Find Hotels with a Pool in Headingley

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Headingley Hotels with a Pool

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Headingley Hotels with a Pool

Indoor pool
Best Western Plus Winnipeg West

Best Western Plus Winnipeg West

2.5 star property
Headingley
9.0 out of 10, Wonderful, (1011)
"Clean room, great pool for the kids, and awesome breakfast."
Canada
Daniel
The price is SAR 408
SAR 457 total
includes taxes & fees
1 Jan - 2 January 2026
Best Western Plus Winnipeg West
Indoor pool
Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

2.0 star property
Headingley
9.2 out of 10, Wonderful, (1246)
"The room was spotless, and the staff were very nice"
Canada
Stevo
The price is SAR 274
SAR 307 total
includes taxes & fees
14 Dec - 15 Dec
Motel 6 Headingley, MB - Winnipeg West
Indoor pool, open 7:00 AM to 11:00 PM, sun loungers
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, (1271)
"Was good would stay there again"
Canada
Edward William
The price is SAR 306
SAR 362 total
includes taxes & fees
22 Dec - 23 Dec
Super 8 by Wyndham Winnipeg East MB
Outdoor spa tub
Hilton Garden Inn Winnipeg South

Hilton Garden Inn Winnipeg South

3.0 star property
Winnipeg
9.0 out of 10, Wonderful, (1018)
"Rooms were spacious and clean, staff was very friendly."
Canada
Rob
The price is SAR 383
SAR 453 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Winnipeg South
Indoor pool
Sandman Signature Winnipeg Airport Hotel & Suites

Sandman Signature Winnipeg Airport Hotel & Suites

4.0 star property
St. James
9.0 out of 10, Wonderful, (217)
"Nice hotel "
Canada
oyindamola kafayat
The price is SAR 502
SAR 599 total
includes taxes & fees
8 Dec - 9 Dec
Sandman Signature Winnipeg Airport Hotel & Suites
Indoor pool, open 9:00 AM to 10:00 PM, sun loungers
Best Western Premier Winnipeg East

Best Western Premier Winnipeg East

3.5 star property
Transcona
9.0 out of 10, Wonderful, (1037)
"Will definitely stay here again!!!"
Canada
Lorraine
The price is SAR 390
SAR 462 total
includes taxes & fees
22 Dec - 23 Dec
Best Western Premier Winnipeg East
Exterior
Best Western Plus Winnipeg Airport Hotel

Best Western Plus Winnipeg Airport Hotel

3.0 star property
St. James
7.6 out of 10, Good, (1448)
"IT was amazing, I would stay again "
Canada
Shelley
The price is SAR 329
SAR 426 total
includes taxes & fees
2 Dec - 3 Dec
Best Western Plus Winnipeg Airport Hotel
Indoor pool, open 9:30 AM to 10:00 PM, sun loungers
Travelodge by Wyndham Winnipeg East

Travelodge by Wyndham Winnipeg East

2.0 star property
St. Vital
8.0 out of 10, Very Good, (1572)
"Easy check in, clean comfortable room "
Canada
Jennifer
The price is SAR 274
SAR 324 total
includes taxes & fees
21 Dec - 22 Dec
Travelodge by Wyndham Winnipeg East
Indoor pool
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, (41)
"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 SAR 331
SAR 391 total
includes taxes & fees
31 Dec - 1 January 2026
Holiday Inn & Suites Winnipeg Downtown by IHG
Indoor pool
Birchwood Inn, BW Premier Collection

Birchwood Inn, BW Premier Collection

3.0 star property
Birchwood
8.8 out of 10, Excellent, (1225)
"Would stay here again. "
Canada
Chad
The price is SAR 464
SAR 549 total
includes taxes & fees
7 Dec - 8 Dec
Birchwood Inn, BW Premier Collection
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now

Top Headingley Hotel Reviews

Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

10/10 Excellent
"Was great. "
Lacy 2-night trip
Posted 14 hours ago
Victoria Inn Hotel and Convention Centre Winnipeg

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Headingley?
Motel 6 Headingley, MB - Winnipeg West: Features free self parking, an indoor pool, and complimentary wireless internet access. Best Western Plus Winnipeg West: Offers a snack bar/deli, an indoor pool, and complimentary wired internet access. Victoria Inn Hotel and Convention Centre Winnipeg: Hotel located near Polo Park. Provides a children's pool, an indoor pool, and free water-park access. Sandman Hotel & Suites Winnipeg Airport: Hotel located near Polo Park. Features 2 restaurants, a pool, and free self parking. Canad Inns Destination Centre Club Regent Casino Hotel: Provides a children's pool, an indoor pool, and 2 restaurants.
What is there to see and do in Headingley?
Make a point to visit attractions like Thunder Rapids Fun Park. During your stay, check out sights such as John Blumberg Golf Course, John Blumberg Softball Complex, and Beaudry Provincial Park. You'll also discover lots of options for coffeehouses in Headingley.
When is the best time to book a hotel with a pool in Headingley?
Taking into account the local weather in Headingley can help you maximize your time at the pool during your trip. 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.