South Shore Vacations

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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.

South Shore Hotel Deals

Fairfield Inn & Suites By Marriott Ashland

Fairfield Inn & Suites By Marriott Ashland

10945 Route 60 Ashland KY
Fully refundableReserve now, pay when you stay
$98 nightly
$111 total
Sep 20 - Sep 21
Total with taxes and fees
8.2/10 Very Good! (799 reviews)
"Only one ice machine was working. Room TV didn’t work. Outside doors didn’t lock properly."

Reviewed on Sep 13, 2026

Fairfield Inn & Suites By Marriott Ashland
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
Sep 16 - Sep 17
Total with taxes and fees
Days Inn by Wyndham Grayson
Greenbo Lake State Resort Park

Greenbo Lake State Resort Park

965 Lodge Rd Greenup KY
Fully refundableReserve now, pay when you stay
$80 nightly
$88 total
Sep 16 - Sep 17
Total with taxes and fees
9/10 Wonderful! (350 reviews)
"The staff is excellent they go out of their way to help. Rooms are very clean and relaxing. Sinks are slow in draining and usable. Love the balcony off the rooms. Restaurant is really good and the staff is great. Really enjoyed our stay and we will be back."

Reviewed on Sep 14, 2026

Greenbo Lake State Resort Park
See all 165 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 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.