The South Romantic Vacations 2026

Photo by Jennifer Hott-Greenway

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Top Romantic vacation packages in The South

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

Margaritaville Island Hotel

Downtown Pigeon Forge

$565

per person

Dec 18 - Dec 20

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Knoxville (TYS)

9.4/10 Exceptional! (1,508 reviews)

Cheeca Lodge & Spa

Matecumbe

Save 100% on your flight

$1,262

per person

Dec 18 - Dec 22

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Miami (MIA)

9.2/10 Wonderful! (1,471 reviews)

We enjoyed our stay here. Big fan of rose’ on check in. Loved the walking paths, spa island and the overall vibe of the resort. Lots of food options. Loved night walks on the pier. Staff was helpful when we thought we had a shower issue in the later evening after check in and responded quickly. The pools and hot tubs were fabulous, just wish they were open later when the sunset hour becomes earlier. Overall we would stay here again.

Reviewed on Oct 18, 2026

Hotel Contessa

Downtown San Antonio

$851

per person

Dec 18 - Dec 21

found 20 hours ago

Roundtrip non-stop flight included

North Platte (LBF) to San Antonio (SAT)

9/10 Wonderful! (3,979 reviews)

I feel it's a little overpriced and outdated. Our room was extremely humid but other than that is was nice and great location downtown.

Reviewed on Oct 18, 2026

Southernmost Beach Resort and Guesthouses

Old Town Key West

$743

per person

Dec 18 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Key West (EYW)

8.6/10 Excellent! (3,636 reviews)

The atmosphere was fun and friendly, but the housekeeping was horrible. No one came to our room until the third day I started calling and I had to call four times before anyone finally came. They didn’t let us know about breakfast or any of the other stuff like breakfast so we only eat breakfast twice because I didn’t realize that breakfast came with stay we were supposed to get free water every day towels and any type of housekeeping needed

Reviewed on Oct 18, 2026

River Street Inn

Historic Downtown Savannah

$572

per person

Nov 18 - Nov 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.2/10 Wonderful! (2,231 reviews)

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5* Romantic vacations in The South

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

The Ritz-Carlton, Atlanta

Downtown Atlanta

$561

per person

Dec 18 - Dec 20

found 5 hours ago

Roundtrip flight included

Cleveland (CLE) to Atlanta (ATL)

8.8/10 Excellent! (1,004 reviews)

Cheeca Lodge & Spa

Matecumbe

Save 100% on your flight

$1,262

per person

Dec 18 - Dec 22

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Miami (MIA)

9.2/10 Wonderful! (1,471 reviews)

Reviewed on Oct 18, 2026

The Peabody Memphis

Downtown Memphis

$775

per person

Dec 18 - Dec 21

found 23 hours ago

Roundtrip non-stop flight included

Detroit (DTT) to Memphis (MEM)

9.4/10 Exceptional! (1,022 reviews)

Everything about our stay was fantastic. All staff go out of their way to be welcoming and helpful. Highly recommend.

Reviewed on Oct 18, 2026

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See all available trips from Columbus to The South

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3 Night Romantic vacations in The South

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

Margaritaville Island Hotel

Downtown Pigeon Forge

Save 100% on your flight

$540

per person

Dec 20 - Dec 23

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Knoxville (TYS)

9.4/10 Exceptional! (1,508 reviews)

Fontainebleau Miami Beach

Mid Beach

$759

per person

Nov 17 - Nov 20

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Miami (MIA)

8.4/10 Very Good! (9,051 reviews)

It Could Had Been Better

Reviewed on Oct 18, 2026

Cheeca Lodge & Spa

Matecumbe

$1,284

per person

Dec 23 - Dec 26

just found

Roundtrip non-stop flight included

Buffalo (BUF) to Miami (MIA)

9.2/10 Wonderful! (1,471 reviews)

Reviewed on Oct 18, 2026

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4 Night Romantic vacations in The South

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

Caribe Royale Orlando, WorldHotels Elite

$410

per person

Dec 18 - Dec 22

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

9.2/10 Wonderful! (5,322 reviews)

Property was amazing. Friendly staff very clean rooms and a lot to do here. Highly recommend everyone to come here amazing hotel.

Reviewed on Oct 18, 2026

Fontainebleau Miami Beach

Mid Beach

Save 100% on your flight

$634

per person

Dec 18 - Dec 22

found 3 hours ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

8.4/10 Very Good! (9,051 reviews)

It Could Had Been Better

Reviewed on Oct 18, 2026

Cheeca Lodge & Spa

Matecumbe

Save 100% on your flight

$1,262

per person

Dec 18 - Dec 22

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Miami (MIA)

9.2/10 Wonderful! (1,471 reviews)

Reviewed on Oct 18, 2026

Don't see what you're looking for?

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How can I find the best The South vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap The South romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to The South?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to The South?

Put a price on love with stunning deals for duos starting at just $410. Prices and availability are subject to change. Additional terms may apply.

Can I book The South spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in The South?

To book a loved-up break in The South, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to The South with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my The South romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic The South Hotels

Omni Dallas Hotel

555 S Lamar St Dallas TX

Rekindle the romance with your special someone. Consider booking a getaway at this hotel where you're sure to love the hot tub and spa. Other amenities to enjoy ...

9.2/10 Wonderful! (3,812 reviews)

Couples like: full-service spa, couples spa treatments, happy hour, hot tub

Travelers say...

"Clean. Rooftop pool bar closed early"

Reviewed on Oct 18, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

11 hours drive from Walt Disney World® Resort

A spa, in-room massages, and ocean-view dining await couples visiting this romantic hotel. The property also offers happy hours, premium mattresses, and a waterfront ...

8.6/10 Excellent! (3,627 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining

Travelers say...

"The atmosphere was fun and friendly, but the housekeeping was horrible. No one came to our room until the third day I started calling and I had to call four times before anyone finally came. They didn’t let us know about breakfast or any of the other stuff like breakfast so we only eat breakfast ..."

Reviewed on Oct 18, 2026

Grand Galvez Resort, Autograph Collection

2024 Seawall Blvd Galveston TX

27 hours drive from Walt Disney World® Resort

If you're in the mood for love, consider staying at this romantic hotel, featuring a spa and a garden. You'll also love the hot tub, pool cabanas, and premium ...

See all 661,009 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.