Woodlands Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Woodlands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Downtown Winnipeg
Price was CA $560, price is now CA $472 per person
CA $472
per person
May 1 - May 3
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Winnipeg (YWG)
8.4/10 Very Good! (1,580 reviews)
Good stay like always

Reviewed on Mar 21, 2026

Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
Transcona
Price was CA $713, price is now CA $581 per person
CA $581
per person
May 8 - May 11
found 7 hours ago
Roundtrip flight included
Thunder Bay (YQT) to Winnipeg (YWG)
9/10 Wonderful! (1,587 reviews)
Of all the hotels we have stayed at in Winnipeg , this is our favs!

Reviewed on Mar 21, 2026

Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry

3 out of 5
Fort Garry
Price was CA $683, price is now CA $561 per person
CA $561
per person
May 8 - May 11
found 7 hours ago
Roundtrip flight included
Thunder Bay (YQT) to Winnipeg (YWG)
8/10 Very Good! (1,218 reviews)
Room is clean. Bathrooms need exhaust fans to keep the humidity down when more than one per is staying and all want to shower. Could use 2 night stands in a room with 2 queen beds.

Reviewed on Mar 21, 2026

Canad Inns Destination Centre Garden City

Canad Inns Destination Centre Garden City

3 out of 5
Leila-McPhillips Triangle
Price was CA $642, price is now CA $534 per person
CA $534
per person
May 8 - May 11
found 7 hours ago
Roundtrip flight included
Thunder Bay (YQT) to Winnipeg (YWG)
8/10 Very Good! (1,009 reviews)
Very clean. Accomodating and helpful kind staff. From housekeeping to security to the front desk. Spacious rooms.

Reviewed on Mar 15, 2026

Sandman Hotel & Suites Winnipeg Airport

Sandman Hotel & Suites Winnipeg Airport

3 out of 5
St. James
Price was CA $649, price is now CA $555 per person
CA $555
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Thunder Bay (YQT) to Winnipeg (YWG)
8.2/10 Very Good! (1,613 reviews)
It was sufficient for an overnight stay but would not stay longer. Definitely needed more cleaning.

Reviewed on Mar 17, 2026

Woodlands Hotel Deals

Hidden paradise! Amazing Sunsets and spa! $200 and up.

Hidden paradise! Amazing Sunsets and spa! $200 and up.

Twin Lake Beach MB
Get rates
Hidden paradise! Amazing Sunsets and spa! $200 and up.
Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
1808 Wellington Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Mar 23 to Mar 24
CA $179
CA $212 total
Mar 23 - Mar 24
includes taxes & fees
8.4/10 Very Good! (2,891 reviews)
The room was clean, we were not travelling with our pet this time. Staff were good.

Reviewed on Mar 21, 2026

Victoria Inn Hotel and Convention Centre Winnipeg
The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview

4 out of 5
1979 Wellington Ave. Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Apr 3 to Apr 4
CA $189
CA $224 total
Apr 3 - Apr 4
includes taxes & fees
9.2/10 Wonderful! (1,367 reviews)
The parking is quite a walk to hotel

Reviewed on Mar 21, 2026

The Grand Winnipeg Airport Hotel by Lakeview
See all 217 properties in Woodlands
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
Family Vacations

Frequently asked questions

How much does a Woodlands vacation package cost?
Handcraft your Woodlands vacation package from just CA $472. Choose from any combination of flights, hotels and rental cars to craft the escape of your dreams. Be sure to add on a few experiences or tours!
How do I get a cheap travel package to Woodlands?
Our Woodlands vacation packages mean plenty of savings for the savvy globetrotter. For the best deal, simply combine your flights, hotels and activities into one neat package. But cheap prices are just the beginning of your next awesome adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotel options globally to choose from. No matter your style, there's a package with your name on it.
How far in advance should I book my Woodlands vacation?
It can be difficult to know exactly when the best time is to book your vacation to Woodlands. But typically the earlier you book, the lower the prices. In some cases, you can reserve your flights and hotels nearly 12 months before your departure date. If you're considering a last-minute getaway, no need to worry! There are fantastic bargains featured on Expedia every single day.
What does an Expedia Woodlands travel package include?
It all comes down to what kind of escape you want to have. Woodlands travel deals can include flights, car rentals and hotels. You can mix and match to find the travel package that suits you. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Woodlands travel package?
So many places to explore, so many things to see. With a package, you can cross more of them off your list. Bundle your flights, hotels and rental cars and get set to save.
Can I choose my airline with a Woodlands Expedia vacation package?
With a vacation package, you're the boss. Whether you're looking to fly to Woodlands in coach or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Woodlands vacation package?
If your travel plans in Woodlands have been upended, it's comforting to know that it's possible to amend or cancel your booking. If you booked in the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose fees. For more information, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.