Headingley Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 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

Your Headingley Holiday

Book a customised Headingley holiday package that includes everything you need and nothing you don't. Great for markets, cycling and cafes, think about basing yourself in the neighbourhood of Downtown Winnipeg. Love to get out and explore? BellMTS Iceplex, Assiniboia Downs and Unicity Mall are just a few of the top places to visit during your trip to Headingley. Your ideal Headingley holiday is just clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

Headingley Holiday

Headingley Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Winnipeg James Armstrong Richardson Intl. Airport (YWG)
Population
3,200
Max Temp Winter
-11.11ºC
Max Temp Summer
24ºC
Top Sights
Assiniboine Park Zoo, Celebrations Dinner Theatre and Burton Cummings Theatre

Our pick of the best Headingley Hotel Deals

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

2 out of 5
4400 Portage Avenue Headingley MB
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 3 May to 4 May
AU$143
3 May - 4 May
includes taxes & fees
9.2/10 Wonderful! (1,438 reviews)
Great price, comfortable and clean room

Reviewed on 16 Apr 2026

Motel 6 Headingley, MB - Winnipeg West
Best Western Plus Winnipeg West

Best Western Plus Winnipeg West

2.5 out of 5
4140 Portage Avenue Headingley MB
Fully refundableReserve now, pay when you stay
The price is AU$246 per night from 4 May to 5 May
AU$246
4 May - 5 May
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Everything was great but the pool was cold Staff was excellent ❤️ Lady at check in was very very friendly

Reviewed on 15 Apr 2026

Best Western Plus Winnipeg West
Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
1808 Wellington Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 27 Apr to 28 Apr
AU$180
27 Apr - 28 Apr
includes taxes & fees
8.4/10 Very Good! (2,969 reviews)
When ordering room service make sure to tell them everything you need to enjoy your meal. I ordered a steak and had to cut it with a butter knife which was quite difficult. Soup with a teaspoon. No salt. No pepper. Also, asked for a late checkout. Was not granted. I have stayed in too many hotels ...

Reviewed on 18 Apr 2026

Victoria Inn Hotel and Convention Centre Winnipeg
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.

Explore a world of travel with Expedia

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