Southwest Vacations 2026 from CA $790

Southwest flight + hotel packages

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

Relax Inn By Oyo Jackson MS Hwy 80/I-20

CA $790

per person

Mar 16 - Mar 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Jackson (JAN)

Stay at this hotel in Jackson. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Margaret Walker Alexander National Research Center and Ayer Hall are located nearby.

Hilton Jackson

CA $1,003

per person

Mar 16 - Mar 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Jackson (JAN)

Book a stay at this business-friendly hotel in Jackson. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Woodworth Chapel and Boddie Mansion (Tougaloo Mansion House) are located nearby.

The Westin Jackson

Downtown Jackson

CA $1,281

per person

Mar 16 - Mar 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Jackson (JAN)

Book a stay at this spa hotel in Jackson. Enjoy free parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Metro Jackson Chamber of Commerce and Mississippi Museum of Art are located nearby.

OYO Townhouse Jackson/Ridgeland

CA $853

per person

Mar 16 - Mar 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Jackson (JAN)

Book a stay at this business-friendly hotel in Jackson. Enjoy free WiFi, free parking, and room service. Popular attractions Parham Bridges Tennis Center and Woodworth Chapel are located nearby.

Hilton Garden Inn Jackson Downtown

Downtown Jackson

CA $955

per person

Mar 16 - Mar 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Jackson (JAN)

Stay at this hotel in Jackson. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Robert Johnson Blues Foundation and Hill-Holly Building are located nearby.

Top Southwest hotels deals

Natchez Grand Hotel & Suites On the River

111 S Broadway Street Natchez MS

Free cancellation

Reserve now, pay when you stay

CA $210

CA $269 total

Feb 13 - Feb 14

includes taxes & fees

Book a stay at this business-friendly hotel in Natchez. Enjoy free breakfast, an outdoor pool, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Natchez Museum of African American History and Culture and Natchez City Auditorium are located nearby.

Pool

Breakfast included

Imperial Suites - Adults Only

3720 I-55 Jackson MS

Free cancellation

Reserve now, pay when you stay

CA $75

CA $84 total

Jan 19 - Jan 20

includes taxes & fees

Stay at this hotel in Jackson. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Mississippi Agriculture and Forestry Museum and Mississippi Sports Hall of Fame and Museum are located nearby.

Prado Hotel

610 E County Line Road Ridgeland MS

Free cancellation

Reserve now, pay when you stay

CA $130

CA $143 total

Jan 25 - Jan 26

includes taxes & fees

Book a stay at this business-friendly hotel in Ridgeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodworth Chapel and Boddie Mansion (Tougaloo Mansion House) are located nearby.

Pool

Hot tub

Hilton Jackson

1001 E County Line Rd Jackson MS

Free cancellation

Reserve now, pay when you stay

CA $128

CA $143 total

Feb 8 - Feb 9

includes taxes & fees

Book a stay at this business-friendly hotel in Jackson. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Woodworth Chapel and Boddie Mansion (Tougaloo Mansion House) are located nearby.

Woodspring Suites Jackson Pearl I-20

2 Mac and Bones Drive Pearl MS

Free cancellation

Reserve now, pay when you stay

CA $117

CA $131 total

Feb 17 - Feb 18

includes taxes & fees

Stay at this hotel in Pearl. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Cinemark Pearl and Trustmark Park are located nearby.

Pet-friendly

Parking included

Staybridge Suites Jackson by IHG

801 Ridgewood Rd Ridgeland MS

Free cancellation

CA $161

CA $178 total

Jan 22 - Jan 23

includes taxes & fees

Book a stay at this business-friendly hotel in Ridgeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodworth Chapel and Boddie Mansion (Tougaloo Mansion House) are located nearby.

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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.

Popular places to visit

Jackson Convention Complex

5/5(1 review)

Learn about the events happening at Jackson Convention Complex during your trip to Jackson. While in this family-friendly area, you can savor the lively bars.

Mississippi State Capitol

4.5/5(3 reviews)

Mississippi State Capitol is just one of the places to see in Jackson, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savor the lively bars.

Vicksburg National Military Park

4/5(2 reviews)

Explore the great outdoors at Vicksburg National Military Park, a lovely green space in Vicksburg. Stroll along the riverfront or visit the casinos in the area.

Frequently asked questions

How much are vacation packages to Southwest?

With vacation packages available from just CA $790, there's no need to blow out the credit card for your visit to Southwest. Travelocity can help. Bundle experiences, hotels and flights into a convenient package and score exciting discounts. The more you book, the greater the savings.

Where can I get the best vacation package deals for Southwest?

It's hard to look past Travelocity when it comes to crafting your Southwest package deal. There are at least 400 air carriers and 1,000,000 worldwide properties to select from. Book your trip now and get ready to tick another place off your travel bucket list.

Why should I purchase my Southwest vacation package via Travelocity?

Whether you're in search of the ultimate unplugged getaway or after the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, money and hassle. No need to scour through hundreds of websites looking for the best deal — our Price Match Guarantee ensures you'll always score the lowest possible price, and our team of customer service experts are available for you round-the-clock.

Can I save on my Southwest car rental if I bundle it with a hotel or flight?

You can with our Southwest vacation packages. With one of these, there are loads of ways to make your travel budget go further. Bundle any two or more car, flight, hotel and tour bookings and watch the savings grow. With your own set of wheels, all the key sights in and around Southwest are within reach.

Which airport is best for Southwest?

Organizing where you step off the plane in Southwest is a piece of cake — most airlines jet in and out of Evers Intl. Airport (JAN).

What is there to do in Southwest?

A vibrant and impressive destination, Southwest is home to some terrific landmarks. Mississippi State Capitol and Mississippi Veterans Memorial Stadium are two of the most popular.