Transcona Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Where to stay in Transcona

Find the best Transcona areas and neighborhoods for the activities you enjoy most. Learn more about Transcona
An aerial view of a city with a river, a stadium, and a bridge.

Downtown Winnipeg

3 out of top 10 points of interest in this area
4.5/5(4 area reviews)

Downtown Winnipeg is a destination visitors seek out for its ample dining options, fascinating museums and great live music. You might also want to check out attractions like Canada Life Centre or Portage Place while you're exploring the neighbourhood.

Find hotels in Downtown Winnipeg

Top hotels in Transcona

Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
1415 Regent Ave W Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is S$169 per night from 26 Jul to 27 Jul
S$169
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (1,692 reviews)
"We stayed for 7 nights at club regent hotel. This place needs a complete Reno. The rooms smell really bad. Also there was an odor of sewage thought out the hotel. I asked about it and the lady told me it had to do with some kind of disinfectant that made that smell. The first room they put us in ..."

Reviewed on 2 Jul, 2026

Canad Inns Destination Centre Club Regent Casino Hotel
Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

3 out of 5
826 Regent Avenue West Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is S$150 per night from 19 Jul to 20 Jul
S$150
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Staff is very helpful and accommodating. Nice touch with breakfast included."

Reviewed on 1 Jul, 2026

Canad Inns Destination Centre Transcona
Best Western Premier Winnipeg East

Best Western Premier Winnipeg East

3.5 out of 5
900 Regent Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is S$192 per night from 19 Jul to 20 Jul
S$192
19 Jul - 20 Jul
includes taxes & fees
9.2/10 Wonderful! (1,077 reviews)
"Nice location in Transcona. Room was nice and clean. Kind of pricey, compared to other hotels."

Reviewed on 2 Jul, 2026

Best Western Premier Winnipeg East
See all 664 properties in Transcona
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.

Frequently asked questions

How much does a Transcona holiday package cost?
Go from wondering to wandering with our Transcona holiday packages, which start from a low . Select the flights and hotels that suit your travel style. Then, add on a couple of tours or activities for a one-of-a-kind escape.
How do I get a cheap travel package to Transcona?
Bundle your flights and hotels with Expedia to save big on your next getaway. With more than 550 partner airlines and 1,000,000 properties across the world, your Transcona holiday package can be tailored exactly to suit your budget. With all that extra money, why not include one or more fun tours and activities? It's an easy way to unlock even more discounts. The holiday you've always dreamed of in Transcona is much closer than you thought!
Where should I stay in Transcona?
A holiday in Transcona isn't complete without visiting Club Regent Casino, Buhler Recreation Park and Kildonan Place. Spend your evenings near these popular sights and make sightseeing easy.
What are the top hotels in Transcona?
Get your escape off to a fantastic start by booking a stay at Canad Inns Destination Centre Transcona. It's one of most popular properties in Transcona. Another welcoming option is Best Western Premier Winnipeg East.
How far in advance should I book my Transcona holiday?
Smart travellers often book early. You can generally start comparing international fares on Expedia up to a year before your flight. If you're late to book, there's no need to worry. Cheap prices sometimes occur just weeks before departure dates.
What does an Expedia Transcona travel package include?
You can choose from a combination of flights, rental cars and hotels. Once you've made your booking, you can add tours and activities. Want to pick your airfare class? That's easy to do too. The choice is all yours when it comes to creating your dream Transcona escape.
What should I know before booking a Transcona travel package?
You can save big by bundling your hotels, flights and rental cars. Once you've made your booking, you can add on things like sightseeing tours or experiences. Your next awesome holiday is only a few clicks away.
Can I choose my airline with a Transcona Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Transcona holiday package?
We understand — sometimes life doesn't go according to plan. If you've booked a Transcona holiday package and need to change or cancel it, we're here to help. We suggest taking a look at our Customer Service Portal first for information. But generally, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may charge a fee.

Stay near popular Transcona attractions

A modern building with a wooden facade and the text "club Regent Casino Event Centre" on it.

Club Regent Casino

8.2/10 (881 reviews)
Why not try your luck with a visit to Club Regent Casino during your visit to Winnipeg? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Things to do

Plaza Premium Lounge Winnipeg Richardson Int' Airport

Plaza Premium Lounge Winnipeg Richardson International Airport (YWG)

S$71
per adult
90% of travellers recommend
Plaza Premium Lounge Winnipeg Richardson International Airport (YWG)
Winnipeg's Wealthy Beginnings: a Smartphone Audio Walking Tour

Winnipeg's Wealthy Beginnings: a Smartphone Audio Walking Tour

S$8
per adult
80% of travellers recommend
Winnipeg's Wealthy Beginnings: a Smartphone Audio Walking Tour
Winnipeg in the Limelight: a Smartphone Audio Walking Tour

Winnipeg in the Limelight: a Smartphone Audio Walking Tour

S$8
per adult
80% of travellers recommend
Winnipeg in the Limelight: a Smartphone Audio Walking Tour
See all activities in Winnipeg

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.