Southwest Vacation Packages

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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 travellers 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.

Top Southwest Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Relax Inn By Oyo Jackson MS Hwy 80/I-20
Hilton Jackson
The Westin Jackson
OYO Hotel Jackson North I-55
Spark By Hilton Jackson Ridgeland

Where to stay in Southwest

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

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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January46.8°F (8.200000000000001°C)Light RainMostly SunnySlightly LowSlightly Low
February50.5°F (10.3°C)Light RainMostly SunnySlightly LowAverage
March57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
April64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
May72.5°F (22.5°C)Light RainMostly SunnySlightly HighAverage
June79.9°F (26.6°C)Light RainMostly SunnySlightly HighSlightly High
July81.5°F (27.5°C)Light RainMostly SunnySlightly HighSlightly High
August81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly Low
September76.8°F (24.9°C)Light RainMostly SunnyAverageAverage
October66.9°F (19.4°C)Light RainMostly SunnyAverageSlightly High
November55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
December50.4°F (10.2°C)Light RainMostly SunnySlightly LowSlightly Low

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.

Ready to book your vacation to Southwest?

 

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Southwest Hotel Deals

Hilton Jackson

Hilton Jackson

3.5 out of 5
1001 E County Line Rd Jackson MS
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from May 14 to May 15
CA $112
CA $125 total
May 14 - May 15
includes taxes & fees
7.6/10 Good! (1,009 reviews)
The room was out of conditioner. I called room service but no one answered. Went downstairs to front desk and there were a line of people with one person working the front desk. No ice machine on our floor.

Reviewed on May 4, 2026

Hilton Jackson
Natchez Grand Hotel & Suites On the River

Natchez Grand Hotel & Suites On the River

3 out of 5
111 S Broadway Street Natchez MS
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from May 17 to May 18
CA $92
CA $134 total
May 17 - May 18
includes taxes & fees
8.6/10 Excellent! (1,546 reviews)
I believe the hotel should ask if you want to purchase their WiFi instead of charging you for it. I did not use their WiFi but was still charged.

Reviewed on May 7, 2026

Natchez Grand Hotel & Suites On the River
Imperial Suites - Adults Only

Imperial Suites - Adults Only

2 out of 5
3720 I-55 Jackson MS
The price is CA $86 per night from May 28 to May 29
CA $86
CA $96 total
May 28 - May 29
includes taxes & fees
8.2/10 Very Good! (704 reviews)
One of the coolest rooms I've stayed in. Just wish it had a chair/desk and two night stands. I stayed in the KING DELUXE room but it didnt quite hit the DELUXE title but well worth the money.

Reviewed on May 4, 2026

Imperial Suites - Adults Only
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.

Discover the most popular places to visit in Southwest

What to do in Southwest

Frequently asked questions

Can I cancel my flight booking to Southwest due to COVID-19?
Head to our handy Customer Service Portal for important details about changing or canceling flights because of COVID-19. Make sure you also scan through the terms and conditions of your preferred airline before booking your journey to Southwest.
What's the best way to find cheap flights to Southwest that have flexible change policies?
When it comes to traveling these days, flexibility is a must. That's why we've added a "No change fee" filter to help you track down cheap, flexible flights to Southwest. It's on the left of your screen directly underneath the "Flexible change policies" subheading.
What are some of the general tips for travelers to Southwest during the COVID-19 outbreak?
In the face of the COVID-19 outbreak, traveling now comes with a few more challenges. Take a look at these handy tips before jumping on your plane to Southwest:
  • Before you book a flight, check if any travel restrictions apply — in both your origin and destination. Stay informed with the latest updates by reviewing official government websites.
  • Requirements state that you must wear a face mask at the airport, including at screening checkpoints. Be prepared to lower your mask for ID verification when asked by a TSA officer.
  • Rather than handing a TSA agent your boarding pass, place it directly on the reader yourself. Then, hold it up for inspection.
  • One liquid hand sanitizer container is now allowed in your carry-on baggage. It must be no bigger than 12 oz (350 ml), and you'll have to remove it from your bag for scanning.
  • To reduce handling during screening, place personal items such as your phone and loose change into your carry-on instead of into the bins.
  • Separate any food you have for screening. Food items often set off the alarm. Placing them in a clear plastic bag and into a bin reduces the need for a TSA agent to touch and inspect your belongings.

Which airlines fly to Southwest?
Delta is a renowned carrier servicing Southwest. Lock in an airfare to Evers Intl. Airport (JAN) and you'll have 225 Delta flights a month to pick from.
How can I find cheap tickets to Southwest?
An excellent strategy for getting your hands on cheap tickets is to be flexible with your travel dates. Start by searching for your flight to Southwest, then click on the "flexible dates" link to compare prices for nearby days. Another helpful hint? Book well ahead of time. For an idea of costs, was the lowest price for a flight to Southwest in the last seven days.
How much is a flight to Southwest?
One-way trips departing from () sold for as little as in the last seven days. During this time, the price of a return airfare to Southwest ranged between and . If you find a bargain, book as fast as you can — these prices don't stick around.
What are the most popular airports to fly into in Southwest?
The number one gateway to Southwest, around 885 flights service Evers Intl. Airport (JAN) each month. Scout around for a great deal, lock in your fare and get ready to explore this wonderful region.
When is the cheapest time to fly to Southwest?
If you'd rather spend your vacation cash enjoying the delights of Southwest rather than on your trip there, depart early in the week. The most economical day to fly is normally Tuesday, with Monday a close second. With many people traveling over the weekend, Saturday typically has the costliest ticket prices.
How much is a plane ticket to Southwest?
In the last seven days, plane fares ranged between and . Scroll through our great deals to Southwest, make a booking and get ready for your next fun vacation!
Which airlines with flights to Southwest employ COVID-19 cleanliness policies?
While flying during a pandemic can be an anxious experience, airlines have been working hard to protect the well-being of customers and crew. Here are a few carriers that have introduced changes:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.