South Shore Vacations from $730

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Your South Shore Vacation

When you choose a South Shore vacation package, you can kick back and enjoy your escape to the fullest. Uncover the best parts of this fascinating city knowing that everything has been worked out in advance. If sightseeing is a priority during your trip to South Shore, be sure to find your way to well-known attractions like Shawnee State University and Philip Moore Jr. Stone House. Expedia can help you escape the everyday. Tailor your vacation to South Shore to match your travel style, whatever that may be.

The Latest South Shore vacation packages

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Catlettsburg/Ashland

Ramada by Wyndham Catlettsburg/Ashland

$730
per person
Nov 11 - Nov 18
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Huntington (HTS)
8/10 Very Good! (552 reviews)
Great room and staff was friendly and helpful

Reviewed on Oct 4, 2026

OYO Hotel Chapmanville Inn, WV - Hwy 119

OYO Hotel Chapmanville Inn, WV - Hwy 119

$1,138
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Huntington (HTS)
5/10 (153 reviews)
No comment

Reviewed on Sep 12, 2026

Motel 6 Huntington, WV

Motel 6 Huntington, WV

$1,229
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Huntington (HTS)
6/10 (169 reviews)
Pets stay free!

Reviewed on Apr 3, 2026

Rodeway Inn

Rodeway Inn

$1,194
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Huntington (HTS)
7.2/10 Good! (1,007 reviews)
Everything was great . We spent three months there. Staff was awesoming.

Reviewed on Oct 9, 2026

Econo Lodge Huntington - Barboursville University Area

Econo Lodge Huntington - Barboursville University Area

$1,192
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Huntington (HTS)
7.4/10 Good! (393 reviews)
Very helpful staff. Very polite front desk. And when I wanted to remove the ada chair from my room they let me store it in a maintenance closet instead of making me place it somewhere in my room.

Reviewed on Oct 9, 2026

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South Shore Hotel Deals

Days Inn by Wyndham Grayson

Days Inn by Wyndham Grayson

650 CW Stevens Blvd Grayson KY
Fully refundableReserve now, pay when you stay
$89 nightly
$98 total
Oct 11 - Oct 12
Total with taxes and fees
9/10 Wonderful! (449 reviews)
"This is my regular place to stay when traveling to Illinois. Kathy at the front desk always makes me feel like I am coming home. Rooms are always clean and cozy."

Reviewed on Oct 7, 2026

Days Inn by Wyndham Grayson
Delta Hotels by Marriott Ashland Downtown

Delta Hotels by Marriott Ashland Downtown

1441 Winchester Avenue Ashland KY
Fully refundableReserve now, pay when you stay
$132 nightly
$154 total
Nov 1 - Nov 2
Total with taxes and fees
Delta Hotels by Marriott Ashland Downtown
Greenbo Lake State Resort Park

Greenbo Lake State Resort Park

965 Lodge Rd Greenup KY
$64 nightly
$71 total
Oct 29 - Oct 30
Total with taxes and fees
Greenbo Lake State Resort Park
See all 162 properties in South Shore
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 South Shore Vacation Packages

South Shore Essential Information

Language
English
Currency
U.S dollars
Population
1,100
Max Temp Winter
40ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a South Shore vacation package cost?
Offering great value package deals from $730 on Expedia, you'll be thrilled with how little a vacation to South Shore costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to South Shore?
January, February and April are great times to search for cheap South Shore vacation packages. Opting to travel in less busy periods means you can generally find lower prices on flights and hotels.
How many days is enough for South Shore?
Generally, a handful of days is enough to explore the top attractions during your South Shore vacation. However, if you'd like to have more time to relax or take day tours, consider extending your trip.
How to find the best South Shore package deals?
Finding a cheap South Shore package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable South Shore package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a South Shore vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still get the freedom to create a customized South Shore vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to South Shore?
If you're considering a spontaneous South Shore adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find terrific deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later South Shore vacation packages?
Your South Shore getaway should be a relaxing escape from your busy life, not a reason for money worries. So to allow you a little more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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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.