Southside Vacations from $481
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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.
Tricove Inn & Suites
Southside
Save 100% on your flight
Price was $747, price is now $481 per person
$481
per person
Mar 1 - Mar 8
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
7.2/10 Good! (1,000 reviews)
Good size room! Easy access from parking lot. Furniture a bit worn, but fine. TV small for the room, but I'm ok with that. I like the separate sink area outside the bathroom.
Reviewed on Jan 5, 2026
Holiday Inn Express Jacksonville South Bartram Prk by IHG
Save 100% on your flight
Price was $1,191, price is now $847 per person
$847
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (1,127 reviews)
Everything was great and staff is friendly!
Reviewed on Jan 11, 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
4/5(845 area reviews)
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.
Southside Hotel Deals
Sheraton Jacksonville Hotel
10605 Deerwood Park Blvd Jacksonville FL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $153 total per night from Jan 23 to Jan 24
$153 total
Jan 23 - Jan 24
Total with taxes and fees
9/10 Wonderful! (1,008 reviews)
The room was spotless and the bed was comfortable. The hotel was located close to shopping and restaurants and within an easy drive to EverBank Stadium.
Reviewed on Jan 11, 2026
Wyndham Garden Jacksonville
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Jan 18 to Jan 19
$79 total
Jan 18 - Jan 19
Total with taxes and fees
7.8/10 Good! (1,786 reviews)
Very accommodating
Reviewed on Jan 10, 2026
Hyatt Place Jacksonville / St. Johns Town Center
4742 Town Center Parkway Jacksonville FL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $153 total per night from Jan 25 to Jan 26
$153 total
Jan 25 - Jan 26
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
Clean room, staff was great:)
Reviewed on Jan 9, 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.
Discover the most popular places to visit in Southside
St. Johns Town Center
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 acclaimed theater scene.
Epping Forest Yacht Club Marina
Explore the waterfront in Jacksonville with a trip to Epping Forest Yacht Club Marina. Stroll along the riverfront or visit the shops in the area.
HCA Florida Memorial Hospital
Though HCA Florida Memorial Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Jacksonville while you are here.
Things to do
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
$140
per traveler
90% 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.