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Headingley Vacation Packages

Choose two or more items and save on your trip:

Top Headingley Flight + Hotel Deals

Canad Inns Destination Centre Health Sciences Centre
The Marlborough Hotel
Canad Inns Destination Centre Club Regent Casino Hotel
Canad Inns Destination Centre Garden City
Canad Inns Destination Centre Transcona

2021 Headingley vacation deals

Canad Inns Destination Centre Health Sciences Centre
The Marlborough Hotel
Canad Inns Destination Centre Club Regent Casino Hotel
Canad Inns Destination Centre Garden City
Canad Inns Destination Centre Transcona

Top Hotels in Headingley

Best Western Plus Winnipeg West
Best Western Plus Winnipeg West
2.5 out of 5
4140 Portage Avenue, Headingley, MB
Free cancellationReserve now, pay when you stay
The price is CA $99 per night from Dec 13 to Dec 14
4.4/5Wonderful! (865 reviews)

"Very good and honestly one of cleanest room ive ever been in a hotel. Nice staff! Good job!!!"…"

Reviewed on Nov. 24, 2020

Best Western Plus Winnipeg West
Motel 6 Headingley, MB - Winnipeg West
Motel 6 Headingley, MB - Winnipeg West
2 out of 5
4400 Portage Avenue, Hwy 101 North, Headingley, MB
Free cancellation
The price is CA $100 per night from Nov 30 to Dec 1
4.4/5Excellent! (849 reviews)

"We liked the proximity to the perimeter and the quietness."…"

Reviewed on Oct. 21, 2020

Motel 6 Headingley, MB - Winnipeg West
Days Inn & Suites by Wyndham Winnipeg Airport Manitoba
Days Inn & Suites by Wyndham Winnipeg Airport Manitoba
2.5 out of 5
695 Berry St, Winnipeg, MB
Free cancellationReserve now, pay when you stay
The price is CA $72 per night from Dec 4 to Dec 5
4.1/5Very Good! (1,234 reviews)

"Every thing was good in Days Inn expect the Shampoo wasn’t good Quality and conditioner was hard to take out."…"

Reviewed on Nov. 24, 2020

Days Inn & Suites by Wyndham Winnipeg Airport Manitoba
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.

Frequently asked questions

How much does a Headingley vacation package cost?
The cheapest Headingley vacation package is CA $603, so your dream escape can become a reality — without burning a hole in your pocket. Bundle flights, hotels, car rentals and more to create a package that’s perfect for you.
If I'm not able to travel, can I cancel my Headingley vacation package?
It’s good to know that you can cancel your Headingley booking if your plans have been upended. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
How do I get a cheap travel package to Headingley?
Putting together a Headingley vacation package with Expedia is one of the easiest ways to save. Secure your getaway now and you’ll save as much as C$590 — it’s really that simple! We have access to more than 400 air carriers and 321,000 hotel options globally. With such an extensive range to pick from, you’ll have no trouble putting together your next dream adventure.
Where should I stay in Headingley?
You’ll want to stay where the action is. Many people like to book hotels within easy reach of top sights, such as John Blumberg Softball Complex, BellMTS Iceplex and John Blumberg Golf Course.
What are the top hotels in Headingley?
If it’s your first time staying in Headingley, book a room at Best Western Plus Winnipeg West or Motel 6 Headingley-Winnipeg West. Both hotels offer comfy beds and are popular options with many savvy travelers.
When is the best time of year to visit Headingley?
If keeping expenses to a minimum is your priority, is the best time to escape to Headingley. is typically the priciest month, so you’ll need a bigger travel budget if you visit then. are the high season months and when this destination is often at its best. Clear space in your calendar for if you’d prefer a quieter escape.
How far in advance should I book my Headingley vacation?
Reserving your flight early with Expedia means one less thing to worry about. Most air carriers advertise prices up to 12 months prior to departure dates. This is typically the cheapest time to book. If circumstances have left you booking late, great deals to Headingley will sometimes occur just a few weeks before departure.
What does an Expedia Headingley travel package include?
It all boils down to what sort of getaway you want to have. Headingley travel deals can include car rentals, hotels and flights. You can mix and match to create the bundle that suits your budget and style. You can also add on activities and experiences after you’ve booked to get even bigger discounts.
What should I know before booking a Headingley travel package?
When you book your flights, hotels and car rentals together, you’ll walk away with fantastic discounts. Whether you’re planning a mountain getaway in a cabin or want to stay in a fancy hotel in the city, Expedia will help make it happen.
Does Expedia offer Book Now, Pay Later Headingley vacation packages?
If your reason for travel has arisen unexpectedly, Expedia can help to reduce any financial stress. Working in partnership with online lender Affirm, we offer a Book Now, Pay Later option for all vacation packages. It’s easy to set up a payment schedule for your trip that works for you.
Can I choose my airline with a Headingley Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Just pick the airline you want and put together your ideal Headingley getaway.