Southwest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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 Southwest Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was CA $1,047, price is now CA $862 per person
CA $862
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
6.6/10 (1,005 reviews)
The access

Reviewed on Jul 2, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $1,431, price is now CA $1,069 per person
CA $1,069
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8/10 Very good! (298 reviews)
Everything was good. Only complaint was the matress was hard!

Reviewed on Jul 1, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $1,707, price is now CA $1,371 per person
CA $1,371
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.6/10 Excellent! (146 reviews)
Right near the bus terminal so it can get sketchy walking around. Loved the washer and dryer in the room. Heads up to bring unscented detergent if fragrances bother you.

Reviewed on Jul 2, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was CA $1,671, price is now CA $1,399 per person
CA $1,399
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very good! (1,074 reviews)
good location, average and old facility

Reviewed on Jul 1, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,554, price is now CA $1,304 per person
CA $1,304
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,543 reviews)
The bartender Russ was phenomenal. The service at the front desk was excellent.

Reviewed on Jul 3, 2026

Ready to book your vacation to Southwest?

 

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Southwest Hotel Deals

Log Cabin Lodge & Suites

Log Cabin Lodge & Suites

2 out of 5
288 Route 711 Jones Mills PA
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Jul 6 to Jul 7
CA $137
CA $156 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"We stayed for one night while visiting Idlewild for the first time and thought the location was fairly close(25 minutes) and the price was a good value considering the Zoo was also on the same property and gave a discount. Our room was upstairs and had nice vaulted ceilings and rustic features,beds ..."

Reviewed on Jul 4, 2026

Log Cabin Lodge & Suites
Super 8 by Wyndham New Stanton

Super 8 by Wyndham New Stanton

2 out of 5
103 Bair Blvd New Stanton PA
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Jul 5 to Jul 6
CA $95
CA $106 total
Jul 5 - Jul 6
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
"The hotel was clean enough but not in excellent repair - rather old and worn looking. The lighting in the room was quite minimal and no hangers - very simple amenities. Breakfast was fine and the staff was friendly and helpful enough."

Reviewed on Jul 3, 2026

Super 8 by Wyndham New Stanton
Hampton Inn & Suites North Huntingdon-Irwin

Hampton Inn & Suites North Huntingdon-Irwin

2.5 out of 5
8441 Country Club Drive Irwin PA
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Jul 26 to Jul 27
CA $193
CA $215 total
Jul 26 - Jul 27
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Clean rooms, friendly staff, good breakfast, and convenient parking. Everything was comfortable and well organized. We really enjoyed our stay and would definitely come back."

Reviewed on Jun 30, 2026

Hampton Inn & Suites North Huntingdon-Irwin
See all 688 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?
Offering excellent value package deals from CA $862 on Expedia, you'll be pleasantly surprised at how much a vacation to Southwest costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Southwest?
January, February and March are great times to search for cheap Southwest vacation packages. Choosing to travel in less busy periods means you'll typically find lower prices on flights and accommodations.
How many days is enough for Southwest?
With a well-organized schedule, you can easily tick off the main Southwest attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day trips, consider booking your Southwest vacation for longer.
How to find the best Southwest package deals?
Use Expedia's filters to find some unbeatable Southwest package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Southwest package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Southwest vacation as a package?
You can enjoy significant savings on your Southwest retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Southwest?
If you're planning an impromptu Southwest vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Southwest?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Southwest.
  2. Budget wisely: As well as the cost of your hotel, you should consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could crop up during your trip to Southwest.
  3. Work out your trip length: Consider how long you want to spend discovering Southwest. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Southwest vacation package.

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.