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WinSport Vacation Packages

WinSport Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Grande Rockies Resort - Bellstar Hotels & Resorts

Grande Rockies Resort - Bellstar Hotels & Resorts

4 out of 5
Price was $854, price is now $669 per person
$669
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Calgary (YYC)
Stay at this 4-star family-friendly hotel in Canmore. Enjoy free parking, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canmore Mountain Market and Big Head Sculpture are located nearby.
Blackstone Mountain Lodge by CLIQUE

Blackstone Mountain Lodge by CLIQUE

4 out of 5
Price was $1,082, price is now $797 per person
$797
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Bellstar Suites at Solara Resort

Bellstar Suites at Solara Resort

4 out of 5
Save 100% on your flight
Price was $1,224, price is now $902 per person
$902
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Yamnuska Mountain Adventures and Canmore Mountain Market are located nearby.
Falcon Crest Lodge by CLIQUE

Falcon Crest Lodge by CLIQUE

3.5 out of 5
Price was $941, price is now $709 per person
$709
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Lodges at Canmore

Lodges at Canmore

3.5 out of 5
Price was $1,153, price is now $872 per person
$872
per person
Nov 8 - Nov 14
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Calgary (YYC)
Stay at this 3.5-star condo in Canmore. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Yamnuska Mountain Adventures and Canmore Mountain Market are located nearby.
Chateau Canmore

Chateau Canmore

3.5 out of 5
Price was $1,036, price is now $787 per person
$787
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Calgary (YYC)
Stay at this 3.5-star 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 Recreation Centre and Canmore Golf and Curling Club are located nearby.
Spring Creek Vacations

Spring Creek Vacations

4 out of 5
Price was $1,204, price is now $923 per person
$923
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Calgary (YYC)
Stay at this 4-star condo in Canmore. Enjoy free WiFi, free parking, and a hair salon. Popular attractions Canmore Mountain Market and Yamnuska Mountain Adventures are located nearby.
Sunset Resorts Canmore and Spa

Sunset Resorts Canmore and Spa

3 out of 5
Price was $1,195, price is now $916 per person
$916
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Calgary (YYC)
Stay at this 3-star spa hotel in Canmore. Enjoy free parking, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canmore Mountain Market and Big Head Sculpture are located nearby.
Banff Inn

Banff Inn

3 out of 5
Price was $915, price is now $707 per person
$707
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Calgary (YYC)
Stay at this 3-star 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 Upper Hot Springs and Banff Gondola are located nearby.
Moose Hotel And Suites

Moose Hotel And Suites

4 out of 5
Price was $1,338, price is now $1,040 per person
$1,040
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Calgary (YYC)
Stay at this 4-star spa hotel in Banff. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Upper Hot Springs and Banff Gondola are located nearby.
Post Hotel & Spa

Post Hotel & Spa

4 out of 5
Price was $952, price is now $744 per person
$744
per person
Nov 19 - Nov 23
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Calgary (YYC)
Stay at this 4-star spa hotel in Lake Louise. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Lake Louise Mountain Resort and Wilsons Mountain Sports are located nearby.
Otter Hotel

Otter Hotel

4 out of 5
Price was $1,058, price is now $830 per person
$830
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Calgary (YYC)
Stay at this 4-star hotel in Banff. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Upper Hot Springs and Banff Gondola are located nearby.

3-4 Night Vacations in WinSport

Price found within the past 48 hours. Click for updated prices.
Bellstar Suites at Solara Resort

Bellstar Suites at Solara Resort

4 out of 5
Price was $709, price is now $549 per person
$549
per person
Nov 7 - Nov 10
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Calgary (YYC)
Storm Mountain Lodge Cabins & Dining

Storm Mountain Lodge Cabins & Dining

3 out of 5
Save 100% on your flight
Price was $1,023, price is now $690 per person
$690
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Calgary (YYC)
Post Hotel & Spa

Post Hotel & Spa

4 out of 5
Price was $952, price is now $744 per person
$744
per person
Nov 19 - Nov 23
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Calgary (YYC)
The Malcolm Hotel

The Malcolm Hotel

4 out of 5
Spring Creek
Price was $834, price is now $673 per person
$673
per person
Nov 7 - Nov 10
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Calgary (YYC)

5-7 Night Vacations in WinSport

Price found within the past 48 hours. Click for updated prices.
Falcon Crest Lodge by CLIQUE

Falcon Crest Lodge by CLIQUE

3.5 out of 5
Price was $941, price is now $709 per person
$709
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Calgary (YYC)
Blackstone Mountain Lodge by CLIQUE

Blackstone Mountain Lodge by CLIQUE

4 out of 5
Price was $1,082, price is now $797 per person
$797
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Calgary (YYC)
Bellstar Suites at Solara Resort

Bellstar Suites at Solara Resort

4 out of 5
Save 100% on your flight
Price was $1,224, price is now $902 per person
$902
per person
Nov 8 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Calgary (YYC)
Lodges at Canmore

Lodges at Canmore

3.5 out of 5
Price was $1,153, price is now $872 per person
$872
per person
Nov 8 - Nov 14
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Calgary (YYC)

WinSport Last Minute Hotel Deals

Sandman Hotels & Suites Calgary West

Sandman Hotels & Suites Calgary West

3 out of 5
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 ...
Sandman Hotels & Suites Calgary West
Four Points by Sheraton Hotel & Suites Calgary West

Four Points by Sheraton Hotel & Suites Calgary West

3 out of 5
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 ...
Four Points by Sheraton Hotel & Suites Calgary West
Cozy Nest B&B

Cozy Nest B&B

2.5 out of 5
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 Crowchild Twin Arena are located ...
Cozy Nest B&B
Centro Motel

Centro Motel

2.5 out of 5
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 ...
Centro Motel
Along River Ridge

Along River Ridge

4 out of 5
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 ...
Along River Ridge
Days Inn by Wyndham Calgary Northwest

Days Inn by Wyndham Calgary Northwest

2 out of 5
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 ...
Days Inn by Wyndham Calgary Northwest
Stay & Play - Central Family Friendly

Stay & Play - Central Family Friendly

3 out of 5
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 Canada Olympic Park are located ...
Stay & Play - Central Family Friendly
The Gateway 16

The Gateway 16

3.5 out of 5
1612 46 St NW, Calgary, AB
Stay at this 3.5-star family-friendly vacation home in Calgary. Enjoy free WiFi, free parking, and a garden. Popular attractions Stampede Park and Calgary Zoo ...
The Gateway 16
See all 1,831 properties in WinSport
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.