WinSport Vacation Deals: WinSport, Southwest Calgary Holidays

WinSport vacation package deals

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

Sandman Hotel Red Deer

Save 100% on your flight

per person

Jun. 1 - Jun. 6

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Calgary (YYC)

Stay at this 3-star business-friendly hotel in Red Deer. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bower Place and Peavey Mart Centrium are located nearby.

Park Hill Inn & Suites

per person

Jun. 1 - Jun. 5

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Calgary (YYC)

Book a stay at this business-friendly motel in Red Deer. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bower Ponds and Cronquist House are located nearby.

Paradise Resort Club and Spa

Save 100% on your flight

per person

Jul. 24 - Jul. 27

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Calgary (YYC)

Stay at this 3.5-star spa hotel in Canmore. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Canmore Mountain Market and Big Head Sculpture are located nearby.

Falcon Crest Lodge by CLIQUE

Save 100% on your flight

per person

Jul. 10 - Jul. 17

found 3 hours ago

Roundtrip flight included

Hamilton (YHM) to Calgary (YYC)

Stay at this 3.5-star family-friendly aparthotel in Canmore. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yamnuska Mountain Adventures and Canmore Mountain Market are located nearby.

Blackstone Mountain Lodge by CLIQUE

Save 100% on your flight

per person

Jul. 10 - Jul. 17

found 3 hours ago

Roundtrip flight included

Hamilton (YHM) to Calgary (YYC)

Stay at this 4-star eco-certified hotel in Canmore. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Yamnuska Mountain Adventures and Canmore Mountain Market are located nearby.

Empire Inn & Suites

per person

Jun. 1 - Jun. 5

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Calgary (YYC)

Book a stay at this business-friendly motel in Red Deer. Enjoy free WiFi, free parking, and a fitness center. Popular attractions City Hall Park and Peavey Mart Centrium are located nearby.

Frequently asked questions

How much are vacation packages to WinSport?

You’ll want to check out Travelocity’s incredible CA $379 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 $130

CA $152 total

includes taxes & fees

May 4 - May 5

Stay at this 3-star 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 $134

CA $155 total

includes taxes & fees

May 11 - May 12

Stay at this 3-star 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 • PetsOK • 3 QueenBD • FirePit • 3SmartTVs

CA $216

CA $412 total

includes taxes & fees

May 4 - May 5

Stay at this vacation home in Calgary. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Canada Olympic Park and Grey Eagle Casino 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.