Southside Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Top Holiday Package Deals in Southside
Price found within the past 48 hours. Click for updated prices.
Landing Jacksonville
Sunbeam
CA $2,156
per person
Nov 28 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Jacksonville (JAX)
7/10 Good! (2 reviews)
Room hardwares and cleaness very good, but Landing App did not properly work, not easy to link up with the landlord/agent for check-in/check-out process.
Reviewed on Mar 25, 2026
Seaside Amelia Inn
CA $2,040
per person
Nov 28 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Jacksonville (JAX)
8.8/10 Excellent! (1,137 reviews)
Great location steps from the beach. We were disappointed the hotel charges $100/night for our little dog especially when the room rate was only $139.
Reviewed on Sep 23, 2026
Where to stay in Southside
Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
Downtown Jacksonville
2 out of top 10 points of interest in this area
Historic core with major corporations, Downtown Jacksonville offers diverse culinary and nightlife experiences at The Elbow. Explore attractions like Florida Theatre, TIAA Bank Field, and museums, while enjoying convenient transportation options.
Amelia City
While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.
Oceanfront
1 out of top 10 points of interest in this area
If you're spending some time in Oceanfront, Oceanfront Park and Northeast Florida Beaches are top sights worth seeing.
American Beach
If you're spending some time in American Beach, American Beach and Spanish Quarter Village are top sights worth seeing.
Sawgrass
Visitors to Sawgrass like its beaches and riverfront, and Mickler Beach is a sight worth a stop.
Southside Hotel Deals
Wyndham Garden Jacksonville
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $106
CA $120 total
Sep 29 - Sep 30
includes taxes & fees
Hyatt Studios Jacksonville/St Johns Town Center
11565 Village crossing Drive, Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $163
CA $185 total
Oct 3 - Oct 4
includes taxes & fees
9.4/10 Exceptional! (215 reviews)
"Need better Breakfast! Room was Great!"
Reviewed on Sep 25, 2026
WoodSpring Suites Jacksonville - South
7125 Bonneval Road Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $102
CA $116 total
Sep 27 - Sep 28
includes taxes & fees
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 Southside vacation package cost?
The cheapest Southside vacation package is CA $1,661, so your dream getaway can become a reality — without a hefty price tag. Bundle flights, hotels and car rentals to custom build a package that suits you.
How do I get a cheap travel package to Southside?
If you love landing a bargain, bundle your bookings into a Southside vacation package. Whether you're searching for flights, hotels, activities or rental cars, you can browse and book them all in one place. You'll have lots of choice at your fingertips as well. Expedia has more than 550 air carriers and 1,000,000 hotel options throughout the world to take your pick of. Fly with who you prefer, check in where you like and save some cash — now that's the perfect escape!
Where should I stay in Southside?
Most people who visit Southside put both St. Johns Town Center and University of North Florida on their to-do lists. Why not consider a hotel as close as possible to these main attractions?
What are the top hotels in Southside?
Make a reservation at Elegant Mid - Century Modern Apt. It's one of this area's most in-demand hotels. Another top-rated option in Southside is WoodSpring Suites Jacksonville Campfield Commons.
How far in advance should I book my Southside vacation?
Reserving your flight early with Expedia means one less thing to have to worry about. Most air carriers display prices up to 12 months in advance. This is usually the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Southside will sometimes occur a few weeks before departure.
What does an Expedia Southside travel package include?
Expedia has all you need to organize your Southside trip, but how your package is structured is up to you. Select from any combination of hotels, rental cars and flights. Searching for some activities to keep you entertained? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package to meet your needs.
What should I know before booking a Southside travel package?
When you book your hotels, flights and car rentals together, you'll land amazing discounts. Whether you're planning a beach break in a villa or would rather stay in an upscale city hotel, Expedia can help make it happen.
Can I choose my airline with a Southside Expedia vacation package?
Yes, and with over 550 airlines to select from throughout the world, you have loads of choice. Have a look through the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Southside vacation package?
Yes, you can. We understand that things don't always go to plan, so we're happy to help if you need to make changes to your Southside vacation package. You may be able to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
Stay near popular Southside attractions
St. Johns Town Center
8.8/10 (3,607 reviews)
With a visit to St. Johns Town Center, a favorite shopping spot in Jacksonville, you can enjoy some retail therapy. Stroll along the area's beautiful beaches or experience its great live music.
Orange Park Place Shopping Center
During your visit to Jacksonville, you can do some window-shopping at Orange Park Place Shopping Center. Experience the area's acclaimed theater scene or attend a sporting event.
Dog Wood Park of Jacksonville
10.0/10 (2 reviews)
After visiting Dog Wood Park of Jacksonville, make a plan to see the other sights and activities in Jacksonville. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.
San Jose Plaza Shopping Center
During your visit to Jacksonville, you can find the perfect gifts to bring home at San Jose Plaza Shopping Center. Experience the area's great live music and lively festivals.
Merill Road Shopping Center
During your visit to Jacksonville, you can do some window-shopping at Merill Road Shopping Center. Experience the area's lively festivals and acclaimed theater scene.
Roosevelt Boulevard and San Juan Shopping Center
During your trip to Jacksonville, you can find the perfect gifts to bring home at Roosevelt Boulevard and San Juan Shopping Center. Experience the area's acclaimed theater scene or attend a sporting event.
Hands on Children's Museum
10.0/10 (1 review)
You can take time to visit Hands on Children's Museum during your travels to Jacksonville. Experience the area's great live music and lively festivals.
Things to do
Half-Day City Tour in Downtown Jacksonville
CA $159
per adult
100% of travellers recommend
The Escape Game at St. John's Town Center in Jacksonville
CA $59
per adult
100% of travellers recommend
Jacksonville Jaguars Football Game at EverBank Stadium
CA $682
per adult
