A coastal sunset with a pier extending into the ocean, a beach, and a town in the background.

Southern Shores Vacations from $728

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Your Southern Shores Vacation

Experience the unique character and personality of Southern Shores with a customized Southern Shores vacation package. From its laid-back lifestyle to its spectacular views and beyond, you'll never have a dull moment in this city. If taking in sights is on the to-do list during your trip to Southern Shores, look around top attractions like Duck Boardwalk, The Sanderling Spa and Sea Scape Golf Links. Whoever you're taking a break with and whatever you plan to spend, your ultimate Southern Shores vacation is just a few clicks away with Expedia.

The Latest Southern Shores Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A multi-story hotel with balconies and a beach in the foreground.
    Dec 7 - Dec 13

    The Capes Hotel + Flight

    Northeast Virginia Beach
    6 nights
    3.0 star property
    8.6/10 - Excellent (588 reviews)
    Roundtrip • Boston (BOS) - Norfolk (ORF)
    BOS - ORF • Nonstop ORF - BOS • 1 stop
    $825
    $728
    per traveler
    found 20 hours ago
    The Capes Hotel
  • A pool area with a view of the ocean, a stone pillar, and a sign on the wall.
    Dec 7 - Dec 13

    The Barclay Towers Resort Hotel + Flight

    Northeast Virginia Beach
    6 nights
    2.5 star property
    7.8/10 - Good (1,000 reviews)
    "Cool stay. Staff was very cool."
    Reviewed November 2, 2026
    Roundtrip • Boston (BOS) - Norfolk (ORF)
    BOS - ORF • Nonstop ORF - BOS • 1 stop
    $944
    $782
    per traveler
    found 20 hours ago
    The Barclay Towers Resort Hotel
  • A multi-story hotel with a modern architectural design, featuring numerous windows and balconies.
    Dec 22 - Dec 28

    Boardwalk Resort and Villas + Flight

    Northeast Virginia Beach
    6 nights
    3.0 star property
    8.8/10 - Excellent (1,010 reviews)
    Roundtrip • New York (JFK) - Norfolk (ORF)
    JFK - ORF • Nonstop ORF - JFK • Nonstop
    $1,156
    $965
    per traveler
    found 6 hours ago
    Boardwalk Resort and Villas
  • A balcony with a view of a beach.
    Dec 7 - Dec 13

    Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia + Flight

    Northeast Virginia Beach
    6 nights
    4.0 star property
    8.2/10 - Very good (1,452 reviews)
    Roundtrip • Boston (BOS) - Norfolk (ORF)
    BOS - ORF • Nonstop ORF - BOS • 1 stop
    $1,023
    $864
    per traveler
    found 20 hours ago
    Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
  • An aerial view of a beach with a long pier extending into the sea, a sandy beach with umbrellas, and a building with a flat roof near the shore.
    Dec 7 - Dec 13

    The Colony at Virginia Beach + Flight

    Northeast Virginia Beach
    6 nights
    3.0 star property
    9.2/10 - Wonderful (61 reviews)
    "The place was centrally located on the boardwalk. The pier was directly to the left but right there to look at. We saw dolphins every day while sitting on the balcony. The parking was a tight fit for a supercrew truck, but they went out of their way to accommodate me in parking spot that worked. Very friendly to speak with even prior to arrival and while there. All staff were very friendly. The kitchen is fully furnished. Even came with a keurig and a regular coffee maker. Dish soap,..."
    Reviewed October 31, 2026
    Roundtrip • Boston (BOS) - Norfolk (ORF)
    BOS - ORF • Nonstop ORF - BOS • 1 stop
    $1,099
    $973
    per traveler
    found 20 hours ago
    The Colony at Virginia Beach

Discover the most popular places to visit in Southern Shores

Duck Woods Country Club

7.6/10 (26 reviews)
Enjoy a round of golf in Southern Shores at Duck Woods Country Club. Stroll along the seaside or visit the notable monuments in this family-friendly area.
See properties

Southern Shores Hotel Deals

A balcony with two chairs overlooking a beach with a wooden boardwalk and a lifeguard tower.

Hilton Garden Inn Outer Banks/Kitty Hawk

Hilton Garden Inn Outer Banks/Kitty Hawk
3.0 star property
2.9 mi from Southern Shores
9.0 out of 10, Wonderful, (1,003 reviews)
$92 nightly
The price is $104
Dec 6 - Dec 7
Total with taxes and fees
Hilton Garden Inn Outer Banks/Kitty Hawk
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.
See all properties in Southern Shores

Frequently Asked Questions

How much does a Southern Shores vacation package cost?

Offering great value package deals from $728 on Expedia, you'll be surprised at how little a vacation to Southern Shores costs! Our packages make travel planning easier and your savings go further.

What are the cheapest months to go to Southern Shores?

October, November and December are the best times to look for cheap Southern Shores vacation packages. Choosing to travel in quieter periods means you'll typically find better prices on flights and hotels.

How many days is enough for Southern Shores?

With a well-planned itinerary, you can easily visit the main Southern Shores sights in a few days. But if you want to venture off the beaten track or take day trips, think about booking your Southern Shores vacation for longer.

How to find the best Southern Shores package deals?

Use Expedia's filters to help you find some fabulous Southern Shores package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Southern Shores package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.

Is it cheaper to book a Southern Shores vacation as a package?

Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Southern Shores vacation by choosing your preferred type of stay, airline and car class.

When to book a vacation package to Southern Shores?

If you've got your Southern Shores vacation dates confirmed, book early to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for setting off on a whim.

Does Expedia offer Book Now, Pay Later Southern Shores vacation packages?

If you're anything like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Southern Shores vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.