Find Romantic Hotels in Headingley from CA $133

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Headingley Romantic Hotels

Our top choices for Headingley romantic hotels

No.5 East

No.5 East
3.5 star property
Winnipeg
9.8 out of 10, Exceptional, (24 reviews)
"It was an amazing spot to stay for short vacation in Winnipeg for us. The design of the place is aesthetically pleasing, the location is very close to many amenities, the room is comfortable. Definitely recommend! "
Canada
Isra
The price is CA $144
CA $171 total
includes taxes & fees
Feb 22 - Feb 23
No.5 East

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, (1,003 reviews)
"Room was clean, front desk staff were great "
Canada
Kristi
The price is CA $152
CA $180 total
includes taxes & fees
Mar 8 - Mar 9
Four Points by Sheraton Winnipeg South

Inn At The Forks

Inn At The Forks
3.5 star property
Downtown Winnipeg
9.0 out of 10, Wonderful, (1,002 reviews)
"The private hot tub was fantastic "
Canada
Nathaniel
The price is CA $189
CA $224 total
includes taxes & fees
Feb 21 - Feb 22
Inn At The Forks

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

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
4.0 star property
Downtown Winnipeg
9.2 out of 10, Wonderful, (1,065 reviews)
"Loved breakfast and the feel of the hotel!"
Canada
Lindsie
The price is CA $161
CA $190 total
includes taxes & fees
Mar 15 - Mar 16
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

Viscount Gort Hotel

Viscount Gort Hotel
3.0 star property
Winnipeg
7.2 out of 10, Good, (1,233 reviews)
"Great location, and excellent service in the hotel restaurant."
United States
Catherine
The price is CA $153
CA $183 total
includes taxes & fees
Mar 5 - Mar 6
Viscount Gort Hotel

The Fairmont Winnipeg Gold Experience

The Fairmont Winnipeg Gold Experience
4.0 star property
Exchange District
8.4 out of 10, Very good, (33 reviews)
"Excellent stay at the Fairmont gold. Staff were super friendly. Food at the lounge was great. Extra points for the bonus charcuterie board, cookies, and chocolates in the room upon arrival. "
Canada
Anonymous traveller
The price is CA $296
CA $350 total
includes taxes & fees
Feb 28 - Mar 1
The Fairmont Winnipeg Gold Experience

Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona
3.0 star property
Transcona
8.4 out of 10, Very good, (1,017 reviews)
"Great place to stay."
Canada
Richard
The price is CA $129
CA $152 total
includes taxes & fees
Feb 22 - Feb 23
Canad Inns Destination Centre Transcona

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, (1,001 reviews)
"Good place to stay"
Canada
Deepu
The price is CA $127
CA $150 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Winnipeg South by IHG

Canad Inns Destination Centre Windsor Park

Canad Inns Destination Centre Windsor Park
3.0 star property
Windsor Park
7.8 out of 10, Good, (1,006 reviews)
"Staff was very friendly, everything was clean, the pool/slide was so much fun! Two restaurants in the hotel to eat at, everything was great! "
Canada
Joshua
The price is CA $112
CA $133 total
includes taxes & fees
Feb 22 - Feb 23
Canad Inns Destination Centre Windsor Park

Norwood Hotel

Norwood Hotel
3.0 star property
Norwood East
8.4 out of 10, Very good, (996 reviews)
"The staff was helpful The room is clean .It is quite "
Canada
Diane
The price is CA $169
CA $200 total
includes taxes & fees
Mar 7 - Mar 8
Norwood Hotel
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Top Headingley Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Headingley?
Are you looking for a romantic escape? Our guests also enjoy Headingley for its coffeehouses. You might consider checking out some of the nearby sights and attractions such as John Blumberg Golf Course, Beaudry Provincial Park, or Thunder Rapids Fun Park. If you'd like to stay close to a particular destination, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Headingley?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Headingley: 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.
What is there to do in Headingley?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Headingley has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Headingley for its coffeehouses. You might think about stopping by John Blumberg Golf Course, Beaudry Provincial Park, or Thunder Rapids Fun Park while you're seeing the sights.
What's the best way to get to Headingley and around town during my romantic getaway?
This information about transportation options in Headingley might help your romantic trip go off without a hitch: Make your way to Headingley with a flight to Winnipeg James Armstrong Richardson Intl. Airport (YWG), which is the closest major airport located 7.9 mi (12.7 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia