WinSport Vacation Deals: WinSport, Southwest Calgary Holidays

WinSport vacation package deals

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

Charltons Banff

Uptown District

CA $1,428

per person

Aug 31 - Sep 4

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Calgary (YYC)

Stay at this hotel in Banff. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Banff Gondola and Tunnel Mountain are located nearby.

Chateau Canmore

CA $2,282

per person

Sep 18 - Sep 25

found 1 day ago

Roundtrip flight included

Halifax (YHZ) 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.

Skyridge Glamping

CA $2,844

per person

Sep 18 - Sep 25

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Calgary (YYC)

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

Banff Inn

Uptown District

CA $3,296

per person

Sep 13 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Calgary (YYC)

Stay at this hotel in Banff. Enjoy free WiFi, a sauna, and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Banff Gondola and Tunnel Mountain are located nearby.

Coast Canmore Hotel & Conference Centre

CA $2,542

per person

Sep 18 - Sep 25

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Calgary (YYC)

Stay at this resort in Canmore. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canmore Caverns and Canmore Nordic Centre Provincial Park are located nearby.

Grande Rockies Resort - Bellstar Hotels & Resorts

CA $2,813

per person

Sep 18 - Sep 25

found 1 day ago

Roundtrip flight included

Halifax (YHZ) 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.

Frequently asked questions

How much are vacation packages to WinSport?

You'll want to check out Travelocity's incredible CA $1,428 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

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.

Four Points by Sheraton Hotel & Suites Calgary West

8220 Bowridge Crescent NW Calgary AB

Free cancellation

Reserve now, pay when you stay

CA $188

CA $221 total

Jul 21 - Jul 22

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.

The Nest • Private Suite w/ Workspace • Near UCalgary & Hospitals

Calgary AB

CA $99

CA $346 total

Jun 29 - Jun 30

includes taxes & fees

Stay at this vacation home in Calgary. Enjoy laundry facilities and air conditioning. Popular attractions Canada Olympic Park and McMahon Stadium are located nearby.

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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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