Chestermere Vacations from $436

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Your Chestermere Vacation

Say bye-bye to the hassle of planning and hello to a Chestermere vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Inglewood, which is good for nightlife, families and festivals. Every trip to Chestermere should include a bit of sightseeing. What to check out first? Village Square Leisure Centre and Elliston Park are leading attractions. Your perfect Chestermere vacation is just a few clicks away. Explore flights, hotels and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest Chestermere vacation packages

Price found within the past 48 hours. Click for updated prices.
New Apartments in Cranston by GLOBALSTAY

New Apartments in Cranston by GLOBALSTAY

4 out of 5
Southeast Calgary
Price was $586, price is now $436 per person
$436
per person
Mar 19 - Mar 25
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Calgary (YYC)
8.2/10 Very Good! (123 reviews)
The place had a nice, homely feel. Clean, quiet, and easy to enjoy.

Reviewed on Jan 23, 2026

Paradise Resort Club and Spa

Paradise Resort Club and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,264, price is now $853 per person
$853
per person
Mar 18 - Mar 23
found 14 hours ago
Roundtrip flight included
Chicago (CHI) to Calgary (YYC)
7.8/10 Good! (417 reviews)
Staff was extremely friendly, but the rooms could use some work. Dishwasher was LOUD and disruptive, bedding for the pullout couch was super thin (like 2 sheets) and not warm at all. The counter stools were wobbly and unstable even for a 90lb kid. A handle fell off a coffee mug when we took it out of the dishwasher, very minimal additional supplies aside from plates/cutlery in the kitchen. Toilet made a loud squealing sound everytime we flushed. Pool towels were only slightly larger than a hand towel. Weird stain on the pull out couch sheets. Overall, good location and decent price point, but definitely lacking in quality.

Reviewed on Jan 1, 2026

GLOBALSTAY. Downtown Calgary Apartments

GLOBALSTAY. Downtown Calgary Apartments

3.5 out of 5
Downtown Calgary
Price was $897, price is now $668 per person
$668
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Calgary (YYC)
8.4/10 Very Good! (120 reviews)
A quiet, well-organized apartment where everything worked as it should.

Reviewed on Jan 20, 2026

Sandman Signature Calgary Downtown Hotel

Sandman Signature Calgary Downtown Hotel

4 out of 5
Downtown Calgary
Price was $659, price is now $495 per person
$495
per person
Mar 19 - Mar 25
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Calgary (YYC)
8.6/10 Excellent! (2,758 reviews)
Nice hotel, great restaurant.

Reviewed on Jan 19, 2026

Fairmont Palliser

Fairmont Palliser

4 out of 5
Downtown Calgary
Price was $1,080, price is now $814 per person
$814
per person
Mar 19 - Mar 25
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Calgary (YYC)
9/10 Wonderful! (1,002 reviews)
Staff is fantastic and location couldn’t be more central to everything!

Reviewed on Jan 24, 2026

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Discover the most popular places to visit in Chestermere

EyeEm Custom Shoots Q4 2018

Stampede Park

Stampede Park is one of the more well-known attractions to visit during your trip to Calgary. Amble around this vibrant area's riverfront or experience its entertainment choices.

Stampede Park
Scotiabank Saddledome showing landscape views, modern architecture and a city

Scotiabank Saddledome

Watch exciting professional hockey games, lacrosse matches, or famous musical acts in this former Olympic ice arena in downtown Calgary.

Scotiabank Saddledome
Calgary Zoo which includes modern architecture, zoo animals and a city

Calgary Zoo

See exotic animals and even dinosaurs as you wander through botanic gardens and re-creations of diverse habitats ranging from Africa to South America.

Calgary Zoo

What to do in Chestermere

Banff Town ,Lake Louise, Moraine , Emerald & Johnston Canyon Tour

Banff Town ,Lake Louise, Moraine , Emerald & Johnston Canyon Tour

$65
per adult
100% of travellers recommend
Banff Town ,Lake Louise, Moraine , Emerald & Johnston Canyon Tour
Yamnuska Wolfdog Sanctuary Walk Ticket in Canada

Yamnuska Wolfdog Sanctuary Walk Ticket in Canada

$28
per adult
100% of travellers recommend
Yamnuska Wolfdog Sanctuary Walk Ticket in Canada
Louise,Moraine/Johnston Canyon,Emerald ,Banf

Louise,Moraine/Johnston Canyon,Emerald ,Banff(optional:Gondola)

$64
per adult
Louise,Moraine/Johnston Canyon,Emerald ,Banff(optional:Gondola)
See all activities in Chestermere

Chestermere Hotel Deals

Holiday Inn Calgary-Airport by IHG

Holiday Inn Calgary-Airport by IHG

3.5 out of 5
1250 Mckinnon Dr NE Calgary AB
Fully refundable
$60 nightly
The price is $66 total per night from Jan 26 to Jan 27
$66 total
Jan 26 - Jan 27
Total with taxes and fees
8.2/10 Very Good! (5,209 reviews)
Clean spacious rooms, and friendly staff

Reviewed on Jan 23, 2026

Holiday Inn Calgary-Airport by IHG
Divya Sutra Plaza and Conference Centre Calgary Airport

Divya Sutra Plaza and Conference Centre Calgary Airport

3 out of 5
3515 - 26 Street NE Calgary AB
$32 nightly
The price is $35 total per night from Jan 29 to Jan 30
$35 total
Jan 29 - Jan 30
Total with taxes and fees
7.4/10 Good! (5,586 reviews)
Very affordable

Reviewed on Jan 18, 2026

Divya Sutra Plaza and Conference Centre Calgary Airport
Best Western Plus Port O'Call Hotel

Best Western Plus Port O'Call Hotel

3 out of 5
1935 McKnight Blvd NE Calgary AB
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $81 total per night from Feb 9 to Feb 10
$81 total
Feb 9 - Feb 10
Total with taxes and fees
8.6/10 Excellent! (3,621 reviews)
Room was clean and comfortable. Very busy spot

Reviewed on Jan 22, 2026

Best Western Plus Port O'Call Hotel
See all 2,626 properties in Chestermere
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.

Find the Best Chestermere Vacation Packages

Chestermere Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Calgary Intl. Airport (YYC)
Population
3,600
Max Temp Winter
25ºF
Max Temp Summer
70ºF
Top Sights
Calgary Zoo, Southern Alberta Jubilee Auditorium and TELUS Spark

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Frequently asked questions

How much does a Chestermere vacation package cost?
Offering excellent value package deals from $436 on Expedia, you'll be surprised at how little a vacation to Chestermere costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Chestermere?
You're likely to find lower prices and greater availability in November, December and January. Browse our cheap Chestermere vacation packages and you could land some great off-season discounts.
How many days is enough for Chestermere?
Generally, a handful of days is enough to explore the major attractions during your Chestermere vacation. But if you want to have some time to kick back or go on day trips, think about extending your itinerary.
How to find the best Chestermere package deals?
Start your search for a Chestermere package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Chestermere package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chestermere escape off to a flying start.
Is it cheaper to book a Chestermere vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Chestermere vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Chestermere?
Land amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Chestermere break.
Does Expedia offer Book Now, Pay Later Chestermere vacation packages?
Your Chestermere trip should be an escape from your busy life, not a source of money-related stress. So to allow you a little more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.