Southside Vacations

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Southside

Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
A coastal town at dusk with a prominent clock tower, waterfront, and illuminated buildings.

Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.

A city skyline with modern skyscrapers, a prominent Wells Fargo building, and a blue bridge over a river.

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.

A sunset over a beach with waves and a pier.

Oceanfront

If you're spending some time in Oceanfront, Oceanfront Park and Northeast Florida Beaches are top sights worth seeing.

A golf course with a pond, trees, and buildings in the background.

Sawgrass

Visitors to Sawgrass like its beaches and riverfront, and Mickler Beach is a sight worth a stop.

A sunset over a beach with fallen trees and a distant shoreline.

American Beach

If you're spending some time in American Beach, American Beach and Spanish Quarter Village are top sights worth seeing.

Southside Hotel Deals

Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
¥11,676
¥13,251 total
Sep 9 - Sep 10
includes taxes & fees
Wyndham Garden Jacksonville
Hyatt Studios Jacksonville/St Johns Town Center

Hyatt Studios Jacksonville/St Johns Town Center

11565 Village crossing Drive, Jacksonville FL
Fully refundableReserve now, pay when you stay
¥17,116
¥19,426 total
Oct 3 - Oct 4
includes taxes & fees
Hyatt Studios Jacksonville/St Johns Town Center
Sheraton Jacksonville Hotel

Sheraton Jacksonville Hotel

10605 Deerwood Park Blvd Jacksonville FL
Fully refundableReserve now, pay when you stay
¥16,714
¥18,970 total
Sep 6 - Sep 7
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Staffs are nice and helpful."

Reviewed on Sep 2, 2026

Sheraton Jacksonville Hotel
See all 3,564 properties in Southside
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 , 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.
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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 great live music or attend a sporting event.
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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.
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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.
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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.
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Topgolf

You can take time to visit Topgolf during your travels to Jacksonville.
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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 acclaimed theater scene and great live music.
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Aloft Jacksonville Tapestry Park

After visiting Aloft Jacksonville Tapestry Park, make a plan to see the other sights and activities in Jacksonville.
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Things to do

Half-Day City Tour in Downtown Jacksonville

Half-Day City Tour in Downtown Jacksonville

¥18,250
per adult
100% of travellers recommend
Half-Day City Tour in Downtown Jacksonville
Fun Dumpling Making Class at a Social Lounge in Jacksonville

Fun Dumpling Making Class at a Social Lounge in Jacksonville

¥12,007
per adult
Fun Dumpling Making Class at a Social Lounge in Jacksonville
Secrets of the Forest Outdoor Escape Room Experience

Secrets of the Forest Outdoor Escape Room Experience

¥4,483
per adult
Secrets of the Forest Outdoor Escape Room Experience
See all activities in Jacksonville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.