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Our top choices for Headingley hotels

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, (1001)
"Clean, great staff, pool is fabulous for kids"
Canada
liz
The price is NZ$245
includes taxes & fees
11 Jan - 12 Jan 2026
Best Western Plus Winnipeg West
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, (1290)
Located in Headingley, this motel offers free WiFi and parking plus a refreshing indoor pool. Just a short drive from Polo Park and John Blumberg Softball Complex, the 24-hour front desk team ensures a comfortable stay in clean, well-maintained rooms.
"Clean rooms, friendly staff, great location"
Canada
Grace
The price is NZ$135
includes taxes & fees
12 Jan - 13 Jan 2026
Motel 6 Headingley, MB - Winnipeg West
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, (1017)
Exploring southern Winnipeg is effortless with a complimentary airport shuttle and free parking at this hotel. Swim in the indoor pool, enjoy drinks at the bar/lounge, then retreat to a clean room with microwave and refrigerator.
"Always enjoy my stay here!"
Canada
Susan
The price is NZ$230
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Winnipeg South
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, (1477)
Discover this hotel just minutes from Club Regent Casino and Canada Life Centre. Enjoy convenient amenities including free WiFi, parking, and a fitness centre. Aaltos Restaurant serves meals throughout the day, while the free kids' club keeps little ones entertained.
"Always enjoy staying here!"
United States
Tamara
The price is NZ$171
includes taxes & fees
5 Jan - 6 Jan 2026
Canad Inns Destination Centre Club Regent Casino Hotel
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, (255)
Located just minutes from Winnipeg's airport with a free 24-hour shuttle, this hotel offers 2 restaurants and a bar. Swim in the indoor pool, relax in the spa pool, or work out in the fitness centre. Near Polo Park and Canada Life Centre with free WiFi and parking.
"Clean room, friendly staff"
Canada
Patlee
The price is NZ$300
includes taxes & fees
9 Jan - 10 Jan 2026
Sandman Signature Winnipeg Airport Hotel & Suites
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, (1387)
Enjoy Winnipeg from this convenient hotel with a 24-hour fitness centre and complimentary perks including WiFi, parking, and continental breakfast. Just a short drive from Polo Park and Unicity Mall, travellers appreciate the helpful staff and morning meal.
"Clean room and nice continental breakfast "
Canada
Daryle
The price is NZ$135
includes taxes & fees
11 Jan - 12 Jan 2026
Super 8 by Wyndham Winnipeg West
Waterslide
Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona
3.0 star property
Transcona
8.2 out of 10, Very good, (1006)
"We had a fantastic stay! The room was perfect for our large family and had everything we needed. It was an ideal winter break staycation, and the kids absolutely loved the waterslide. We would happily stay here again."
Canada
Miranda
The price is NZ$165
includes taxes & fees
4 Jan - 5 Jan 2026
Canad Inns Destination Centre Transcona
Exterior
Best Western Plus Pembina Inn & Suites

Best Western Plus Pembina Inn & Suites

Best Western Plus Pembina Inn & Suites
2.5 star property
Fort Garry
9.2 out of 10, Wonderful, (1004)
"Great stay"
Canada
Jennifer
The price is NZ$235
includes taxes & fees
11 Jan - 12 Jan 2026
Best Western Plus Pembina Inn & Suites
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, (706)
Explore Winnipeg from this welcoming hotel offering 2 on-site restaurants including Chicken Chef serving meals throughout the day. Enjoy free WiFi, complimentary parking, and nightlife at the hotel's own nightclub. Located just a short drive from Polo Park and Unicity Mall.
"Great place"
Canada
Stefan
The price is NZ$157
includes taxes & fees
4 Jan - 5 Jan 2026
Park West Inn
Cocktail bar
Four Points by Sheraton Winnipeg South

Four Points by Sheraton Winnipeg South

Four Points by Sheraton Winnipeg South
3.0 star property
Fort Garry
8.4 out of 10, Very good, (1002)
Discover this peaceful retreat with an indoor pool and 24-hour fitness centre. Located near restaurants and stores, it's a short drive from Princess Auto Stadium. Friendly staff and garden create a tranquil setting for your Winnipeg stay.
"it was a clean hotel and staff where friendly "
Canada
kevin
The price is NZ$252
includes taxes & fees
11 Jan - 12 Jan 2026
Four Points by Sheraton Winnipeg South
Terrace/patio
Best Western Premier Winnipeg East

Best Western Premier Winnipeg East

Best Western Premier Winnipeg East
3.5 star property
Transcona
9.0 out of 10, Wonderful, (1047)
This contemporary hotel offers an inviting indoor pool, restaurant with bar, and 24-hour fitness centre near Club Regent Casino. Just 15 minutes from Canada Life Centre, enjoy the helpful staff and convenient free WiFi and parking during your Manitoba stay.
"Awesome place to stay - highly recommend!"
Canada
Jay
The price is NZ$216
includes taxes & fees
11 Jan - 12 Jan 2026
Best Western Premier Winnipeg East
Exterior
Holiday Inn Winnipeg South by IHG

Holiday Inn Winnipeg South by IHG

Holiday Inn Winnipeg South by IHG
3.0 star property
Fort Garry
8.4 out of 10, Very good, (1004)
Located near University of Manitoba and St. Boniface Hospital, this hotel features a restaurant, bar, and indoor pool. The quiet atmosphere, clean rooms, helpful staff, and free parking make it perfect for exploring Canada Life Centre and Polo Park.
"Great room and lots of variety for breakfast."
Canada
alison
The price is NZ$200
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Winnipeg South by IHG
Indoor pool, open 9:30 AM to 10:00 PM, pool loungers
Travelodge by Wyndham Winnipeg East

Travelodge by Wyndham Winnipeg East

Travelodge by Wyndham Winnipeg East
2.0 star property
St. Vital
8.0 out of 10, Very good, (1600)
Located 10 minutes from Canada Life Centre, this Winnipeg hotel offers a refreshing indoor pool, spa pool, and sauna. Guests appreciate the free breakfast, WiFi, and parking. In-room comforts include refrigerators and microwaves, with a nightclub and bar for evening entertainment.
"Beds were comfortable and close to the lobby"
Canada
Jack
The price is NZ$136
includes taxes & fees
4 Jan - 5 Jan 2026
Travelodge by Wyndham Winnipeg East
Suite, 1 King Bed with Sofa bed, Non Smoking (Efficiency, Upgrade)
Quality Inn and Suites Winnipeg

Quality Inn and Suites Winnipeg

Quality Inn and Suites Winnipeg
3.0 star property
Ebby-Wentworth
8.2 out of 10, Very good, (1010)
This quiet Winnipeg hotel offers Vietnamese cuisine at Golden Elephant restaurant, free breakfast, WiFi, and parking. Just a 5-minute drive from St. Boniface Hospital with a fitness centre for workouts. Praised by travellers for helpful staff and peaceful atmosphere.
"Courteous staff, clean room. Will definitely stay here again 😃"
Canada
Bernard
The price is NZ$195
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn and Suites Winnipeg
Waterslide
Canad Inns Destination Centre Garden City

Canad Inns Destination Centre Garden City

Canad Inns Destination Centre Garden City
3.0 star property
Leila-McPhillips Triangle
8.0 out of 10, Very good, (1006)
This family-friendly Winnipeg hotel offers exciting aquatic adventures with a free water park and indoor pool. Located near Canada Life Centre and Polo Park, guests enjoy international cuisine at AALTOS restaurant, plus convenient in-room refrigerators and microwaves.
"Excellent place to say staff were awesome !!"
Canada
Rick .j.
The price is NZ$169
includes taxes & fees
25 Jan - 26 Jan 2026
Canad Inns Destination Centre Garden City
Indoor pool, open 7:00 AM to 11:00 PM, pool loungers
Super 8 by Wyndham Winnipeg East MB

Super 8 by Wyndham Winnipeg East MB

Super 8 by Wyndham Winnipeg East MB
2.0 star property
Symington Yards
9.2 out of 10, Wonderful, (1278)
Conveniently located within 15 minutes of Canada Life Centre, this motel features an indoor pool complex with children's pool and spa pool. The 24-hour fitness centre keeps your routine intact while free breakfast, WiFi, and parking add exceptional value.
"Enjoyed the stay, would recommend!"
Canada
Alexandra
The price is NZ$166
includes taxes & fees
5 Jan - 6 Jan 2026
Super 8 by Wyndham Winnipeg East MB
Lobby
Norwood Hotel

Norwood Hotel

Norwood Hotel
3.0 star property
Norwood East
8.4 out of 10, Very good, (983)
"Beautiful modern hotel, friendly staff, great restaurants and very convenient if visiting St. Boniface Hospital"
Canada
Brock
The price is NZ$244
includes taxes & fees
31 Dec - 1 Jan 2026
Norwood Hotel
Front of property – evening/night
Queen Bee Hotel

Queen Bee Hotel

Queen Bee Hotel
2.5 star property
Fort Garry
9.0 out of 10, Wonderful, (993)
Discover exceptional value at this Winnipeg hotel near Princess Auto Stadium. With free WiFi and parking, plus friendly staff and clean rooms, you're within 15 minutes of St. Boniface Hospital and University of Manitoba.
"It’s the perfect spot for us for an overnight in the city."
Canada
Candy
The price is NZ$139
includes taxes & fees
31 Dec - 1 Jan 2026
Queen Bee Hotel
Café
Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham
3.0 star property
Winnipeg
9.0 out of 10, Wonderful, (2462)
Just 0.9 mi from the airport, this remarkably peaceful hotel offers 24-hour free shuttle service, 2 bars, and a health club. Gateway Restaurant serves three daily meals, while in-room refrigerators and microwaves add convenience for travellers.
"Was a great stay"
Canada
David
The price is NZ$238
includes taxes & fees
2 Jan - 3 Jan 2026
Lakeview Signature, Trademark Collection by Wyndham
Exterior
Hampton Inn by Hilton Winnipeg Airport/Polo Park

Hampton Inn by Hilton Winnipeg Airport/Polo Park

Hampton Inn by Hilton Winnipeg Airport/Polo Park
2.5 star property
St. James
8.8 out of 10, Excellent, (1011)
Wake up to a complimentary breakfast at this convenient Winnipeg hotel near Polo Park. The 24-hour fitness centre and indoor pool provide relaxation options after exploring nearby Canada Life Centre. Free airport shuttle, WiFi, and parking enhance the value.
"Room was clean and quiet. Friendly staff a hot breakfast. "
Canada
Duane
The price is NZ$285
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn by Hilton Winnipeg Airport/Polo Park
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

Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

10/10 Excellent
"Yes"
Martha 3-night trip
Posted 1 day ago
Victoria Inn Hotel and Convention Centre Winnipeg

More cheap accommodation in Headingley

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

4400 Portage Avenue Headingley MB
The price is NZ$135 per night from 12 Jan to 13 Jan
NZ$135
12 Jan - 13 Jan 2026
includes taxes & fees
9/10 Wonderful! (1,279 reviews)

Frequently asked questions

What's the best place to stay in Headingley?
Best Western Plus Winnipeg West is a favourite with Expedia customers. This hotel offers free breakfast and an indoor pool. Another favourite option for your visit based on traveller reviews is Motel 6 Headingley, MB - Winnipeg West. See all available top hotels, or vacation rentals in Headingley.
What are some of the best holiday rentals that Headingley has to offer?
Cozy Haven 1-bedroom suite close to centre of Winnipeg: This holiday home rental outside of Headingley has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. See all vacation rentals in Headingley.
If I need to cancel my hotel reservation in Headingley, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you might still have the option to 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.
What's the best LGBTQ-friendly place to stay in Headingley?
Best Western Plus Winnipeg West is a top LGBTQ-friendly hotel that features free parking and a fitness centre. See all available hotels listed as LGBTQ-friendly in Headingley.
What is staying in Headingley like?
Visitors to Headingley will definitely enjoy the cafes. Tourists can also enjoy the city's hockey games, riverfront and festivals. In Headingley, there are 3 hotels and other accommodation options to choose from. Find out more about Headingley.
What should I do while I'm visiting Headingley?
Favourite 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. Take a look at what more there is to see and do in Expedia's Headingley guide.
What's the seasonal weather in Headingley?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are February and January, with an average of -12°C. The snowiest months in Headingley are November, October, January and April, with each month seeing an average of 14 cm of snowfall.

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