Transcona Holidays
Book a Hotel + Flight or Car together to unlock savings
Your Transcona Holiday
When a city getaway is calling, answer it with a holiday package to Transcona. The neighbourhood of Downtown Winnipeg, which is good for markets, cafes and bars and pubs, makes a wonderful base for your adventures. Fill your spare time with tours of Canadian Museum for Human Rights, Club Regent Casino and Forks Market, some of the top attractions you should see during your trip to Transcona. Your dream Transcona holiday is clicks away. Browse flights, accommodation and more on Expedia for a trip that's tailored to suit your travel style.
Where to stay in Transcona
Find the best Transcona areas and neighborhoods for the activities you enjoy most. Learn more about Transcona
Downtown Winnipeg
3 out of top 10 points of interest in this area
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.
Fort Garry
2 out of top 10 points of interest in this area
Fort Garry is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Princess Auto Stadium or Saint Norbert Provincial Heritage Park.
St. Vital
You'll enjoy the riverfront and shopping in St. Vital. You might want to make time for a stop at St. Vital Centre or Riel House.
St. James
While visiting St. James, you might make a stop by sights like Kid City and Speedworld Indoor Kart Track.
Osborne Village
While visiting Osborne Village, you might make a stop by sights like Corydon Avenue and Forks National Historic Site.
Top hotels in Transcona
Canad Inns Destination Centre Transcona
826 Regent Avenue West Winnipeg MB
Fully refundableReserve now, pay when you stay
£96
30 Aug - 31 Aug
includes taxes & fees
Canad Inns Destination Centre Club Regent Casino Hotel
1415 Regent Ave W Winnipeg MB
Fully refundableReserve now, pay when you stay
£92
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,776 reviews)
"Clean. Friendly staff."
Reviewed on 23 Aug 2026
Best Western Premier Winnipeg East
900 Regent Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
£112
7 Sept - 8 Sept
includes taxes & fees
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 travel package cost?
Starting from as low as , a travel package is your passport to affordable travel. Custom make your Transcona adventure by choosing from our extensive range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my Transcona travel package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Transcona travel package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to learn more.
How do I get a cheap travel package to Transcona?
You'll save tons of cash if you combine your car rentals, hotels and flights into a Transcona travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 hotels worldwide, so you'll always have plenty of variety to choose from. Like to save even more? Add some popular activities to your package deal to unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Transcona holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has devised a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a terrific getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Consider one of these flexible payment options:
- Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams possible.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip across multiple transactions.
- Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan with Klarna.
Where should I stay in Transcona?
We recommend staying near the action. Many visitors book hotels within easy reach of top attractions, such as Club Regent Casino, Royal Canadian Mint and Roland Michener Arena.
What are the top hotels in Transcona?
Best Western Premier Winnipeg East in the Regent neighbourhood is a wonderful choice for a Transcona escape. Stay here and you'll be well-positioned to get out and discover all that this vibrant city has to offer.
How far in advance should I book my Transcona holiday?
It can be tricky to know when the best time is to book your holiday to Transcona. But generally the earlier you book, the lower the prices. In some cases, you can secure your flights and hotels nearly 12 months prior to your departure date. If you're hoping for a last-minute getaway, no need to panic! There are plenty of fantastic deals announced on Expedia every day.
What does an Expedia Transcona travel package include?
Expedia has everything you need to organise your Transcona trip, but how your package is structured is totally up to you. Choose from a combination of hotels, flights and rental cars. Looking for some tours or activities to keep you busy? Once you've made your booking, you can add them on too. Whatever your budget, there's a travel package to match your needs.
What should I know before booking a Transcona travel package?
Booking all the parts of your holiday together is one of the best ways to save. Bundle your flights, car rentals and hotels into a tidy package. But you're not restricted to hotels. Expedia offers all kinds of properties, including holiday rentals like oceanfront condos and spacious residences. Your choices are almost endless!
Can I choose my airline with a Transcona Expedia travel package?
Yes, of course. Expedia has access to more than 550 partner airlines around the world, so pick the carrier that's a good fit for your travel needs.
Stay near popular Transcona attractions
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.
Buhler Recreation Park
7.6/10 (22 reviews)
You can take time to visit Buhler Recreation Park during your travels to Winnipeg. Amble around this family-friendly area's riverfront and enjoy its lively bars.
Transcona Museum
8.0/10 (14 reviews)
You can spend an afternoon browsing the exhibits at Transcona Museum during your trip to Winnipeg. Experience the great live music or attend a sporting event in this family-friendly area.
East End Arena & Community Club
7.4/10 (16 reviews)
Catch an event at East End Arena & Community Club during your trip to Winnipeg. Experience the acclaimed theatre scene or attend a sporting event in this family-friendly area.
Devonshire Park
After visiting Devonshire Park, make a plan to see the other sights and activities in Winnipeg. Discover the restaurants and live music in this family-friendly area.
Transcona Golf Club
7.2/10 (19 reviews)
Enjoy a round of golf in Winnipeg at Transcona Golf Club. Stroll along the riverfront in this family-friendly area or visit its top-notch restaurants.
Things to do
Plaza Premium Lounge Winnipeg Richardson International Airport (YWG)
£42
per adult
90% of travellers recommend
Winnipeg Private Walking Tour with a Local
£53
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
