Headingley Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Headingley

Motel 6 Headingley, MB - Winnipeg West
Motel 6 Headingley, MB - Winnipeg West
2 out of 5
4400 Portage Avenue, Hwy 101 North, Headingley, MB
Fully refundableReserve now, pay when you stay
The price is S$129 per night from 1 Dec to 2 Dec
S$129
includes taxes & fees
1 Dec - 2 Dec
9/10 Wonderful! (1,008 reviews)
"We’ve stayed there many times. It’s outside the city so handy for us. It’s just inconvenient when heading west"

Reviewed on 21 Nov,2024

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 S$172 per night from 8 Dec to 9 Dec
S$172
includes taxes & fees
8 Dec - 9 Dec
8.8/10 Excellent! (1,001 reviews)
"Property was close to where we needed to be"

Reviewed on 20 Nov,2024

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 S$182 per night from 6 Dec to 7 Dec
S$182
includes taxes & fees
6 Dec - 7 Dec
8.4/10 Very Good! (1,517 reviews)
"Convenient to the airport and shuttle was prompt. Rooms were recently upgraded."

Reviewed on 22 Nov,2024

Victoria Inn Hotel and Convention Centre Winnipeg
See all 486 properties in Headingley
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 holiday package cost?
Our Headingley packages, which begin at just , are an ideal way to save precious money. Pick your preferred flights, hotels and rental cars to create a customized itinerary.
How do I get a cheap travel package to Headingley?
If you love getting an amazing deal, combine your bookings into a Headingley holiday package. Whether you’re looking for hotels, flights, tours or rental cars, you can book everything in one place. You’ll have endless choice at your fingertips as well. Expedia has over 550 airlines and 1,000,000 properties all over the world to choose from. Fly with who you want, find a room where you like and save precious dollars — now that’s the perfect getaway!
Where should I stay in Headingley?
Stay where the action happens. Many travellers book hotels within easy reach of popular sights, like Red River Exhibition Park, BellMTS Iceplex and Thunder Rapids Fun Park.
What are the top hotels in Headingley?
Get your trip off to a flying start by staying at Motel 6 Headingley, MB - Winnipeg West. It’s one of most popular properties in Headingley. Another top option is Best Western Plus Winnipeg West.
How far in advance should I book my Headingley holiday?
Earlier is always better. Airlines generally advertise flight tickets up to a year ahead of departure, and this is a fantastic opportunity to score some of the cheapest prices. Just been told you need to take all your holiday days next week? That’s alright! Expedia are never short on fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Headingley travel package include?
Much of that depends on you. You can choose from a variety of Headingley packages, such as a flight, hotel and rental car. You can also book a hotel with a flight, or a flight with a rental car. Once you’ve made your booking, you can add the fun stuff like tours and activities. Whatever your ideal Headingley holiday looks like, get ready to save!
What should I know before booking a Headingley travel package?
A travel package can be tailored to your budget and is a fantastic way to stretch your dollars further. What you include is your call. Hotels, rental cars and flights — decide on a combination that suits your style.
Can I choose my airline with a Headingley Expedia holiday package?
The choice is all yours! Expedia has access to more than 550 partner airlines worldwide, so you can tailor your Headingley escape according to your travel preferences.
If I'm not able to travel, can I cancel my Headingley holiday package?
Whether it’s your flight or hotel, you can cancel and rebook it. Booked your Headingley holiday package in the last 24 hours? You may be able to make changes for free. For older bookings, you may incur a charge from your hotel, airline or car rental company. For further information, check out our Customer Service Portal. We’ll help you every step of the way.

Popular places to visit

Thunder Rapids Fun Park

Bring your family to Thunder Rapids Fun Park and enjoy this exciting theme park in Headingley. Stroll along the riverfront or attend a sporting event in the area.

Thunder Rapids Fun Park

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.