Westwinds Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Westwinds

Price found within the past 48 hours. Click for updated prices.
Prairie Junction Cabins Stettler

Prairie Junction Cabins Stettler

CA $544
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Calgary (YYC)
9.6/10 Exceptional! (45 reviews)
Property was unique because the cabins had no bathroom. Like a campground - have to use common bathroom and showers. This was not clear in the listing. Hot tub is nearby but it is wood fired, takes 3 hr to heat up and you have to buy wood from the property. It's OK if you knew what you were getting. I don't think it was clear in front when I booked.

Reviewed on Aug 29, 2026

Royal Canadian Lodge

Royal Canadian Lodge

Uptown District
CA $649
per person
Nov 22 - Nov 26
found 19 hours ago
Roundtrip flight included
Hamilton (YHM) to Calgary (YYC)
9/10 Wonderful! (1,019 reviews)
Lodges at Canmore

Lodges at Canmore

CA $621
per person
Nov 22 - Nov 26
found 19 hours ago
Roundtrip flight included
Hamilton (YHM) to Calgary (YYC)
8/10 Very good! (839 reviews)
Awful stay. Beds are rotten and so uncomfortable. If you enjoy springs in your back, paper thin pillows and an all around uncomfortable stay - just stay here. It’s quiet time at 10pm and I got told off by reception desk knocking down my door at 9pm to be quiet…I was with my parents and two children - it wasn’t even a party, just normal chatter and walking. Soured the experience. This place is the worst. Stay here if you want a bad time.

Reviewed on Sep 2, 2026

Skyridge Glamping

Skyridge Glamping

CA $956
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Calgary (YYC)
9.8/10 Exceptional! (147 reviews)
Chateau Elise

Chateau Elise

Town Centre
CA $3,316
per person
Oct 24 - Oct 27
found 12 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Calgary (YYC)
10/10 Exceptional! (1 review)
The home was absolutely stunning, the pictures don't do the home justice. Even more beautiful in person. Every one of our wedding guest we’re in awe of not only the home, but also the views of the mountains. Corinne was also fantastic to deal with.

Reviewed on Sep 27, 2019

Where to stay in Westwinds

Find the best Westwinds areas and neighborhoods for the activities you enjoy most. Learn more about Westwinds
A pedestrian bridge with a cityscape in the background.

Downtown Calgary

3 out of top 10 points of interest in this area

Dense urban district with a mix of residential, commercial, and corporate areas, Downtown Calgary offers shopping and dining along the pedestrian-friendly Stephen Avenue Walk. Explore attractions like the Devonian Gardens, Calgary Tower, and Glenbow Museum, or take advantage of the free CTrain light rail along 7th Avenue S.

A storefront with a large mural, a sign for 'Old Designer Rugs', and a Lexus SUV parked on the street.

Southwest Calgary

4 out of top 10 points of interest in this area

Southwest Calgary is a destination travelers like for its river views, and you might hop aboard the metro at Southland Station or Anderson Station to explore sights like Scotiabank Saddledome.

A modern bridge with a distinctive red and white design, spanning a river with a cityscape in the background.

Northwest Calgary

1 out of top 10 points of interest in this area

If you're spending time in Northwest Calgary, check out sights like Market Mall or Olympic Oval and hop on the metro to see more the city at Dalhousie Station or Crowfoot Station.

A city skyline at night with fireworks in the foreground and a Ferris wheel.

Southeast Calgary

1 out of top 10 points of interest in this area

If you're spending time in Southeast Calgary, check out sights like Calgary Zoo or Deerfoot Casino and hop on the metro to see more the city at Chinook Station or 39th Avenue Station.

A dense forest with snow-covered mountains in the background.

Banff Trail

If you're passing through Banff Trail, you may want to check out its live music. From there, jump on the metro at Banff Trail Station to see more of the area.

Westwinds Hotel Deals

Divya Sutra Plaza and Conference Centre Calgary Airport

Divya Sutra Plaza and Conference Centre Calgary Airport

3515 - 26 Street NE Calgary AB
CA $64
CA $71 total
Sep 7 - Sep 8
includes taxes & fees
Divya Sutra Plaza and Conference Centre Calgary Airport
Acclaim Hotel By CLIQUE

Acclaim Hotel By CLIQUE

123 Freeport Blvd NE Calgary AB
Fully refundableReserve now, pay when you stay
CA $168
CA $204 total
Oct 4 - Oct 5
includes taxes & fees
9/10 Wonderful! (10,748 reviews)
"First class throughout. Our only negative comment is that the air conditioning in our room - which was very effective - was very noisy. Otherwise: excellent. Special commendation for the very lovely waitress at breakfast."

Reviewed on Sep 3, 2026

Acclaim Hotel By CLIQUE
Grand Hotel & Conference Centre Calgary Airport, an Ascend Collection Hotel

Grand Hotel & Conference Centre Calgary Airport, an Ascend Collection Hotel

2828 23 St NE Calgary AB
Fully refundable
CA $121
CA $134 total
Sep 27 - Sep 28
includes taxes & fees
Grand Hotel & Conference Centre Calgary Airport, an Ascend Collection Hotel
See all 3,042 properties in Westwinds
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.

Stay near popular Westwinds attractions

Calgary Police Discovery Centre

You can spend time studying the exhibits at Calgary Police Discovery Centre during your travels in Calgary. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.
See properties

Prairie Winds Park

After visiting Prairie Winds Park, make a plan to see the other sights and activities in Calgary.
See properties

Things to do

Scenic Hikes, Wildlife, and Lakes in Banff National Park

Banff:Moraine Lake,Louise,Emerald,Johnston Canyon& NaturalBridge

CA $100
per adult
Banff:Moraine Lake,Louise,Emerald,Johnston Canyon& NaturalBridge
Calgary/Banff: Gondola, Upper Hot Spring, Bow Fall & Top 3 Lakes

Calgary/Banff: Gondola, Upper Hot Spring, Bow Fall & Top 3 Lakes

CA $112
per adult
Calgary/Banff: Gondola, Upper Hot Spring, Bow Fall & Top 3 Lakes
Lake Louise,Moraine Lake,Emerald Lake Day Trip from Banff/Calgary

Lake Louise,Moraine Lake,Emerald Lake Day Trip from Banff/Calgary

CA $109
per adult
100% of travellers recommend
Lake Louise,Moraine Lake,Emerald Lake Day Trip from Banff/Calgary
See all activities in Calgary
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.