Deals on vacations and trips to Southwest

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Southwest flight + hotel vacation packages

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Studio 6 Suites Jackson Ridgeland MS

Studio 6 Suites Jackson Ridgeland MS

3 out of 5
Price was $518, price is now $447 per person
$447
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Jackson (JAN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box and laundry facilities are also provided.
The Westin Jackson

The Westin Jackson

4 out of 5
Downtown Jackson
Price was $646, price is now $592 per person
$592
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Jackson (JAN)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and concierge services.
OYO Townhouse Jackson/Ridgeland

OYO Townhouse Jackson/Ridgeland

2.5 out of 5
Price was $507, price is now $467 per person
$467
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) 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.
Ground Floor Waterfront on The Rez in Madison

Ground Floor Waterfront on The Rez in Madison

2.5 out of 5
Price was $914, price is now $849 per person
$849
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Jackson (JAN)
A gym is featured at this apartment, along with free self parking. WiFi in public areas is free. A garden is also provided.
Wingate by Wyndham Jackson/Ridgeland

Wingate by Wyndham Jackson/Ridgeland

3 out of 5
Price was $559, price is now $531 per person
$531
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Jackson (JAN)
This hotel features a 24-hour gym and a seasonal outdoor pool. Guests will appreciate freebies like full breakfast and free self parking. A snack bar/deli, luggage storage, and laundry facilities are also on offer.

Top Southwest hotels deals

Prado Hotel

Prado Hotel

3 out of 5
610 E County Line Road Ridgeland MS
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $93 total per night
$93 total
Nov 1 - Nov 2
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.
Pool
Hot Tub
Baymont by Wyndham Jackson/Ridgeland

Baymont by Wyndham Jackson/Ridgeland

3.5 out of 5
5709 I 55 N Jackson MS
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $86 total per night
$86 total
Nov 1 - Nov 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 business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Imperial Suites - Adults Only

Imperial Suites - Adults Only

2 out of 5
3720 I-55 Jackson MS
$66 nightly
The price is $74 total per night
$74 total
Nov 3 - Nov 4
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
Hilton Jackson

Hilton Jackson

3.5 out of 5
1001 E County Line Rd Jackson MS
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $113 total per night
$113 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel features 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
Days Inn & Suites by Wyndham Brandon Amphitheater

Days Inn & Suites by Wyndham Brandon Amphitheater

2.5 out of 5
1130 Oak St Brandon MS
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $86 total per night
$86 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, express check-out, and conference space. There's a gym on site, and laundry facilities and free newspapers are also offered.
Breakfast included
Pet friendly
Natchez Grand Hotel & Suites on the River

Natchez Grand Hotel & Suites on the River

3 out of 5
111 North Broadway Street Natchez MS
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Nov 24 - Nov 25
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, express check-out, and airport shuttle. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast each morning.
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.

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

Frequently asked questions

How much are vacation packages to Southwest?
With vacation packages available from just $447, 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.

Photos of local treasures

Browse Southwest vacation photos for more inspiration

Ancient stone columns with intricate capitals, surrounded by a chain-link fence, set against a backdrop of lush greenery and a cloudy sky.
A narrow stream with stepping stones, surrounded by dense green foliage and trees.
A blue Amtrak train with the number 67 approaching a station.
A river with a sandy beach, surrounded by dense green foliage.
A large, historic building with a red dome and white columns.

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