Explore top 2026 4 Star Hotels in Headingley

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Top Headingley 4 Star hotels

The Grand Winnipeg Airport Hotel by Lakeview

1979 Wellington Ave. Winnipeg MB

Fully refundableReserve now, pay when you stay

$113 nightly

$134 total

Jan 23 - Jan 24, 2026

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and ...

9/10 Wonderful! (1,209 reviews)

Good

Reviewed on Dec 21, 2025

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

222 Broadway Winnipeg MB

Fully refundableReserve now, pay when you stay

$117 nightly

$139 total

Jan 15 - Jan 16, 2026

Total with taxes and fees

A full-service spa, 2 restaurants, and a 24-hour gym are all featured at this Victorian hotel. Traveling on business? Take advantage of the free WiFi in public ...

9/10 Wonderful! (1,009 reviews)

Beautiful

Reviewed on Dec 22, 2025

The Fairmont Winnipeg

2 Lombard Pl Winnipeg MB

Fully refundableReserve now, pay when you stay

$131 nightly

$155 total

Dec 26 - Dec 27

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...

8.2/10 Very Good! (1,004 reviews)

Staff is particularly helpful especially the valet parking staff.

Reviewed on Dec 20, 2025

Sandman Signature Winnipeg Airport Hotel & Suites

1760 Sargent Ave Winnipeg MB

Fully refundableReserve now, pay when you stay

$161 nightly

$190 total

Dec 26 - Dec 27

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free ...

9/10 Wonderful! (249 reviews)

Courtesy and hospitality

Reviewed on Dec 23, 2025

Delta Hotels by Marriott Winnipeg

350 St Mary Ave Winnipeg MB

Fully refundableReserve now, pay when you stay

$164 nightly

$194 total

Jan 23 - Jan 24, 2026

Total with taxes and fees

2 indoor pools, A 24-hour gym, and a hot tub are all featured at this smoke-free hotel. Families will appreciate the children's pool and complimentary bicycles. ...

9/10 Wonderful! (1,000 reviews)

The staff at the front desk was super nice.

Reviewed on Dec 17, 2025

The Fairmont Winnipeg Gold Experience

2 Lombard Pl Winnipeg MB

Fully refundableReserve now, pay when you stay

$210 nightly

$248 total

Jan 3 - Jan 4, 2026

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and A 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry ...

8.4/10 Very Good! (31 reviews)

Reviewed on Oct 25, 2025

Chesskings Car Rental Guest House

591 Notre Dame Ave Winnipeg MB

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A grocery/convenience store, a computer station, and dry cleaning ...

Get rates

Don't see what you're looking for?

See all available properties in Headingley

View all properties

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.

4 Star Hotels Headingley

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Headingley 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Headingley will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Headingley, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.