Ancient stone columns with intricate capitals, surrounded by a chain-link fence, set against a backdrop of lush greenery and a cloudy sky.
Photo by Melissa Shoe Chalk
Open Photo by Melissa Shoe Chalk

Southwest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    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

The Latest Southwest Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sept 10 - Sept 14

    Days Inn By Wyndham Jackson Downtown + Flight

    Greater Belhaven
    4 nights
    2.0 star property
    7.2/10 - Good (345 reviews)
    "It was good room was clean"
    Reviewed August 5, 2026
    Roundtrip Buffalo (BUF) - Jackson (JAN)
    BUF - JAN1 stop JAN - BUF1 stop
    CA $686
    CA $635
    per traveller
    found 1 day ago
    Days Inn By Wyndham Jackson Downtown
  • Sept 10 - Sept 14

    Wingate by Wyndham Jackson/Ridgeland + Flight

    Ridgeland
    4 nights
    3.0 star property
    7.6/10 - Good (1,009 reviews)
    "Y"
    Reviewed August 3, 2026
    Roundtrip Buffalo (BUF) - Jackson (JAN)
    BUF - JAN1 stop JAN - BUF1 stop
    CA $846
    CA $753
    per traveller
    found 1 day ago
    Wingate by Wyndham Jackson/Ridgeland
  • Sept 10 - Sept 14

    The Westin Jackson + Flight

    Downtown Jackson
    4 nights
    4.0 star property
    9.0/10 - Wonderful (972 reviews)
    Roundtrip Buffalo (BUF) - Jackson (JAN)
    BUF - JAN1 stop JAN - BUF1 stop
    CA $1,092
    CA $979
    per traveller
    found 1 day ago
    The Westin Jackson
  • Sept 10 - Sept 14

    OYO Townhouse Jackson/Ridgeland + Flight

    Jackson
    4 nights
    2.5 star property
    5.2/10 - (595 reviews)
    Roundtrip Buffalo (BUF) - Jackson (JAN)
    BUF - JAN1 stop JAN - BUF1 stop
    CA $703
    CA $640
    per traveller
    found 1 day ago
    OYO Townhouse Jackson/Ridgeland
  • Sept 10 - Sept 14

    Ground Floor Waterfront on The Rez in Madison + Flight

    Madison
    4 nights
    2.5 star property
    Roundtrip Buffalo (BUF) - Jackson (JAN)
    BUF - JAN1 stop JAN - BUF1 stop
    CA $1,457
    CA $1,343
    per traveller
    found 1 day ago
    Ground Floor Waterfront on The Rez in Madison

Discover the most popular places to visit in Southwest

What to do in Southwest

Southwest Hotel Deals

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.

Frequently Asked Questions

How much does a Southwest vacation package cost?

Starting from just CA $635, a vacation package is your portal to affordable travel. Customize your Southwest getaway by picking from our huge range of flights, hotels and rental cars.

How do I get a cheap travel package to Southwest?

If you love getting an amazing deal, bundle your bookings into a Southwest vacation package. Whether you need hotels, flights, activities or rental cars, you can book them all in one place. You'll have loads of choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 properties globally to choose from. Fly with who you want, stay wherever you like and save precious dollars — now that's the ideal vacation!

Where should I stay in Southwest?

You'll simply love Jackson. Well-known sights, such as Mississippi Veterans Memorial Stadium and Mississippi State Capitol, will keep you entertained in this lively city.

What are the top hotels in Southwest?

Check out Baymont by Wyndham Jackson/Ridgeland and Hilton Garden Inn Jackson Downtown. They're the first choice for many travelers to Jackson. If Natchez features in your travel plans, Holiday Inn Express Hotel & Suites Natchez South, an IHG Hotel and Days Inn by Wyndham Natchez are top-notch options.

How far in advance should I book my Southwest vacation?

Reserving your seat early with Expedia means one less thing to worry about. Many air carriers advertise tickets up to a year in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, great deals to Southwest are still known to appear just weeks before departure.

What does an Expedia Southwest travel package include?

Hotels, flights and rental cars, or any combination of them — you decide! Whether you're venturing to Southwest with the whole family or enjoying a solo break, there's a package to fit your style and budget. Once you've made your booking, why not add on one or two activities?

What should I know before booking a Southwest travel package?

A package can be easier on the hip pocket than individually booking all you need for your trip. For example, combine your flights, hotels and rental cars and save a pretty penny. Whatever kind of vacation you're planning, you'll find a package that suits your budget.

Can I choose my airline with a Southwest Expedia vacation package?

Yes, the choice is all yours. Expedia has access to more than 550 partner airlines globally, so you can customize your Southwest escape according to your needs and budget.

If I'm not able to travel, can I cancel my Southwest vacation package?

If your travel plans in Southwest have changed, it's good to know that it is possible to amend or cancel your booking. If you booked less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. For more details, check our Customer Service Portal.

Book with confidence

Things to do near Southwest

Southwest, Mississippi, offers a delightful blend of outdoor adventures and family-friendly activities. Enjoy city excursions, scenic boat tours, and relaxing beach vacations, or challenge yourself on the local golf courses. With ample recreational areas and shopping opportunities nearby, there's something for everyone to enjoy while exploring the stunning surroundings of this charming region.

Shopping

Discover the Metrocenter Mall, a vibrant shopping destination located 41.8km from Southwest. With a mix of entertainment, family-friendly activities, and a bustling atmosphere, it's perfect for finding unique gifts and souvenirs to take home.

Recreation

Experience the charm of Brooks Theatre, where culture and romance come alive through captivating performances. For sports enthusiasts, Brookhaven Softball Complex and Lee E. Williams Assembly Center offer dynamic atmospheres, perfect for enjoying thrilling games and soaking up the local sports vibe.

Adventure

Experience the thrill at Tennis Center South, located 38.6km from Southwest, where you can enjoy exciting matches and hone your skills. Alternatively, head to Dorothy Vest Tennis Center, 43.5km away, for a vibrant atmosphere and competitive play among fellow tennis enthusiasts.

Nightlife

Southwest Mississippi offers a lively nightlife scene with venues like The Blue Moon, where you can enjoy live music and a vibrant atmosphere. For a laid-back vibe, visit The Brick House, perfect for catching up with friends over drinks and local brews.

Find the best attractions near Southwest

Southwest Mississippi is a fantastic destination for outdoor enthusiasts and families alike, offering a variety of scenic attractions. Visitors can explore educational sites, state parks, and local parks that cater to those seeking cultural experiences and outdoor adventures. With its beautiful landscapes and family-friendly activities, Southwest is an ideal spot for a memorable vacation.

  • Robert Johnson Heritage House: Experience the rich cultural heritage of blues music at the Robert Johnson Heritage House, located 16.1km from Southwest. This historic site pays homage to the legendary musician, offering insights into his life and the profound impact he had on music history.
  • Hinds Community College - Utica Campus: A modern educational institution situated 14.5km away, Hinds Community College - Utica Campus showcases contemporary architecture and vibrant city vibes. Visitors can appreciate the campus's engaging atmosphere and community focus.
  • Hazlehurst Depot Museum: Located 16.1km from Southwest, the Hazlehurst Depot Museum is a charming railway museum that celebrates local rail history. With cultural exhibits and vintage memorabilia, it offers a nostalgic look at the importance of railroads in the region.

Best time to go to Southwest

The best time to visit Southwest can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Southwest falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Southwest falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

Tips to save on your trip to Southwest

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Southwest.
  • Consider traveling to Southwest during the low season (August and December to January) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.