The South Vacations from $256

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Your The South Vacation

Make organizing your next adventure quick and easy with a The South vacation package. Whether it's the cuisine, history or something else entirely that lures you here, our package deals will help you discover the best of it. With so much to see and do on a trip to The South, it can be tricky to know where to start. Kick off your travels in New York at Times Square and Central Park — two much-loved attractions here. Another city to add to your itinerary is Orlando. Don't miss Universal Studios Florida and Orlando International Premium Outlets. From the moment you book your The South vacation to when you get back home, Expedia has your back every step of the way.

The Latest The South vacation packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

$256
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (5,255 reviews)
Casablanca Miami Beach

Casablanca Miami Beach

North Beach
$6,339
per person
Sep 21 - Sep 28
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
5.8/10 (327 reviews)
Pleas don’t book the apartment in this hotel. It’s not associated with the hotel services. The 2nd room has 3 beds all bed sheets were dirty. The has prior hair from guest before us. Behind the headboard I found a dirty t-shirt. Hall restroom tub was rusted and peeling, I was disgusted to see that. The other restroom still had a long hair in the tub. Sanitary is NOT a priority for the owner of this apartment. The price I paid for my 4 day was a steel. Also, beach gear was a laugh in the face. No beach chair, no wagon and the umbrella covered 1 person. I reached out to the person but never showed up with clean sheets. I had to invest in my stay detergent, sanitizing wipes, trash bags and toilet covers. Let me know forget to say, on my first stay the bottom of my feet was all black from the floors being super dirty. The only good thing of the place was the beach distance.

Reviewed on Jul 23, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
$4,207
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Seasons Florida Resort

Seasons Florida Resort

Save 100% on your flight
$298
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9/10 Wonderful! (3,778 reviews)
The staff was really friendly helpfull. Clean room.

Reviewed on Aug 10, 2026

Pelican Hotel

Pelican Hotel

South Beach
Save 100% on your flight
$497
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
9.2/10 Wonderful! (490 reviews)
This was a great place for a beach weekend away. The service was excellent, rooms were clean and the food was excellent.

Reviewed on Aug 10, 2026

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Where to stay in The South

Find the best The South areas and neighborhoods for the activities you enjoy most. Learn more about The South
A city skyline with a river reflecting lights, a prominent building with a spire, and a bridge in the background.

Downtown Nashville

Sounds of country and honky-tonk resonate around the streets of Music City. Watch a show, attend a hockey match and walk in the footsteps of U.S. presidents.

A nighttime street scene with a building labeled "The Manor" and a tree in the foreground.

Downtown Washington D.C.

Central business district boasting Penn Quarter, Chinatown, and CityCenterDC, with a variety of bars, restaurants, and theaters. Explore historic sites like Lafayette Square and enjoy diverse dining options such as Fogo de Chão and Old Ebbitt Grill.

A beach with white sand, ocean waves, and a row of beachfront houses with balconies.

Rosemary Beach

Experience European Colonial charm in this Gulf Coast community, offering warm waters, beach activities, and a mixed-use town center with shops, restaurants, and live music at Peddler's Pavilion. Explore nearby parks and trails for a dose of nature.

A beach with clear turquoise water, a rocky shoreline, and several high-rise buildings in the background.

South Beach

Major entertainment destination with numerous nightclubs, restaurants, and boutiques. Stroll along Lincoln Road and Ocean Drive, admire Art Deco buildings, and enjoy easy access to public transportation.

A historic building with a red facade and ornate balcony railings.

French Quarter

Historic buildings and lively atmosphere entice tourists and locals alike, offering live music, street performances, and vibrant nightlife. Must-see spots include Jackson Square, St. Louis Cathedral, and Café du Monde.

Stay near popular The South attractions

A large fallen tree on a beach with the ocean in the background.
Photo by Visit Jacksonville

Big Talbot Island State Park

8.8/10 (112 reviews)
Go wildlife spotting and admire great views across marshes and the Atlantic Ocean in this nature reserve on the east coast of Florida.
See properties
A beach with horses walking along the shore.
Photo by Justyna C

Assateague Island National Seashore

9.4/10 (158 reviews)
Spot wild ponies and diverse bird species while exploring this white-sand barrier island by four-wheel drive, boat, kayak or on foot.
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What to do in The South

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

$46
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$46
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
See all activities in The South

The South Hotel Deals

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL
Fully refundable
$78 nightly
$88 total
Sep 1 - Sep 2
Total with taxes and fees
8.6/10 Excellent! (7,026 reviews)
"Clean room. Friendly staff."

Reviewed on Aug 10, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
$123 nightly
$139 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (6,417 reviews)
"Great, but you need to pay 35$ for each day you stay here for parking. That's crazy"

Reviewed on Aug 10, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8442 Palm Parkway Orlando FL
Fully refundableReserve now, pay when you stay
$74 nightly
$83 total
Sep 6 - Sep 7
Total with taxes and fees
Rosen Inn Lake Buena Vista
See all 648,987 properties in The South
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.

Find the Best The South Vacation Packages

The South Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)

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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.