Southwest Holidays

Photo by Melissa Shoe Chalk

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

Where to stay in Southwest

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

Downtown Jackson

2 out of top 10 points of interest in this area
3.5/5(4 area reviews)

Travellers come to Downtown Jackson for its abundant dining options, and you can see top attractions like Mississippi Governor's Mansion and Mississippi State Capitol while you're in town.

Find hotels in Downtown Jackson

Top hotels in Southwest

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 S$157 per night from 7 Jan to 8 Jan
S$157
7 Jan - 8 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (1,390 reviews)
No i never came but got charged any how

Reviewed on 21 Dec, 2025

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

Imperial Suites - Adults Only

2 out of 5
3720 I-55 Jackson MS
Fully refundableReserve now, pay when you stay
The price is S$91 per night from 4 Jan to 5 Jan
S$91
4 Jan - 5 Jan, 2026
includes taxes & fees
8/10 Very Good! (575 reviews)
Everything was great💯❤️

Reviewed on 20 Dec, 2025

Imperial Suites - Adults Only
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 S$142 per night from 28 Dec to 29 Dec
S$142
28 Dec - 29 Dec
includes taxes & fees
7.6/10 Good! (1,000 reviews)
The hotel is beautiful and clean.

Reviewed on 22 Dec, 2025

Hilton Jackson
See all 799 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.

Popular places to visit

Mississippi State Capitol showing a city

Mississippi State Capitol

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.

Mississippi State Capitol

Mississippi Trade Mart

Learn about the events happening in Mississippi Trade Mart during your trip to Jackson. Visit the shops and top-notch restaurants in this family-friendly area.

Mississippi Trade Mart

What to do in Southwest

DC Monuments with River Cruise, Cherry Blossoms, Entry Tickets

Full Day: City Tour with 10 Stops, Boat Cruise, Admission Tickets

S$133
per adult
90% of travellers recommend
Full Day: City Tour with 10 Stops, Boat Cruise, Admission Tickets
Capitol Building in Washington DC

One day tour Washington & Philadelphia from New York

S$146
per adult
92% of travellers recommend
One day tour Washington & Philadelphia from New York
Cruise boat with Capitol Building in the background in Washington DC

City Cruises Washington DC: Signature Lunch Cruise

S$95
per adult
86% of travellers recommend
City Cruises Washington DC: Signature Lunch Cruise
See all activities 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 cancelling 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 travelling 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 travellers to Southwest during the COVID-19 outbreak?
In the face of the COVID-19 outbreak, travelling 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 holiday 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 travelling 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 holiday!
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.