WinSport Vacation Deals: WinSport, Southwest Calgary Holidays

WinSport vacation package deals

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

Stoney Nakoda Resort & Casino

CA $678

per person

Mar 5 - Mar 10

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Calgary (YYC)

Book a stay at this ski hotel in Kananaskis. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stoney Nakoda Resort Casino and Brewster's Kananaskis Ranch Golf Course are located nearby.

Falcon Crest Lodge by CLIQUE

CA $1,007

per person

Feb 14 - Feb 21

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Calgary (YYC)

Book a stay at this 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.

Canmore Rocky Mountain Inn

CA $733

per person

Feb 14 - Feb 21

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) 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 breakfast and the helpful staff in our reviews. Popular attractions Canmore Recreation Centre and Canmore Golf and Curling Club are located nearby.

Blackstone Mountain Lodge by CLIQUE

CA $1,222

per person

Feb 14 - Feb 21

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Calgary (YYC)

Book a stay at this family-friendly 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.

Copper Horse Lodge

CA $687

per person

Mar 4 - Mar 7

just found

Roundtrip flight included

Winnipeg (YWG) to Calgary (YYC)

Book a stay at this ski lodge in Golden. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kicking Horse Mountain Resort and Pioneer Chair Lift are located nearby.

Luxurious Honeymoon & Anniversary Suite

CA $743

per person

Jan 30 - Feb 6

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Calgary (YYC)

Book a stay at this business-friendly apartment in Canmore. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Yamnuska Mountain Adventures and Canmore Mountain Market are located nearby.

Frequently asked questions

How much are vacation packages to WinSport?

You'll want to check out Travelocity's incredible CA $678 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

Dec 19 - Dec 20

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 $118

CA $136 total

Dec 21 - Dec 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.

Pool

Spa

A brand new 2 bedroom walkout legal basement suite in Upper Greenwich NW Calgary

Calgary AB

CA $80

CA $140 total

Dec 18 - Dec 19

includes taxes & fees

Stay at this vacation home in Calgary. Enjoy laundry facilities, cable/satellite TV service, and air conditioning. Popular attractions Canada Olympic Park and Bowness Park are located nearby.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in WinSport

View all properties

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.

Things to do in Calgary