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Hotels in Headingley

November 2026
December 2026

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Check prices for these dates

This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Where to stay in Headingley?

A hotel pool area with a water slide, seating area, and large windows.
A modern living room with a sectional sofa, a flat-screen TV, and a stone accent wall.
A hotel room with two beds, a desk, a chair, and a TV.
A modern hotel lobby with a sectional sofa, armchairs, a small table, and a kitchen area with a flat-screen TV.

1. Best Western Plus Winnipeg West

Best Western Plus Winnipeg West
Headingley
$132
$148 total
includes taxes & fees
Oct 26 - Oct 27
Best Western Plus Winnipeg West
A compact hotel room with a bed, a desk, a chair, a kitchenette, and a TV.
A reception area with a modern design, featuring a reception desk, a wall-mounted security camera, and framed pictures.
A modern kitchen with a black countertop, stainless steel sink, and a built-in microwave.
An indoor swimming pool with a hot tub, seating area, and a door leading to another room.

2. Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West
Headingley
$91
$102 total
includes taxes & fees
Nov 8 - Nov 9
Motel 6 Headingley, MB - Winnipeg West
A bathroom with a white sink, a towel rack, a mirror, and a shower curtain.
A hotel room with a bed, desk, chairs, a TV, and a window with curtains.
A modern interior with a reception desk, a neon sign, a cityscape painting, and a seating area.
A hotel with a covered entrance, a parking lot, and a sign indicating it's a Wyndham Super 8.

3. Super 8 by Wyndham Winnipeg West

Super 8 by Wyndham Winnipeg West
Glendale
$82
$97 total
includes taxes & fees
Nov 1 - Nov 2
Super 8 by Wyndham Winnipeg West
A bar area with wooden bar counters, red bar stools, and a neon sign.
A gaming arcade with multiple gaming stations and chairs.
A hotel room with two beds, a sofa, a desk, and a kitchenette.
A bar area with wooden paneling, multiple TVs, and red cushioned chairs.

4. Howard Johnson by Wyndham Winnipeg West

Howard Johnson by Wyndham Winnipeg West
Glendale
$80
$95 total
includes taxes & fees
Nov 1 - Nov 2
Howard Johnson by Wyndham Winnipeg West
A bar area with wooden tables and chairs, a bar counter with various bottles and a cash register, and a television mounted on the wall.
A bar area with a brick wall and a black countertop.
A bar with multiple seating areas, including round tables and booths, and a bar counter with a variety of bottles and a dartboard.
A corner bathtub with rose petals and a champagne bottle.

5. Park West Inn

Park West Inn
Westdale
$81
$96 total
includes taxes & fees
Oct 26 - Oct 27
Park West Inn
A hot tub on a wooden deck with a stone wall and large windows.
A modern bedroom with a bed, nightstands, a desk, and a chair.
A view through a door to a wooden deck with a metal railing, a wooden fence, and a building with large windows.
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.

6. Stay549 - Adults Only Bed and Breakfast

Stay549 - Adults Only Bed and Breakfast
Winnipeg
$129
$152 total
includes taxes & fees
Oct 25 - Oct 26
Stay549 - Adults Only Bed and Breakfast
A hotel room with a bed, a sofa, a desk with a flat-screen TV, a chair, and a wooden cabinet.
A modern indoor seating area with tables and chairs, a bar counter, and large windows offering views of the outside.
A pool with a frog-shaped water slide.
Room

7. Birchwood Inn, BW Premier Collection

Birchwood Inn, BW Premier Collection
Birchwood
$141
$166 total
includes taxes & fees
Nov 8 - Nov 9
Birchwood Inn, BW Premier Collection
A modern hotel lobby with a curved sofa, patterned armchairs, a wooden coffee table, and a reception desk with a flat-screen TV.
An indoor swimming pool with clear lanes, a tiled floor, and a seating area with yellow chairs.
A modern hotel with a flat roof, multiple floors, and a prominent entrance with a covered area.
An outdoor patio area with round tables, blue cushioned chairs, and a large umbrella.

8. Hyatt House Winnipeg-South/Outlet Collection

Hyatt House Winnipeg-South/Outlet Collection
Winnipeg
$180
$212 total
includes taxes & fees
Nov 8 - Nov 9
Hyatt House Winnipeg-South/Outlet Collection
A modern hotel lobby with a wine cellar, a bar area, and a seating space.
A hotel room with two beds, a nightstand with a phone and lamp, and a large wall mural of mountains and a stormy sky.
A modern hotel building with large windows, a prominent 'GRAND' sign, and a 'NOW OPEN' banner.
A modern reception area with a blue wall, a large landscape painting, and a reception desk with a flat-screen TV.

9. The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview
Winnipeg
$133
$157 total
includes taxes & fees
Nov 13 - Nov 14
The Grand Winnipeg Airport Hotel by Lakeview
A restaurant with a stone facade and a neon sign.
A hotel lobby with a Pepsi refrigerator, a reception desk, and a wall-mounted exit sign.
A small dining area with a round table and two wooden chairs, an air conditioning unit, and a window with curtains.
A hotel room with two beds, wooden flooring, a nightstand with a lamp, and a telephone.

10. Queen Bee Hotel

Queen Bee Hotel
Fort Garry
$77
$91 total
includes taxes & fees
Oct 20 - Oct 21
Queen Bee Hotel
A bar area with a pool table, bar stools, and a television displaying a sports event.
A parking lot with a black pickup truck parked on the right.
A modern interior with a staircase, a chandelier, a sofa, and a wall-mounted artwork.
A hotel room with a bed, a desk, a chair, and a nightstand with lamps.

11. Grand Royal Legacy

Grand Royal Legacy
Winnipeg
$64
$75 total
includes taxes & fees
Oct 20 - Oct 21
Grand Royal Legacy
A hotel room with a bed, a desk, a chair, a television, and a refrigerator.
A hotel room with a desk, chair, TV, and large windows with curtains.
A modern dining area with multiple tables and chairs, a kitchen area with cooking equipment, and a wall-mounted television.
A picnic table with a barbecue grill in a park.

12. Comfort Inn Winnipeg South

Comfort Inn Winnipeg South
Fort Garry
$87
$103 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn Winnipeg South
Exterior
A modern bar area with multiple seating options, a bar counter, and a television screen.
A hotel room with two beds, a sitting area, a bathroom with a bathtub, and a TV.
A hotel room with a large wooden vanity, a bed, a gray sofa, and a small table.

13. Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham
Winnipeg
$120
$142 total
includes taxes & fees
Nov 7 - Nov 8
Lakeview Signature, Trademark Collection by Wyndham
A pool area with lounge chairs, a clock, and a spa rules sign.
Reception
A modern hotel room with a large bed, a desk, a chair, and a window with a city view.
A Hilton Garden Inn hotel with a modern facade, multiple entry points, and a landscaped front area.

14. Hilton Garden Inn Winnipeg South

Hilton Garden Inn Winnipeg South
Winnipeg
$138
$164 total
includes taxes & fees
Nov 13 - Nov 14
Hilton Garden Inn Winnipeg South
An indoor swimming pool with a slide, seating area, and safety signage.
A hotel with a modern facade, a covered entrance, and a well-maintained exterior.
A modern lobby with seating areas, a reception desk, and a large wall clock.
A hotel room with a large bed, two bedside tables with lamps, a desk, a chair, a window with curtains, and a wall-mounted picture.

15. Best Western Plus Pembina Inn & Suites

Best Western Plus Pembina Inn & Suites
Fort Garry
$119
$141 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Pembina Inn & Suites
A reception area with a blue counter, a plant overhead, and a view through the glass doors.
A modern building with a sign reading 'SANDMAN SIGNATURE'.
A modern interior with seating areas, a reception desk, and a flat-screen TV.
A hotel room with a large bed, bedside tables, a desk, a chair, and a mirror.

16. Sandman Signature Winnipeg Airport Hotel & Suites

Sandman Signature Winnipeg Airport Hotel & Suites
St. James
$142
$170 total
includes taxes & fees
Nov 15 - Nov 16
Sandman Signature Winnipeg Airport Hotel & Suites
An indoor swimming pool with a water slide, a mural, and a seating area.
A Canada Inn reception area with a red desk, black leather seating, and a wooden pergola.
A gaming area with multiple arcade machines, a central counter, and overhead monitors displaying games.
A room with a large bathtub, a wooden floor, a wall mural of an iceberg, and a desk with a chair.

17. Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry
Fort Garry
$79
$94 total
includes taxes & fees
Nov 2 - Nov 3
Canad Inns Destination Centre Fort Garry
A bar with multiple screens, tables, and chairs.
A restaurant interior with a brick wall, a large wood-burning stove, and a table set with glasses and a napkin.
A casino with multiple gaming tables, slot machines, and a bar area.
A hotel lobby with a check-in counter, a fireplace, and a self-service kiosk.

18. Travelodge by Wyndham Winnipeg Airport West

Travelodge by Wyndham Winnipeg Airport West
Deer Lodge
$74
$88 total
includes taxes & fees
Oct 26 - Oct 27
Travelodge by Wyndham Winnipeg Airport West
A modern bar area with a long counter, multiple stools, and a television mounted on a stone wall.
A conference room with round tables and chairs, a kitchenette, and a reception area.
A Hampton Inn hotel with a modern facade, a covered entrance, and a clear sky.
A hotel room with a bed, a desk, a television, a window with curtains, and a painting on the wall.

19. Hampton Inn by Hilton Winnipeg Airport/Polo Park

Hampton Inn by Hilton Winnipeg Airport/Polo Park
St. James
$142
$169 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn by Hilton Winnipeg Airport/Polo Park
A modern living room with a sectional sofa, a coffee table, and a decorative wall panel.
A Courtyard Marriott hotel with a modern design, featuring multiple floors and a prominent entrance sign.
A gym with treadmills, exercise balls, and a large window offering a city view.
A reception area with a wooden reception desk, a wall-mounted sign reading "the market", and a large window displaying bottled beverages.

20. Courtyard by Marriott Winnipeg Airport

Courtyard by Marriott Winnipeg Airport
Winnipeg
$139
$165 total
includes taxes & fees
Nov 13 - Nov 14
Courtyard by Marriott Winnipeg Airport
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Go beyond your typical stay in Headingley

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Pet friendly
Pet friendly
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Pool
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Hot tub
Hot tub
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Spa
Spa
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Family friendly
Family friendly
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Apart­ment
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Waterpark
Waterpark
Our prices for hotels in Headingley are cheapest in January

Price trends for hotels in Headingley

Pricing is based on two traveler single night rates
View properties in October

October

High 10°C / low 3°C. Partly sunny.
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Top landmarks in Headingley

John Blumberg Softball Complex

8.0/10 (13 reviews)
You can catch an event at John Blumberg Softball Complex, located 1.4 mi (2.3 km) from central Headingley. Why not take a stroll along the riverfront and watch the sunset while you're here?
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John Blumberg Golf Course

8.4/10 (12 reviews)
You might want to play some rounds at John Blumberg Golf Course, located 1.3 mi (2.1 km) from central Headingley. Why not take a stroll along the riverfront and watch the sunset while you're here? If John Blumberg Golf Course doesn't quite scratch your golfing itch, St. Charles Country Club is also nearby.
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Learn more about Headingley

Headingley is well-known for its attractions such as Thunder Rapids Fun Park and John Blumberg Golf Course. Visitors to this welcoming city speak highly of the coffeehouses whereas sights include John Blumberg Softball Complex and Beaudry Provincial Park.

See all hotels in Headingley
A rural landscape with a field of tall grass, two grain silos, and a wooden barn under a colorful sky.

Check out reviews of Headingley hotels guests love

A hotel pool area with a water slide, seating area, and large windows.
A modern living room with a sectional sofa, a flat-screen TV, and a stone accent wall.
A hotel room with two beds, a desk, a chair, and a TV.
A modern hotel lobby with a sectional sofa, armchairs, a small table, and a kitchen area with a flat-screen TV.

Best Western Plus Winnipeg West

Best Western Plus Winnipeg West
Headingley

10/10 Exceptional

United States
Jonathan Xavier
Best Western Plus Winnipeg West
A compact hotel room with a bed, a desk, a chair, a kitchenette, and a TV.
A reception area with a modern design, featuring a reception desk, a wall-mounted security camera, and framed pictures.
A modern kitchen with a black countertop, stainless steel sink, and a built-in microwave.
An indoor swimming pool with a hot tub, seating area, and a door leading to another room.

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West
Headingley

10/10 Exceptional

United States
Gary
Motel 6 Headingley, MB - Winnipeg West
A bar area with wooden bar counters, red bar stools, and a neon sign.
A gaming arcade with multiple gaming stations and chairs.
A hotel room with two beds, a sofa, a desk, and a kitchenette.
A bar area with wooden paneling, multiple TVs, and red cushioned chairs.

Howard Johnson by Wyndham Winnipeg West

Howard Johnson by Wyndham Winnipeg West
Glendale

10/10 Exceptional

United States
Richard
Howard Johnson by Wyndham Winnipeg West
A hot tub on a wooden deck with a stone wall and large windows.
A modern bedroom with a bed, nightstands, a desk, and a chair.
A view through a door to a wooden deck with a metal railing, a wooden fence, and a building with large windows.
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.

Stay549 - Adults Only Bed and Breakfast

Stay549 - Adults Only Bed and Breakfast
Winnipeg

10/10 Exceptional

United States
Lawrence
Stay549 - Adults Only Bed and Breakfast
A luxurious room with a large stone wall, a fireplace, a pool table, and a seating area with a wicker chair.
A spacious living room with a large flat-screen TV, a coffee table, and a sofa.
A room with a pink wall, a brick archway, a flat-screen TV, a black entertainment unit, and a wooden floor.
A modern kitchen with a curved island, stainless steel appliances, and recessed ceiling lighting.

Mariaggi's Theme Suite Hotel & Spa

Mariaggi's Theme Suite Hotel & Spa
Exchange District

10/10 Exceptional

United States
Nana-yawfor
Mariaggi's Theme Suite Hotel & Spa
A bar area with wooden tables and chairs, a bar counter with various bottles and a cash register, and a television mounted on the wall.
A bar area with a brick wall and a black countertop.
A bar with multiple seating areas, including round tables and booths, and a bar counter with a variety of bottles and a dartboard.
A corner bathtub with rose petals and a champagne bottle.

Park West Inn

Park West Inn
Westdale

10/10 Exceptional

United States
Jeffery
Park West Inn
A modern hotel lobby with a wine cellar, a bar area, and a seating space.
A hotel room with two beds, a nightstand with a phone and lamp, and a large wall mural of mountains and a stormy sky.
A modern hotel building with large windows, a prominent 'GRAND' sign, and a 'NOW OPEN' banner.
A modern reception area with a blue wall, a large landscape painting, and a reception desk with a flat-screen TV.

The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview
Winnipeg

10/10 Exceptional

United States
Marion
The Grand Winnipeg Airport Hotel by Lakeview
An indoor swimming pool with a slide, seating area, and safety signage.
A hotel with a modern facade, a covered entrance, and a well-maintained exterior.
A modern lobby with seating areas, a reception desk, and a large wall clock.
A hotel room with a large bed, two bedside tables with lamps, a desk, a chair, a window with curtains, and a wall-mounted picture.

Best Western Plus Pembina Inn & Suites

Best Western Plus Pembina Inn & Suites
Fort Garry

10/10 Exceptional

United States
David
Best Western Plus Pembina Inn & Suites
Exterior
A modern bar area with multiple seating options, a bar counter, and a television screen.
A hotel room with two beds, a sitting area, a bathroom with a bathtub, and a TV.
A hotel room with a large wooden vanity, a bed, a gray sofa, and a small table.

Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham
Winnipeg

10/10 Exceptional

United States
Marlene
Lakeview Signature, Trademark Collection by Wyndham
A breakfast buffet setup with a sign that reads "HAPPY BREAKFAST STARTS HERE".
A hotel reception area with a modern design, featuring a reception desk, a "Welcome to the Key Stone Province" sign, and a view into the room service area.
A modern bar area with a wooden counter, bar stools, and a mounted television.
A balcony with a view of a cityscape, including a parking lot and buildings with signage.

Hampton Inn by Hilton Winnipeg Downtown

Hampton Inn by Hilton Winnipeg Downtown
Downtown Winnipeg

10/10 Exceptional

United States
Lisa
Hampton Inn by Hilton Winnipeg Downtown
A modern bar area with a counter, bar stools, and a seating area with a red net-like structure.
A modern hotel room with a large bed, a desk, a chair, and a sofa.
A hotel room with two beds, a desk, a chair, and a large window with blinds.
A modern reception area with a colorful mosaic wall, a white reception desk, and a seating area with stools.

Alt Hotel Winnipeg

Alt Hotel Winnipeg
Downtown Winnipeg

10/10 Exceptional

United States
Wayne
Alt Hotel Winnipeg
A modern living room with a sectional sofa, a coffee table, and a decorative wall panel.
A Courtyard Marriott hotel with a modern design, featuring multiple floors and a prominent entrance sign.
A gym with treadmills, exercise balls, and a large window offering a city view.
A reception area with a wooden reception desk, a wall-mounted sign reading "the market", and a large window displaying bottled beverages.

Courtyard by Marriott Winnipeg Airport

Courtyard by Marriott Winnipeg Airport
Winnipeg

10/10 Exceptional

United States
Lorrie
Courtyard by Marriott Winnipeg Airport

Frequently Asked Questions

What accommodations do travelers like in Headingley?

Guests like Motel 6 Headingley, MB - Winnipeg West, Best Western Plus Winnipeg West and Victoria Inn Hotel and Convention Centre Winnipeg.

Can I book refundable accommodations in Headingley?

If you want the flexibility to change your travel plans to Headingley, most accommodations offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Headingley be like during my visit?

The warmest months in Headingley are usually July and August with an average temp of 65°F. February and January are the chilliest months when the average temp is 11°F. The rainiest months are June and July.

Why should I book my Headingley hotel with Hotels.com?

There are plenty of reasons to book your Headingley travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.