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

3 out of 5
10945 Route 60 Ashland KY
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $116 total per night from Jun 1 to Jun 2
$116 total
Jun 1 - Jun 2
Total with taxes and fees
Fairfield Inn & Suites By Marriott Ashland
Carter Caves State Resort Park

Carter Caves State Resort Park

3 out of 5
344 Caveland Dr Olive Hill KY
$100 nightly
The price is $110 total per night from May 28 to May 29
$110 total
May 28 - May 29
Total with taxes and fees
9.2/10 Wonderful! (733 reviews)
"Take into account, this is a State Park, not a private resort. I personally prefer supporting public families than private business. Sure, it's not as fancy or updated in decor or appliances, but it is clean, with a focus on sustainable products, which messages with my values. It is a BEAUTIFUL setting. ..."

Reviewed on May 18, 2026

Carter Caves State Resort Park
Holiday Inn Portsmouth Downtown by IHG

Holiday Inn Portsmouth Downtown by IHG

3 out of 5
711 2nd St Portsmouth OH
Fully refundable
$122 nightly
The price is $136 total per night from May 31 to Jun 1
$136 total
May 31 - Jun 1
Total with taxes and fees
8.6/10 Excellent! (498 reviews)
"Enjoyed staying, Very clean and comfortable room.The river, restaurants and shops within walking distance. Nice clean Gym I hit every morning. Front desk, Bar tender, server, housekeeping ladies and the maintenance guy ALL very pleasant, polite and helpful. Good job guys !!! That was my second stay... ..."

Reviewed on May 18, 2026

Holiday Inn Portsmouth Downtown by IHG
See all 155 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.