Southside Vacations from $615
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Your Southside Vacation
Immerse yourself in the wonder of this picturesque neighborhood with a Southside vacation package. From its shopping and nature to its walking, there's something for every visitor. Wondering what to do and see during your trip to Southside? The Avenues and Latitude 30 are just a couple of nearby attractions that shouldn't be missed. Expedia is here to help put your travel plans into action. Book your ideal Southside vacation today.
The Latest Southside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Jacksonville East Merril Road by IHG
Arlington
$615
per person
Nov 20 - Nov 23
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
8.4/10 Very Good! (609 reviews)
The room was quite large and clean. It had everything that we needed!!
Reviewed on Aug 24, 2026
Landing Apartments Jacksonville - Southside
Southside
$819
per person
Oct 30 - Nov 6
found 23 hours ago
Roundtrip flight included
New York (LGA) to Jacksonville (JAX)
8/10 Very Good! (1 review)
Place was quiet and clean. Once I figured out the Landing app it was easy to use. Parking was available day and at night. The gym was great. There were a few things that needed repair but overall a great stay.
Reviewed on Jun 8, 2026
Where to stay in Southside
Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
Amelia City
While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.
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.
Oceanfront
If you're spending some time in Oceanfront, Oceanfront Park and Northeast Florida Beaches are top sights worth seeing.
Sawgrass
Visitors to Sawgrass like its beaches and riverfront, and Mickler Beach is a sight worth a stop.
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
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$78 nightly
$89 total
Sep 6 - Sep 7
Total with taxes and fees
Hyatt Studios Jacksonville/St Johns Town Center
11565 Village crossing Drive, Jacksonville FL
Fully refundableReserve now, pay when you stay
$110 nightly
$125 total
Sep 8 - Sep 9
Total with taxes and fees
Hyatt Place Jacksonville / St. Johns Town Center
4742 Town Center Parkway Jacksonville FL
Fully refundableReserve now, pay when you stay
$127 nightly
$144 total
Aug 30 - Aug 31
Total with taxes and fees
9.2/10 Wonderful! (1,164 reviews)
"Great location. Food and shopping all right outside the hotel. View of the small lake was great at night"
Reviewed on Aug 26, 2026
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.
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 riverfront or experience its lively festivals.
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.
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.
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.
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.
Aloft Jacksonville Tapestry Park
After visiting Aloft Jacksonville Tapestry Park, make a plan to see the other sights and activities in Jacksonville.
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.
Things to do
The Escape Game at St. John's Town Center in Jacksonville
$42
per adult
100% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
$145
per traveler
90% of travellers recommend
Half-Day City Tour in Downtown Jacksonville
$115
per adult
100% of travellers recommend
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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.