South Shore Vacations from $353
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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.
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View all tripsSouth Shore Hotel Deals
Fairfield Inn & Suites By Marriott Ashland
10945 Route 60 Ashland KY
Fully refundableReserve now, pay when you stay
$103 nightly
$116 total
Aug 30 - Aug 31
Total with taxes and fees
Carter Caves State Resort Park
344 Caveland Dr Olive Hill KY
$96 nightly
$106 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (781 reviews)
"Awesome place to stay. Onsite restaurant was A1 , staff friendly and helpful. The location set in a forest setting rocked. Reasonably priced for a lodge. The hiking trails and caves were fantastic. Would definitely recommend and stay here again. Plus, the deck on the backside of my second floor room ..."
Reviewed on Aug 22, 2026
Super 8 by Wyndham Portsmouth
4266 US Route 23 N Portsmouth OH
Fully refundableReserve now, pay when you stay
$67 nightly
$76 total
Aug 27 - Aug 28
Total with taxes and fees
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 $353 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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- Highlands Museum and Discovery Center
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- Visit Greenup
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- Visit Argillite
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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.
