Southwest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Southwest

Price found within the past 48 hours. Click for updated prices.
Hôtel Monroe - Downtown Montreal

Hôtel Monroe - Downtown Montreal

4 out of 5
Downtown Montreal
Price was CA $1,267, price is now CA $780 per person
CA $780
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Montreal (YUL)
9.4/10 Exceptional! (1,659 reviews)

LiV MTL - Chic

LiV MTL - Chic

3.5 out of 5
Plateau Mont-Royal
Price was CA $4,134, price is now CA $2,491 per person
CA $2,491
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Montreal (YUL)
10/10 Exceptional! (2 reviews)
Nice place, I wish I had my family with me.

Reviewed on Sep 20, 2024

LiV MTL - Plato

LiV MTL - Plato

4 out of 5
Plateau Mont-Royal
Price was CA $4,332, price is now CA $2,612 per person
CA $2,612
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Montreal (YUL)
No reviews

LiV MTL - MTL

LiV MTL - MTL

3 out of 5
Plateau Mont-Royal
Price was CA $1,776, price is now CA $1,150 per person
CA $1,150
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Montreal (YUL)
8/10 Very good! (3 reviews)
Building had a bad smell and property was not as clean as the pictures. There was an issue with our check in and they do not respond after a certain time so we were lucky to get in.

Reviewed on Jun 5, 2025

The SFX Old Port

The SFX Old Port

4 out of 5
Old Montreal
Price was CA $1,558, price is now CA $1,022 per person
CA $1,022
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montreal (YUL)
7.6/10 Good! (406 reviews)

Where to stay in Southwest

Find the best Southwest areas and neighborhoods for the activities you enjoy most. Learn more about Southwest
A statue in a park with buildings in the background.

Downtown Montreal

1 out of top 10 points of interest in this area

Central business district with numerous skyscrapers, Downtown Montreal offers an underground mall, high-end retail stores, and various museums. Enjoy convenient transport options, including Central Station and Montreal Metro.

Find hotels in Downtown Montreal

Southwest Hotel Deals

Hotel Bonaventure Montreal

Hotel Bonaventure Montreal

4 out of 5
900 rue De La Gauchetiere West Montreal QC
Fully refundableReserve now, pay when you stay
The price is CA $284 per night from Aug 27 to Aug 28
CA $284
CA $361 total
Aug 27 - Aug 28
includes taxes & fees
Hotel Bonaventure Montreal
Hotel Chrome Montreal

Hotel Chrome Montreal

3 out of 5
215 Boulevard René-Lévesque Est Montreal QC
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Aug 3 to Aug 4
CA $143
CA $170 total
Aug 3 - Aug 4
includes taxes & fees
7/10 Good! (4,387 reviews)
"Very Helpful staff. Really helped me out. The room was clean and everything worked well. The elevator was old and run down. For the price I paid it was a perfectly fine hotel. Great location. Short walks to Centre Bell and Basilica Notre Dame. Easy access to public transit. Overall a fine ..."

Reviewed on Jul 30, 2026

Hotel Chrome Montreal
Hotel Zero 1

Hotel Zero 1

3.5 out of 5
01 Rene-Levesque Blvd. Est Montreal QC
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Aug 13 to Aug 14
CA $246
CA $296 total
Aug 13 - Aug 14
includes taxes & fees
8.4/10 Very good! (3,989 reviews)
"Clean room, amazing view, proximity to Chinatown"

Reviewed on Jul 29, 2026

Hotel Zero 1
See all 3,149 properties in Southwest
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 Southwest vacation package cost?
Explore the best of Southwest from just CA $780. Choose from a great selection of flights, rental cars and hotels to suit your travel style. Pick up even more discounts when you add a few activities or tours to your vacation package.
How do I get a cheap travel package to Southwest?
You'll save big if you bundle your flights, car rentals and hotels into a Southwest travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer more than 550 air carriers and 1,000,000 hotels throughout the world, so you'll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
How far in advance should I book my Southwest vacation?
It depends on the air carrier, but it's usually possible to browse through international fares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky travelers occasionally nab a cheaper ticket just weeks before their intended journey.
What does an Expedia Southwest travel package include?
Car rentals, flights and hotels — we bring you the very best bargains. All you'll have to do is pick and choose your favorite combination. After you've made your booking, you can add on the exciting stuff like activities and tours. Our travel packages make it simple to customize an exciting Southwest escape.
What should I know before booking a Southwest travel package?
Whether it's adventure or relaxation you're craving, a Southwest vacation package lets you organize your escape your way. Plus, you'll score great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Southwest Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're hoping to fly to Southwest in first class or coach, simply select from the available airline options. Expedia has access to more than 550 airline partners around the world.
If I'm not able to travel, can I cancel my Southwest vacation package?
Don't stress if you're rethinking your Southwest vacation package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that your circumstances can suddenly change, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.

Stay near popular Southwest attractions

A building with a clock tower and flower market stalls.

Atwater Market

During your visit to Montreal, you can search for that perfect souvenir at Atwater Market. Discover the acclaimed art scene and stunning cathedral in this vibrant area.
See properties

Things to do

Montreal: Guided River Cruise and Hop-On Hop-Off Bus

Montreal: Guided River Cruise and Hop-On Hop-Off Bus

CA $130
per adult
Montreal: Guided River Cruise and Hop-On Hop-Off Bus
Full-Day Quebec City Tour plus Sightseeing Cruise

Full-Day Quebec City Tour plus Sightseeing Cruise

CA $165
per adult
92% of travellers recommend
Full-Day Quebec City Tour plus Sightseeing Cruise
Montreal City Highlights 3 Hour Walking Tour | Gratuity-Based

Montreal City Highlights 3 Hour Walking Tour | Gratuity-Based

CA $7
per adult
Montreal City Highlights 3 Hour Walking Tour | Gratuity-Based
See all activities in Montreal

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.