Southwest Holidays

Photo by Damien Petit
  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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
Price found within the past 48 hours. Click for updated prices.
  • Jul 10 - Jul 13

    Eurostars Old Montreal Suites & Apartments + Flight

    Old Montreal
    3 nights
    3.5 star property
    9.6/10 - Exceptional (1,311 reviews)
    "Tout était parfait tout simplement. Propre beau chaleureux, rien à redire."
    Reviewed May 31, 2026
    Return New York (EWR) - Montreal (YUL)
    EWR - YULDirect YUL - EWRDirect
    S$1,014
    S$770
    per traveller
    found 1 day ago
    Eurostars Old Montreal Suites & Apartments
  • Jul 10 - Jul 13

    Sofitel Montreal Golden Mile + Flight

    Downtown Montreal
    3 nights
    5.0 star property
    9.2/10 - Wonderful (1,002 reviews)
    "Wonderful staff effort. Wow!"
    Reviewed May 31, 2026
    Return New York (EWR) - Montreal (YUL)
    EWR - YULDirect YUL - EWRDirect
    S$1,295
    S$975
    per traveller
    found 1 day ago
    Sofitel Montreal Golden Mile
  • Jul 10 - Jul 13

    Hôtel St-Thomas + Flight

    Downtown Montreal
    3 nights
    4.0 star property
    9.4/10 - Exceptional (636 reviews)
    "We rented a family suite and when I booked I called and messaged that we have twin 15 year old sons confirming that the suite we rented had 3 beds, one king and two doubles. In addition to renting the family suite, I also rented a king room for my in-laws. I had requested our rooms be on the same floor so we could all be together. Not only did we arrive to be told that our rooms were NOT on the same floor, but when we entered our family suite, there were only TWO KING BEDS. My twin sons could..."
    Reviewed May 31, 2026
    Return New York (EWR) - Montreal (YUL)
    EWR - YULDirect YUL - EWRDirect
    S$1,158
    S$883
    per traveller
    found 1 day ago
    Hôtel St-Thomas
  • Jul 10 - Jul 13

    LHotel Montreal + Flight

    Old Montreal
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,334 reviews)
    "We would highly recomend this art hotel. The young staff people that greeted us and helped us were courtious and so friendly. As a group of elders we were made to feel welcomed and they answered all our dumb questions with a smile. The gift shop was supurb and as reasonable as the souviour shops. The young bartender was new and just made our nightly happy hour. We didn't want to leave and want to come back soon. Oh and the art work!"
    Reviewed May 30, 2026
    Return New York (EWR) - Montreal (YUL)
    EWR - YULDirect YUL - EWRDirect
    S$1,172
    S$910
    per traveller
    found 1 day ago
    LHotel Montreal
  • Jul 10 - Jul 13

    Hotel Saint-Sulpice + Flight

    Old Montreal
    3 nights
    4.0 star property
    9.4/10 - Exceptional (1,755 reviews)
    "large room was nice to have"
    Reviewed May 31, 2026
    Return New York (EWR) - Montreal (YUL)
    EWR - YULDirect YUL - EWRDirect
    S$1,252
    S$979
    per traveller
    found 1 day ago
    Hotel Saint-Sulpice

Where to stay in Southwest

Find the best Southwest areas and neighborhoods for the activities you enjoy most. Learn more about Southwest

Top hotels in Southwest

Griffintown Hotel

Griffintown Hotel

4 out of 5
1222 Basin Street Montreal QC
Fully refundableReserve now, pay when you stay
The price is S$263 per night from 21 Jun to 22 Jun
S$263
21 Jun - 22 Jun
includes taxes & fees
9.2/10 Wonderful! (1,096 reviews)
"Good location. Room was a bit different than expected, not as luxurious for the price, but our stay was good overall."

Reviewed on 1 Jun, 2026

Griffintown Hotel
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 S$310 per night from 7 Jun to 8 Jun
S$310
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (5,345 reviews)
"The property is beautiful. The self parking garage is small...6ft..so if you have a larger vehicle your only other option is valet which is expensive...$60 a day. The room is lovely and quite possibly the most comfortable bed and pillows I have ever slept in. That being said, our room didn't get ..."

Reviewed on 31 May, 2026

Hotel Bonaventure Montreal
Hotel Le Cantlie Suites

Hotel Le Cantlie Suites

3.5 out of 5
1110, Sherbrooke Street West Montreal QC
The price is S$236 per night from 22 Jun to 23 Jun
S$236
22 Jun - 23 Jun
includes taxes & fees
8.8/10 Excellent! (3,907 reviews)
"Great location, easy check in. Close to metro. The staff is friendly."

Reviewed on 1 Jun, 2026

Hotel Le Cantlie Suites
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 Southwest holiday package cost?
Explore the best of Southwest from just . 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 holiday 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 holiday?
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 travellers 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 favourite 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 holiday package lets you organise your escape your way. Plus, you'll score great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Southwest Expedia holiday package?
With a holiday 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 holiday package?
Don't stress if you're rethinking your Southwest holiday 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.

Things to do

* 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.