WinSport Vacation Deals: WinSport, Southwest Calgary Holidays

WinSport vacation package deals

Price found within the past 48 hours. Click for updated prices.

Days Inn by Wyndham Sylvan Lake

CA $390

per person

Sep 4 - Sep 7

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Calgary (YYC)

Book a stay at this business-friendly hotel in Sylvan Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Sylvan Lake and Landmark Cinemas Sylvan Lake are located nearby.

Chateau Canmore

CA $2,070

per person

Jul 23 - Jul 29

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Calgary (YYC)

Book a stay at this business-friendly hotel in Canmore. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canmore Nordic Centre Provincial Park and Canmore Caverns are located nearby.

Spring Creek Vacations

Spring Creek

CA $3,558

per person

Aug 4 - Aug 9

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Calgary (YYC)

Stay at this condo in Canmore. Enjoy free WiFi, free parking, and a hair salon. Popular attractions Canmore Caverns and Canmore Nordic Centre Provincial Park are located nearby.

Skyridge Glamping

CA $1,771

per person

Sep 4 - Sep 8

found 15 hours ago

Roundtrip flight included

Vancouver (YVR) to Calgary (YYC)

Book a stay at this golf cabin in Kananaskis. Enjoy free WiFi, furnished balconies or patios, and pillowtop beds. Popular attractions Silver Chair Ski Lift and Olympic Chair Ski Lift are located nearby.

Grande Rockies Resort - Bellstar Hotels & Resorts

CA $2,037

per person

Sep 6 - Sep 11

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Calgary (YYC)

Stay at this hotel in Canmore. Enjoy free parking, a fitness center, and a 24-hour business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canmore Nordic Centre Provincial Park and Canmore Caverns are located nearby.

New Apartments in Cranston by GLOBALSTAY

Southeast Calgary

CA $474

per person

Sep 4 - Sep 7

found 19 hours ago

Roundtrip flight included

Vancouver (YVR) to Calgary (YYC)

Book a stay at this business-friendly apartment in Calgary. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Spruce Meadows and Seton Cineplex Cinemas and VIP are located nearby.

Frequently asked questions

How much are vacation packages to WinSport?

You'll want to check out Travelocity's incredible CA $390 WinSport package deal. With the money you save on hotels and flights, you can spoil yourself with some local travel experiences. Watch out WinSport, here you come!

Where can I get the best vacation package deals for WinSport?

There are sensational WinSport package deals waiting for you with Travelocity. Did you know we partner with as many as 400 airlines and 665,000 properties in all corners of the globe? Keep this in mind the next time you're ready to check another destination off your bucket list.

Why should I purchase my WinSport vacation bundle with Travelocity?

Because we believe in creating unforgettable travel experiences. From hotels and flights to car rentals and activities, our packages make traveling a breeze. Our support team is available 24/7 to ensure you're being well taken care of. We also have an amazing Price Match Guarantee, so you can book your trip knowing you've scored the best deal possible. If you find a lower price, we'll match it!

Can I go on vacation to WinSport at this time?

Don't head to WinSport without up-to-date facts about travel restrictions and quarantine policies. Travelocity's Covid-19 Travel Advisor can fill in the blanks. It has all the info you need to make your getaway as hassle-free as possible.

Top WinSport hotel deals

Sandman Hotels & Suites Calgary West

125 Bowridge Dr NW Calgary AB

Free cancellation

Reserve now, pay when you stay

CA $147

CA $175 total

Jul 20 - Jul 21

includes taxes & fees

Stay at this hotel in Calgary. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Olympic Park and Grey Eagle Casino are located nearby.

Pool

Pet-friendly

Four Points by Sheraton Hotel & Suites Calgary West

8220 Bowridge Crescent NW Calgary AB

Free cancellation

Reserve now, pay when you stay

CA $199

CA $234 total

Jun 24 - Jun 25

includes taxes & fees

Book a stay at this spa hotel in Calgary. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Olympic Park and Grey Eagle Casino are located nearby.

Pool

Spa

The Owl – Main Floor Suite Near Banff (Sleeps 7)

Calgary AB

CA $240

CA $526 total

Jun 25 - Jun 26

includes taxes & fees

Book a stay at this family-friendly vacation home in Calgary. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Grey Eagle Casino and Canada Olympic Park are located nearby.

Kitchen

Washer

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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.

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