Search Deals onWinSport Vacation Packages
WinSport Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Motel 6 Airdrie, AB
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Stay at this motel in Airdrie. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attraction Plainsmen Arena is located nearby.
Econo Lodge
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Stay at this hotel in Okotoks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Altitude Art Gallery and D'Arcy Ranch Golf Club are located nearby.
Days Inn & Suites by Wyndham Strathmore
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Book a stay at this eco-certified hotel in Strathmore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attraction Strathmore Golf Club is located nearby.
Falcon Crest Lodge by CLIQUE
Save 100% on your flight
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Canmore Caverns and Yamnuska Mountain Adventures are located nearby.
Blackstone Mountain Lodge by CLIQUE
Save 100% on your flight
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Canmore Caverns and Yamnuska Mountain Adventures are located nearby.
Solara Resort – Bellstar Hotels & Resorts
Save 100% on your flight
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Stay at this 4-star spa hotel in Canmore. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Canmore Caverns and Yamnuska Mountain Adventures are located nearby.
Peaks Hotel and Suites
Save 100% on your flight
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Stay at this 3-star hotel in Banff. Enjoy free WiFi, room service, and a steam room. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fairmont Banff Springs Bowling Centre and Upper Hot Springs are located nearby.
Chateau Canmore
Save 100% on your flight
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Caverns and Canmore Recreation Centre are located nearby.
Otter Hotel
Save 100% on your flight
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Stay at this 4-star hotel in Banff. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Fairmont Banff Springs Bowling Centre and Upper Hot Springs are located nearby.
GLOBALSTAY. Modern Downtown Condos. Free parking
per person
Aug 25 - Aug 30
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Stay at this 4-star business-friendly condo in Calgary. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Stampede Park and Scotiabank Saddledome are located nearby.
Royal Canadian Lodge
Save 100% on your flight
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Stay at this 4-star eco-certified hotel in Banff. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fairmont Banff Springs Bowling Centre and Upper Hot Springs are located nearby.
Banff Caribou Lodge and Spa
Save 100% on your flight
per person
Aug 25 - Aug 30
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Book a stay at this spa hotel in Banff. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fairmont Banff Springs Bowling Centre and Upper Hot Springs are located nearby.
3-4 Night Vacations in WinSport
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in WinSport
Price found within the past 48 hours. Click for updated prices.
WinSport Last Minute Hotel Deals
Sandman Hotels & Suites Calgary West
125 Bowridge Dr NW, Calgary, AB
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 ...
Four Points by Sheraton Hotel & Suites Calgary West
8220 Bowridge Crescent NW, Calgary, AB
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 ...
Cozy Nest B&B
6908 Silverview Dr NW, Calgary, AB
Stay at this B&B in Calgary. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Canada Olympic Park and Bowmont Park are located ...
Centro Motel
4540 16 Ave NW, Calgary, AB
Book a stay at this business-friendly motel in Calgary. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
Days Inn by Wyndham Calgary Northwest
4420 16th Ave NW, Calgary, AB
Book a stay at this business-friendly hotel in Calgary. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Along River Ridge
1919 52nd St NW, Calgary, AB
Stay at this 4-star business-friendly guesthouse in Calgary. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Stampede ...
Stay & Play - Central Family Friendly
1720 Home Rd NW, Calgary, AB
Stay at this 3-star vacation home in Calgary. Enjoy free WiFi, free parking, and a garden. Popular attractions Stampede Park and Scotiabank Saddledome are located ...
Red Carpet Inn & Suites Calgary
4635 16 Ave NW, Calgary, AB
Stay at this motel in Calgary. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Stampede Park and Scotiabank Saddledome are located ...
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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Hotels Near Points of Interest in WinSport
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Car Rentals in WinSport
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