oct 14
found 21 hours ago
Roundtrip flight included
Minneapolis (MSP) to Winnipeg (YWG)
9/10 Wonderful! (1,009 reviews)
This property is super walkable to lots of fun things to do and the most scenic part of Winnipeg. My favorite place to stay in the city.

Reviewed on Jul 19, 2026

Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

3 out of 5
Transcona
Price was $773, price is now $733 per person
$733
per person
Oct 12 - Oct 14
found 21 hours ago
Roundtrip flight included
Minneapolis (MSP) to Winnipeg (YWG)
8.4/10 Very Good! (1,011 reviews)

Sandman Hotel & Suites Winnipeg Airport

Sandman Hotel & Suites Winnipeg Airport

3 out of 5
St. James
Price was $796, price is now $757 per person
$757
per person
Oct 12 - Oct 14
found 21 hours ago
Roundtrip flight included
Minneapolis (MSP) to Winnipeg (YWG)
8.2/10 Very Good! (1,739 reviews)

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Stay near popular Winkler attractions

Winkler Aquatic Centre

8.6/10 (14 reviews)
This family-friendly outdoor water park features speed slides, diving boards, and a splash area for all ages. Cool off on hot summer days while enjoying picnic areas and aquatic attractions.
See properties

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
$107 nightly
The price is $119 total per night from Jul 26 to Jul 27
$119 total
Jul 26 - Jul 27
Total with taxes and fees
9/10 Wonderful! (746 reviews)
"Clean comfortable, great breakfast, nice pool."

Reviewed on Jul 14, 2026

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
$117 nightly
The price is $131 total per night from Aug 2 to Aug 3
$131 total
Aug 2 - Aug 3
Total with taxes and fees
9.4/10 Exceptional! (364 reviews)
"Good"

Reviewed on Jul 15, 2026

Best Western Plus Winkler
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
851 Main Street Winkler MB
Get rates
Quality Inn & Suites
See all 12 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 $724 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.

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