Woodlands Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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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    Plan, book, and manage your trip all in one place

Top Woodlands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
Transcona
Price was CA $656, price is now CA $518 per person
CA $518
per person
May 7 - May 10
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Winnipeg (YWG)
9/10 Wonderful! (1,587 reviews)
It was nice, the staff were very helpful and friendly. I will definitely be back.

Reviewed on Mar 11, 2026

Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

3 out of 5
Transcona
Price was CA $1,189, price is now CA $858 per person
CA $858
per person
Jun 7 - Jun 12
found 23 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Winnipeg (YWG)
8.4/10 Very Good! (1,012 reviews)
Everything was great. Staff was helpful.

Reviewed on Mar 17, 2026

Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
St. James
Price was CA $1,096, price is now CA $820 per person
CA $820
per person
Jun 7 - Jun 12
found 23 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Winnipeg (YWG)
8.4/10 Very Good! (2,863 reviews)
The pool was out of order. You get what you pay for. The shuttle to and from the airport was a plus.

Reviewed on Mar 18, 2026

The Fairmont Winnipeg Gold Experience

The Fairmont Winnipeg Gold Experience

4 out of 5
Exchange District
Price was CA $1,819, price is now CA $1,435 per person
CA $1,435
per person
Jun 7 - Jun 12
found 23 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Winnipeg (YWG)
8.4/10 Very Good! (33 reviews)
Enjoyed the Fairmont Gold Experience. Gold Lounge was closed for renovations on our last day, but the hotel took great care of us in the restaurant for breakfast. We will be back.

Reviewed on Feb 5, 2025

Canad Inns Destination Centre Polo Park

Canad Inns Destination Centre Polo Park

3 out of 5
Polo Park
Price was CA $977, price is now CA $773 per person
CA $773
per person
Jun 7 - Jun 12
found 23 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Winnipeg (YWG)
7.8/10 Good! (1,012 reviews)
I didnt have a vehicle it was good

Reviewed on Mar 16, 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
9.6/10 Exceptional! (54 reviews)
Beautiful place with all the amenities. Right on the lake. We went for ice fishing and it was so easy to walk right out. Sauna was amazing. Host was easy to communicate with and very accommodating.

Reviewed on Mar 10, 2026

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 22 to Mar 23
CA $179
CA $212 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (2,883 reviews)
The pool was out of order. You get what you pay for. The shuttle to and from the airport was a plus.

Reviewed on Mar 18, 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! (1,366 reviews)
It was good , clean and close to the airport. However for how expensive the hotel is just to stay a few hours before flying out and I’m sure for most people cause of convenience, they should include parking or a big discount.

Reviewed on Mar 17, 2026

The Grand Winnipeg Airport Hotel by Lakeview
See all 197 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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Woodlands vacation package cost?
Handcraft your Woodlands vacation package from just CA $518. 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.