Southwest Vacation Packages 2025/2026 from $360

Southwest flight + hotel vacation packages

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

Spark By Hilton Jackson Ridgeland

$360

per person

Nov 15 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Chicago (MDW) to Jackson (JAN)

This hotel features a gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Express check-in, express check-out, and laundry facilities are also on offer.

Hilton Jackson

$587

per person

Dec 8 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Jackson (JAN)

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Hampton Inn & Suites Jackson-Ridgeland

$643

per person

Dec 8 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Jackson (JAN)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

OYO Townhouse Jackson/Ridgeland

$480

per person

Dec 8 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Jackson (JAN)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A computer station, luggage storage, and laundry facilities are also on offer.

Hilton Garden Inn Jackson Downtown

Downtown Jackson

$592

per person

Dec 8 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Jackson (JAN)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi. Valet parking, a business center, and a coffee shop are also offered.

Top Southwest hotels deals

Wingate by Wyndham Jackson/Ridgeland

6485 Frontage Road, Ridgeland, MS

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$89 total

Oct 1 - Oct 2

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Baymont by Wyndham Jackson/Ridgeland

5709 I 55 N, Jackson, MS

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$83 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Woodspring Suites Jackson Pearl I-20

2 Mac and Bones Drive, Pearl, MS

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$100 total

Sep 26 - Sep 27

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Laundry facilities are provided for your convenience.

Pet friendly

Parking included

Imperial Suites - Adults Only

3720 I-55, Jackson, MS

$70 nightly

$78 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Parking included

Free WiFi

Prado Hotel

610 E County Line Road, Ridgeland, MS

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$100 total

Oct 9 - Oct 10

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.

Quality Inn & Suites Pearl - Jackson

360 Gilchrist Dr, Pearl, MS

Free Cancellation

Reserve now, pay when you stay

$59 nightly

$66 total

Oct 19 - Oct 20

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A safe deposit box is provided and the front desk is staffed around-the-clock.

Pool

Breakfast included

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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

Vicksburg National Military Park

4.5/5(170 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.

Jackson Convention Complex

4/5(82 reviews)

View fascinating exhibitions, thrilling performances and interesting collectors’ tradeshows at Jackson’s leading convention complex.

Mississippi State Capitol

4/5(229 reviews)

Admire the stunning beaux-arts architecture of this capitol building, take a tour through its stately interior or view a legislative session from a senate gallery.

Frequently asked questions

How much are vacation packages to Southwest?

With vacation packages available from just $360, 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.