Southwest Vacations 2025/2026 from CA $614

Southwest flight + hotel packages

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

Diamond Inn Motel By OYO Jackson Hwy 80/ I-20

CA $614

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Jackson (JAN)

Book a stay at this business-friendly hotel in Jackson. Enjoy free WiFi, free parking, and room service. Popular attractions Margaret Walker Alexander National Research Center and Ayer Hall are located nearby.

Hilton Jackson

CA $688

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Jackson (JAN)

Stay at this 3.5-star 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.

Wingate by Wyndham Jackson/Ridgeland

CA $684

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Jackson (JAN)

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.

Spark By Hilton Jackson Ridgeland

CA $671

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Jackson (JAN)

Stay at this 3-star hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Parham Bridges Tennis Center and Woodworth Chapel are located nearby.

Motel 6 Jackson Airport, Pearl

CA $636

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Jackson (JAN)

Stay at this motel in Pearl. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Cinemark Pearl and Trustmark Park are located nearby.

Top Southwest hotels deals

Woodspring Suites Jackson Pearl I-20

2 Mac and Bones Drive, Pearl, MS

Free cancellation

Reserve now, pay when you stay

CA $123

CA $138 total

Sep 10 - Sep 11

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

Baymont by Wyndham Jackson/Ridgeland

5709 I 55 N, Jackson, MS

Free cancellation

Reserve now, pay when you stay

CA $103

CA $115 total

Sep 15 - Sep 16

includes taxes & fees

Stay at this 3.5-star business-friendly hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Parham Bridges Tennis Center and Woodworth Chapel are located nearby.

Pool

Breakfast included

Wingate by Wyndham Jackson/Ridgeland

6485 Frontage Road, Ridgeland, MS

Free cancellation

Reserve now, pay when you stay

CA $112

CA $121 total

Sep 14 - Sep 15

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

Breakfast included

Natchez Grand Hotel & Suites On the River

111 S Broadway Street, Natchez, MS

Free cancellation

Reserve now, pay when you stay

CA $150

CA $201 total

Sep 17 - Sep 18

includes taxes & fees

Stay at this 3-star 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

CA $87

CA $98 total

Sep 15 - Sep 16

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.

Parking included

Free WiFi

Prado Hotel

610 E County Line Road, Ridgeland, MS

Free cancellation

Reserve now, pay when you stay

CA $128

CA $138 total

Sep 14 - Sep 15

includes taxes & fees

Stay at this 3-star 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

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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(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.

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.

Frequently asked questions

How much are vacation packages to Southwest?

With vacation packages available from just CA $614, 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.