Southwest Vacation Packages

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  • Better together

    Save up to CA $4,200 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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Top Southwest Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DIA Layover

DIA Layover

2.5 out of 5
Green Valley Ranch
Price was CA $997, price is now CA $778 per person
CA $778
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Denver (DEN)
4.2/10 (44 reviews)
Everything was great but there was a beeping noise like an alarm that went on all night that was a bit annoying

Reviewed on Feb 23, 2024

The Source Hotel

The Source Hotel

4.5 out of 5
Five Points
Price was CA $1,465, price is now CA $1,123 per person
CA $1,123
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Denver (DEN)
8.8/10 Excellent! (1,023 reviews)
Room was quiet, bed was comfortable, A/C climate control was fairly quiet. Fitness center was nicely equipped and maintained. Good restaurants at the hotel/nearby. Easy access to RTD A line (10-15 minute walk).

Reviewed on Jun 14, 2026

Aspen Meadows Resort

Aspen Meadows Resort

4 out of 5
West End
Price was CA $3,295, price is now CA $2,602 per person
CA $2,602
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Denver (DEN)
9/10 Wonderful! (839 reviews)
I loved my stay. Everyone was friendly, Great location and easy shuttle surface. Room was better than expected and had great Mountain View. I would highly recommend

Reviewed on Apr 12, 2026

Kimpton Hotel Monaco Denver by IHG

Kimpton Hotel Monaco Denver by IHG

4 out of 5
Downtown Denver
Price was CA $1,654, price is now CA $1,334 per person
CA $1,334
per person
Jul 27 - Jul 31
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Denver (DEN)
8.6/10 Excellent! (1,008 reviews)
I can’t say enough good things about this hotel. I travel to Denver every month this year and have been trying out different hotels and this one was BY FAR the best!! The staff went above and beyond and the room was immaculate. This is THE spot.

Reviewed on Jun 16, 2026

The Maven Hotel at Dairy Block

The Maven Hotel at Dairy Block

4.5 out of 5
LoDo
Price was CA $1,649, price is now CA $1,344 per person
CA $1,344
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Denver (DEN)
9.4/10 Exceptional! (1,169 reviews)
Location can't get any better. Free coffee in the morning and complimentary alcoholic beverage in the evening was an awesome perk!

Reviewed on Jun 8, 2026

Where to stay in Southwest

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

Fort Logan

1 out of top 10 points of interest in this area

The monuments and lake views are just a few features travelers like about Fort Logan. If you want to do some sightseeing nearby, Foothills Golf Course and Pirates Cove Water Park are a few top places to visit.

Find hotels in Fort Logan

Ready to book your vacation to Southwest?

 

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Southwest Hotel Deals

Sonesta Denver Downtown

Sonesta Denver Downtown

4 out of 5
1450 Glenarm Place Denver CO
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Jul 1 to Jul 2
CA $154
CA $178 total
Jul 1 - Jul 2
includes taxes & fees
8.4/10 Very Good! (2,523 reviews)
"Friendly, clean, and safe"

Reviewed on Jun 17, 2026

Sonesta Denver Downtown
Quality Inn & Suites Denver International Airport

Quality Inn & Suites Denver International Airport

2.5 out of 5
6890 Tower Rd Denver CO
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Jul 15 to Jul 16
CA $167
CA $194 total
Jul 15 - Jul 16
includes taxes & fees
8.4/10 Very Good! (3,429 reviews)
"Great room, very fair pricing, and super kind staff! Will use again for all future flying"

Reviewed on Jun 17, 2026

Quality Inn & Suites Denver International Airport
the Curtis Denver - a DoubleTree by Hilton Hotel

the Curtis Denver - a DoubleTree by Hilton Hotel

4 out of 5
1405 Curtis Street Denver CO
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jun 29 to Jun 30
CA $203
CA $234 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (1,439 reviews)
"Very close to the convention center so extremely convenient for our stay."

Reviewed on Jun 17, 2026

the Curtis Denver - a DoubleTree by Hilton Hotel
See all 4,928 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
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Family Vacations

Frequently asked questions

Can I cancel my flight booking to Southwest due to COVID-19?
If you haven't booked yet, scan the terms and conditions of the airfare you're considering. If you've already purchased your flight to Southwest, find your way to our Customer Service Portal. It has information that will help determine which COVID-19 policies are applicable to your reservation and provide advice on the next steps.
What's the best way to find cheap flights to Southwest that have flexible change policies?
It's as easy as 1-2-3 with Expedia. First, enter your preferred travel dates and click the "Search" button. Next step? Check the "No change fee" box underneath the "Flexible change policies" filter on the top left of your screen. Step 3. Grab a cheap and flexible ticket to Southwest.
What are some of the general tips for travelers to Southwest during the COVID-19 outbreak?
COVID-19 has changed the way we travel, but it hasn't deterred our love of exploring. Here are a few tips on how to tackle the new challenges of traveling:
  • Before booking your flight, find out if any travel restrictions apply — in both your origin and destination. Get the latest updates by reviewing government and airport websites.
  • Requirements state that you must wear a face mask throughout your travel experience, including at screening checkpoints. Be prepared to lower your mask for identification purposes when asked.
  • To reduce the likelihood of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA officer.
  • You're permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. You'll have to remove it for X-ray scanning.
  • Put any personal items (phone, wallet and keys for example) in your carry-on rather than a bin to minimize handling during screening.
  • If you want to take food through the security checkpoint, put it in a clear plastic bag and then into a screening bin. This reduces the likelihood that a TSA agent will need to handle your food container or carry-on bag for inspection.

Which airlines fly to Southwest?
American Airlines runs flights into or near Southwest, including 990 that touch down at Denver Intl. Airport (DEN) each month. Choose your vacation dates and then secure your ticket early to score the best deal.
How can I find cheap tickets to Southwest?
One of the best ways to nab cheap tickets to Southwest is to be flexible with your travel dates. Search for your flights, then click "flexible dates" above the results. You'll see the cheapest prices for nearby days. The lowest price for a flight to Southwest in the last seven days was . Booking in advance will generally help you walk away with an even bigger bargain.
How much is a flight to Southwest?
If you were traveling one way from (), you could've picked up an affordable ticket for just in the last seven days. Return flights to Southwest ranged from to over the same period.
What are the most popular airports to fly into in Southwest?
Zip up your suitcase and jet into Denver Intl. Airport (DEN), Southwest's primary flight hub. Book one of the 27671 flights that land here every month.
When is the cheapest time to fly to Southwest?
If you're not fixed on what day you travel to Southwest, leave early in the week. The most affordable day to take off is usually Tuesday, followed closely by Monday. Saturday is typically the costliest day, with lots of vacationers opting to fly on the weekend.
How much is a plane ticket to Southwest?
In the last seven days, plane fares ranged between and . Have a look at our fabulous deals to Southwest, pick your favorite and then start packing your bags.
Which airlines with flights to Southwest employ COVID-19 cleanliness policies?
While traveling during the COVID-19 pandemic can be challenging, airlines have worked around the clock to ensure the well-being of passengers and cabin crew. These are some carriers that have implemented changes:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

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