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Dec 11 - Dec 12
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Dec 12 - Dec 13
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Dec 12 - Dec 14
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Our top choices for Headingley hotels

Iron/ironing board, free WiFi, bed sheets
Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West
2.0 star property
Headingley
9.2 out of 10, Wonderful, (1254)
"Clean rooms, friendly staff, great location"
Canada
Grace
The price is ￥11,519
￥12,901 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Motel 6 Headingley, MB - Winnipeg West
Indoor pool
Best Western Plus Winnipeg West

Best Western Plus Winnipeg West

Best Western Plus Winnipeg West
2.5 star property
Headingley
9.0 out of 10, Wonderful, (1003)
"Clean, great staff, pool is fabulous for kids"
Canada
liz
The price is ￥19,516
￥21,857 total
includes taxes & fees
Dec 30 - Dec 31
Best Western Plus Winnipeg West
Exterior
Super 8 by Wyndham Winnipeg West

Super 8 by Wyndham Winnipeg West

Super 8 by Wyndham Winnipeg West
3.0 star property
Glendale
9.0 out of 10, Wonderful, (1379)
"Great stay and better breakfast."
Canada
Ann-Carolyn
The price is ￥10,843
￥12,826 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Super 8 by Wyndham Winnipeg West
Premium bedding, pillowtop beds, desk, blackout drapes
Comfort Inn South

Comfort Inn South

Comfort Inn South
2.5 star property
Fort Garry
8.6 out of 10, Excellent, (1046)
"Very tasty breakfast Polite & nice staff"
Canada
jagdeep
The price is ￥12,096
￥14,310 total
includes taxes & fees
Dec 21 - Dec 22
Comfort Inn South
Waterslide
Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona
3.0 star property
Transcona
8.4 out of 10, Very Good, (1000)
"Staff was great, lots of choices for dinner, "
Canada
Kimberley
The price is ￥12,096
￥14,309 total
includes taxes & fees
Dec 25 - Dec 26
Canad Inns Destination Centre Transcona
Meeting facility
Canad Inns Destination Centre Windsor Park

Canad Inns Destination Centre Windsor Park

Canad Inns Destination Centre Windsor Park
3.0 star property
Windsor Park
7.8 out of 10, Good, (1000)
"Room was clean and fresh, staff were very friendly and helpful, pool and hot tub were also clean and fun!"
Canada
Cathy
The price is ￥10,944
￥12,947 total
includes taxes & fees
Dec 23 - Dec 24
Canad Inns Destination Centre Windsor Park
2 restaurants, breakfast, lunch, dinner served; Italian cuisine
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
4.0 star property
Downtown Winnipeg
9.2 out of 10, Wonderful, (1000)
"Great bar/restaurant, very nice rooms, and staff were friendly and accommodating."
Canada
Pietro
The price is ￥18,145
￥21,465 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
Lobby
Howard Johnson by Wyndham Winnipeg West

Howard Johnson by Wyndham Winnipeg West

Howard Johnson by Wyndham Winnipeg West
3.0 star property
Glendale
8.4 out of 10, Very Good, (1004)
"Clean room great stay "
Canada
Vincent
The price is ￥10,752
￥12,720 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Howard Johnson by Wyndham Winnipeg West
Indoor pool
Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry
3.0 star property
Fort Garry
8.0 out of 10, Very Good, (1138)
"Great room & staff!"
Canada
Leonard
The price is ￥13,056
￥15,446 total
includes taxes & fees
Dec 22 - Dec 23
Canad Inns Destination Centre Fort Garry
Meeting facility
Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel
3.0 star property
Transcona
9.0 out of 10, Wonderful, (1433)
"We were pleased with everything in our entire stay!"
Canada
nancy
The price is ￥11,808
￥13,968 total
includes taxes & fees
Dec 22 - Dec 23
Canad Inns Destination Centre Club Regent Casino Hotel
Exterior
Hilton Garden Inn Winnipeg South

Hilton Garden Inn Winnipeg South

Hilton Garden Inn Winnipeg South
3.0 star property
Winnipeg
9.0 out of 10, Wonderful, (1006)
"Always enjoy my stay here!"
Canada
Susan
The price is ￥17,319
￥20,489 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Garden Inn Winnipeg South
Corporate Floor - Business Queen Room | Premium bedding, pillowtop beds, desk, blackout drapes
Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg
3.0 star property
St. James
8.4 out of 10, Very Good, (2574)
"Just an overall very nice stay. "
Canada
Brent
The price is ￥15,004
￥17,750 total
includes taxes & fees
Dec 25 - Dec 26
Victoria Inn Hotel and Convention Centre Winnipeg
Indoor pool
Sandman Hotel & Suites Winnipeg Airport

Sandman Hotel & Suites Winnipeg Airport

Sandman Hotel & Suites Winnipeg Airport
3.0 star property
St. James
8.2 out of 10, Very Good, (1437)
"Nice place to stay!"
Canada
Joyce
The price is ￥18,297
￥21,883 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Sandman Hotel & Suites Winnipeg Airport
2 bars/lounges, pub, lobby lounge
Park West Inn

Park West Inn

Park West Inn
2.5 star property
Westdale
8.4 out of 10, Very Good, (695)
"The accommodations were great, and staff was amazing as well. "
Canada
Ryan
The price is ￥11,950
￥14,136 total
includes taxes & fees
Dec 17 - Dec 18
Park West Inn
Premium bedding, pillowtop beds, desk, blackout drapes
Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown
3.5 star property
Downtown Winnipeg
8.2 out of 10, Very Good, (1152)
"Awesome stay, I will be back next time I am in Winnipeg"
Canada
Tyler
The price is ￥12,401
￥14,671 total
includes taxes & fees
Dec 21 - Dec 22
Radisson Hotel Winnipeg Downtown
Daily cooked-to-order breakfast for a fee
Sandman Signature Winnipeg Airport Hotel & Suites

Sandman Signature Winnipeg Airport Hotel & Suites

Sandman Signature Winnipeg Airport Hotel & Suites
4.0 star property
St. James
9.2 out of 10, Wonderful, (236)
"Clean room, friendly staff"
Canada
Patlee
The price is ￥24,622
￥29,364 total
includes taxes & fees
Dec 14 - Dec 15
Sandman Signature Winnipeg Airport Hotel & Suites
Front of property - evening/night
Humphry Inn & Suites

Humphry Inn & Suites

Humphry Inn & Suites
2.5 star property
Downtown Winnipeg
8.4 out of 10, Very Good, (1512)
"Another good stay at the Humphry. Nice hotel in a nice location. "
Canada
Liam
The price is ￥15,363
￥18,174 total
includes taxes & fees
Dec 12 - Dec 13
Humphry Inn & Suites
Exterior
Holiday Inn & Suites Winnipeg Downtown by IHG

Holiday Inn & Suites Winnipeg Downtown by IHG

Holiday Inn & Suites Winnipeg Downtown by IHG
3.0 star property
Downtown Winnipeg
7.4 out of 10, Good, (45)
"Easy parking and access, clean and comfortable room, staff was pleasant and helpful, restaurant on site, food was very good, pool and hot tub a bonus. An excellent choice for a place to stay downtown. I would definitely stay here again."
Canada
Mary Jane
The price is ￥14,344
￥16,970 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn & Suites Winnipeg Downtown by IHG
Indoor pool
Birchwood Inn, BW Premier Collection

Birchwood Inn, BW Premier Collection

Birchwood Inn, BW Premier Collection
3.0 star property
Birchwood
8.8 out of 10, Excellent, (1212)
"Rooms were clean and such a good family friendly environment with the pool/play area!"
Canada
Haley
The price is ￥19,312
￥22,847 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Birchwood Inn, BW Premier Collection
Lobby
Norwood Hotel

Norwood Hotel

Norwood Hotel
3.0 star property
Norwood East
8.4 out of 10, Very Good, (978)
"Beautiful modern hotel, friendly staff, great restaurants and very convenient if visiting St. Boniface Hospital"
Canada
Brock
The price is ￥18,587
￥21,988 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Norwood Hotel
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.
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Stay near popular Headingley attractions

John Blumberg Golf Course

4.3/5 (4 reviews)
Enjoy a round of golf in Headingley at John Blumberg Golf Course. Experience the area's fascinating museums or attend a sporting event.
See properties

John Blumberg Softball Complex

4.0/5 (6 reviews)
Catch an event at John Blumberg Softball Complex during your trip to Headingley. Stroll along the riverfront or attend a sporting event in the area.
See properties

Top Headingley Hotel Reviews

Travelodge by Wyndham Winnipeg East

Travelodge by Wyndham Winnipeg East

10/10 Excellent
"Yes everything was good "
Ryan 2-night trip
Posted 2 days ago
Travelodge by Wyndham Winnipeg East

More cheap stays in Headingley

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

4400 Portage Avenue Headingley MB
The price is ￥11,519 per night from Jan 5 to Jan 6
￥11,519
￥12,901 total
Jan 5 - Jan 6, 2026
includes taxes & fees
9/10 Wonderful! (1,243 reviews)

Frequently asked questions

What's the best place to stay in Headingley?
Best Western Plus Winnipeg West is a favorite with Expedia customers. This hotel offers free breakfast and an indoor pool. Another favorite option for your visit based on traveler reviews is Motel 6 Headingley, MB - Winnipeg West. See all available top hotels, or vacation rentals in Headingley.
What's the top vacation rental in Headingley?
Morning glory cottage: Visitors like this Headingley vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier. See all vacation rentals in Headingley.
If I need to cancel my hotel reservation in Headingley, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Headingley.
Where can I learn more about changing or cancelling my trip to Headingley?
For more details about picking new dates or cancelling your trip to Headingley, go to https://www.expedia.com/service/.
What is the favorite LGBTQ-friendly accommodation in Headingley?
Best Western Plus Winnipeg West is a top LGBTQ-friendly hotel that features free parking and a fitness center. See all available hotels listed as LGBTQ-friendly in Headingley.
Where is the best hotel to stay close to Red River Exhibition Park?
Super 8 by Wyndham Winnipeg West is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers free breakfast and free parking. It's located just a short 0.5 mi (0.8 km) from Red River Exhibition Park. Other good options within a short distance include Best Western Plus Winnipeg West and Howard Johnson by Wyndham Winnipeg West.
What about the best place to stay near John Blumberg Softball Complex?
One of the top choices for your stay is Motel 6 Headingley, MB - Winnipeg West, located a short 0.4 mi (0.7 km) from John Blumberg Softball Complex, and this property offers free parking and a snack bar/deli. Best Western Plus Winnipeg West, located just 1 mi (1.6 km) away, is another good option for your stay.
What's the best hotel for staying near Winnipeg James Armstrong Richardson International Airport (YWG)?
Best Western Plus Winnipeg Airport Hotel is a popular 3-star hotel featuring a restaurant and an indoor pool. It's located a short 0.9 mi (1.5 km) from Winnipeg James Armstrong Richardson Intl. Airport. Other accommodations near the airport are Four Points by Sheraton Winnipeg International Airport and The Grand Winnipeg Airport Hotel by Lakeview.
What is staying in Headingley like?
Visitors to Headingley are sure to enjoy the coffeehouses. Tourists can also enjoy the city's hockey games, riverfront, and festivals. In Headingley, there are 3 hotels and other accommodations to choose from. Find out more about Headingley.
What should I do while I'm visiting Headingley?
Favorite places to visit include Thunder Rapids Fun Park, John Blumberg Golf Course, and John Blumberg Softball Complex. Additionally, you might want to add Beaudry Provincial Park to your itinerary. Check out what more to see and do in Expedia's Headingley guide.
What's the weather like in Headingley?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are February and January with an average of 11°F. The snowiest months in Headingley are November, October, January, and April, with each month seeing an average of 6 inches of snowfall.

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