Southwest Vacation Packages 2025 from $403

Southwest flight + hotel vacation packages

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

OYO Townhouse Jackson/Ridgeland

per person

Aug 12 - Aug 14

found 6 hours ago

Roundtrip non-stop flight included

New York (JFK) 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 Jackson

per person

Aug 12 - Aug 14

found 6 hours ago

Roundtrip non-stop flight included

New York (JFK) 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.

Hilton Garden Inn Jackson Downtown

Downtown Jackson

per person

Aug 12 - Aug 14

found 6 hours ago

Roundtrip non-stop flight included

New York (JFK) 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.

Spark By Hilton Jackson Ridgeland

per person

Aug 12 - Aug 14

found 6 hours ago

Roundtrip non-stop flight included

New York (JFK) 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.

Wingate by Wyndham Ridgeland

per person

Aug 12 - Aug 14

found 6 hours ago

Roundtrip non-stop flight included

New York (JFK) to Jackson (JAN)

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.

Top Southwest hotels deals

Prado Hotel

610 E County Line Road, Ridgeland, MS

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$118 total

Jun 1 - Jun 2

Total includes 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.

Pool

Hot Tub

Imperial Suites

3720 I-55, Jackson, MS

$70 nightly

$78 total

Jun 1 - Jun 2

Total includes 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

Natchez Grand Hotel & Suites On the River

111 S Broadway Street, Natchez, MS

Free Cancellation

Reserve now, pay when you stay

$126 nightly

$140 total

Jun 11 - Jun 12

Total includes taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 5 conference rooms, 24-hour business center, and express check-out. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast each morning.

Pool

Breakfast included

Riverwalk Casino Hotel

1046 Warrenton Road, Vicksburg, MS

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$98 total

Jun 8 - Jun 9

Total includes taxes and fees

A casino and a restaurant are featured at this hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. The front desk is staffed around-the-clock and wedding services are on offer.

Parking included

Free WiFi

Hilton Jackson

1001 E County Line Rd, Jackson, MS

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$118 total

Jun 22 - Jun 23

Total includes taxes and fees

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.

Pool

Pet friendly

Quality Inn & Suites Pearl - Jackson

360 Gilchrist Dr, Pearl, MS

Free Cancellation

Reserve now, pay when you stay

$59 nightly

$66 total

Jun 15 - Jun 16

Total includes 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 $403, 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.