Southwest Vacation Packages 2026 from $444

Photo by Melissa Shoe Chalk

Plan, book, travel with confidence
Better together
Save up to $2,000 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

Your Southwest Vacation

When adventure calls, answer it with a customized vacation package to Southwest. Wherever your journey takes you and whatever you have planned, get ready to immerse yourself in a destination that'll make you truly feel alive. Begin your trip to Southwest with a few days in Jackson visiting popular attractions like Mississippi Coliseum and Mississippi State Capitol. Vicksburg is another top city that lures travelers from far and wide. Vicksburg National Military Park and Vicksburg Battlefield Museum are two of the leading places to see here. Expedia has everything you need when it comes to organizing your Southwest vacation. From hotels and flights, to activities and more, we know how to create a travel experience like no other.

The Latest Southwest vacation packages

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

The Westin Jackson

Downtown Jackson

$444

per person

Nov 7 - Nov 9

just found

Roundtrip non-stop flight included

Cleveland (CLE) to Jackson (JAN)

9/10 Wonderful! (1,004 reviews)

Perfect all around. Will go back.

Reviewed on Oct 5, 2026

Days Inn & Suites by Wyndham Byram

$470

per person

Dec 18 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Jackson (JAN)

7.6/10 Good! (170 reviews)

Staybridge Suites Jackson by IHG

$546

per person

Nov 6 - Nov 9

found 19 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Jackson (JAN)

8.4/10 Very Good! (1,000 reviews)

The property has some wear and needs upkeep. The towel rack fell off the wall when i went to use it, the toilet paper holders was very loose as well. We had to call the front desk because the ac wasn’t cooling.

Reviewed on Oct 6, 2026

Days Inn & Suites by Wyndham Ridgeland

$557

per person

Nov 6 - Nov 10

found 1 hour ago

Roundtrip non-stop flight included

Cleveland (CLE) to Jackson (JAN)

7.4/10 Good! (1,002 reviews)

Studio 6 Jackson, MS - I-55

$450

per person

Dec 18 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Jackson (JAN)

7.8/10 Good! (169 reviews)

The staff was great. But I did have to ask for the sheets to be changed. They were dirty. The couch didn’t look to clean as well. The room smelled a little like cigarette smoke. It definitely needs some updating. On the bright side , the room was huge. After wiping down everything and getting the sheets changed, we were good. The bed was comfortable.

Reviewed on Oct 6, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwest

View all trips

Where to stay in Southwest

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

A grand white building with black shutters, a central balcony, and a symmetrical facade.

Downtown Jackson

2 out of top 10 points of interest in this area

Downtown Jackson is known for its abundant dining options, and you can plan a trip to Mississippi State Capitol and Mississippi Civil Rights Museum while you're in town.

A large government building with a prominent dome, surrounded by other historic buildings and a cityscape in the background.

Fondren

1 out of top 10 points of interest in this area

Though Fondren might not have many top sights, you can venture to the surrounding area to see attractions like Mississippi Veterans Memorial Stadium and Mississippi Agriculture and Forestry Museum.

The Mississippi State Capitol building with a dome and columns, surrounded by trees and a clear blue sky.

Greater Belhaven

1 out of top 10 points of interest in this area

While visiting Greater Belhaven, you might make a stop by sights like Jackson Zoological Park and Manship House Museum.

A river with a sandy beach, surrounded by dense green foliage.

LeFleur East

While visiting LeFleur East, you might make a stop by sights like LeFleur's Bluff State Park and Mississippi Children's Museum.

Farish Street Historical District

While visiting Farish Street Historical District, you might make a stop by sights like Smith Robertson Museum & Cultural Center and Alamo Theater.

Stay near popular Southwest attractions

A modern building with reflective glass windows and a geometric design.

Jackson Convention Complex

8.0/10 (450 reviews)

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

See properties

Vicksburg National Military Park

9.4/10 (676 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.

See properties

A large historic building with a dome, surrounded by lush green trees and a parking lot.

Mississippi State Capitol

8.0/10 (509 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.

See properties

Mississippi Veterans Memorial Stadium

8.0/10 (279 reviews)

Catch an event at Mississippi Veterans Memorial Stadium during your trip to Jackson. Stroll along the riverfront or visit the cathedral in this family-friendly area.

See properties

Brandon Amphitheater

8.0/10 (215 reviews)

You can get tickets for a performance at Brandon Amphitheater on your trip to Brandon. You can enjoy the cocktail bars while in the area.

See properties

Mississippi Coliseum

8.0/10 (584 reviews)

Catch an event at Mississippi Coliseum during your trip to Jackson. While in this family-friendly area, you can savor the lively bars.

See properties

Vicksburg Convention Center

8.0/10 (131 reviews)

Learn about the events happening at Vicksburg Convention Center during your trip to Vicksburg. Discover the area's casinos, or seek out its local tours.

See properties

Mississippi State Fairgrounds

8.0/10 (408 reviews)

Take the family on an outing to Mississippi State Fairgrounds during your trip to Jackson. While you're here, you can savor the lively bars.

See properties

Southwest Hotel Deals

Prado Hotel

610 E County Line Road Ridgeland MS

Fully refundableReserve now, pay when you stay

$85 nightly

$93 total

Oct 26 - Oct 27

Total with taxes and fees

Imperial Suites - Adults Only

3720 I-55 Jackson MS

$57 nightly

$64 total

Oct 8 - Oct 9

Total with taxes and fees

Hilton Jackson

1001 E County Line Rd Jackson MS

$93 nightly

$104 total

Oct 11 - Oct 12

Total with taxes and fees

See all 913 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.