Headingley

Travel Guide

A rural landscape with a field of tall grass, two grain silos, and a wooden barn under a colorful sky.
Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

2 out of 5
4400 Portage Avenue Headingley MB
$104 nightly
The price is $116 total per night from Oct 5 to Oct 6
$116 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this motel in Headingley. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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
$134 nightly
The price is $150 total per night from Sep 27 to Sep 28
$150 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Headingley. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the pool and the helpful ...
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
$110 nightly
The price is $130 total per night from Sep 28 to Sep 29
$130 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free water park access, and breakfast (surcharge). Our guests praise the pool and the ...
8.4/10 Very Good! (3,222 reviews)
"Clean room, staff was helpful"

Reviewed on Sep 19, 2026

Victoria Inn Hotel and Convention Centre Winnipeg
See all 708 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.
St B. Living

St B. Living

Winnipeg MB
Stay at this vacation home in Winnipeg. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Canada Life Centre and Outlet Collection Winnipeg ...
9.6/10 Exceptional! (30 reviews)
"The house was great and as advertised. 3 bedrooms -1 has a queen bed, 2 have single beds.2 bathrooms. Worked great for what we needed. Good location, easy to get around to where we needed to go, close to grocery stores. Also close to hospital and the Forks. Parking spot in the back fit our SUV. Host ..."

Reviewed on Sep 12, 2026

St B. Living
Canada Life Centre° Osborne Location

Canada Life Centre° Osborne Location

Winnipeg MB
Stay at this condo in Winnipeg. Enjoy laundry facilities and air conditioning. Popular attractions Canada Life Centre and Outlet Collection Winnipeg are located ...
9.8/10 Exceptional! (7 reviews)
"Fantastic stay!!!"

Reviewed on Aug 18, 2026

Canada Life Centre° Osborne Location
Royal Oak - 2-bedroom (King & Queen bed), Living Area, Kitchen and Full bathroom

Royal Oak - 2-bedroom (King & Queen bed), Living Area, Kitchen and Full bathroom

Winnipeg MB
Stay at this vacation home in Winnipeg. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Canada Life Centre and Devonshire ...
9.4/10 Exceptional! (8 reviews)
"The host was very communicative and friendly. The place was very clean and stocked with everything we needed! The neighborhood was also very nice and safe, as well as close to attractions in the area. We loved our trip and would stay again!"

Reviewed on Aug 17, 2026

Royal Oak - 2-bedroom (King & Queen bed), Living Area, Kitchen and Full bathroom
See all 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.

Stay near popular Headingley attractions

Thunder Rapids Fun Park

7.8/10 (16 reviews)
Bring the kiddos to Thunder Rapids Fun Park and enjoy some excitement at this theme park in Headingley. Stroll along the riverfront or attend a sporting event in the area.
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Frequently asked questions

Is Headingley worth visiting?
Headingley is worth visiting for its recreational opportunities, including family fun at Thunder Rapids Fun Park. Sports enthusiasts can also enjoy events and facilities at the John Blumberg Softball Complex. Additionally, travelers can find local grocers for convenient self-catering options.
When is the best time to visit Headingley?
The best time to visit Headingley is from May through September, when the weather is generally mild and pleasant for exploring. For fewer crowds and better value, the quieter months of November through February are a good option, though cooler. This period offers a different experience with potentially lower rates.
What is Headingley known for?
Headingley is known for its recreational offerings, featuring Thunder Rapids Fun Park, John Blumberg Softball Complex, and John Blumberg Golf Course. Travelers can enjoy these facilities in this Canadian city, which is also named after Headingley itself.
What is a good itinerary length for Headingley?
A good itinerary length for Headingley is one to two days to enjoy attractions like Thunder Rapids Fun Park, John Blumberg Softball Complex, and John Blumberg Golf Course. For a more relaxed visit, or to explore the area's North American and Asian cuisine, consider staying three to four days.
What are the top things to do in and around Headingley?
In Headingley, travelers can enjoy a mix of recreational activities and outdoor sports:


How do I plan a trip to Headingley?
To plan your trip to Headingley, search for places to stay on Expedia. Book flights and rental cars in advance, especially during busy periods. Plan to enjoy outdoor activities like Thunder Rapids Fun Park, John Blumberg Softball Complex, and John Blumberg Golf Course. Remember to have indoor backup plans ready for weather flexibility.
Can I book a refundable hotel in Headingley?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Headingley by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Headingley with Expedia?
Expedia makes it easier to plan your Headingley trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Headingley?
The best choice depends on your travel style. Hotels in Headingley can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Headingley trip on Expedia?
Once you've booked your Headingley trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Headingley trip?
Expedia offers customer support before, during, and after your Headingley trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Headingley?
If it's your first trip to Headingley, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Headingley hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Headingley hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Headingley

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Winnipeg

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