South Shore Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best South Shore Vacation Packages

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
The price is AEDĀ 377 per night from Jul 31 to Aug 1
AEDĀ 377
AEDĀ 427 total
31 Jul - 1 Aug
includes taxes & fees
8.2/10 Very Good! (778 reviews)
"Older hotel but it was satisfactory"

Reviewed on 14 July 2026

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
Fully refundableReserve now, pay when you stay
The price is AEDĀ 317 per night from Aug 5 to Aug 6
AEDĀ 317
AEDĀ 350 total
5 Aug - 6 Aug
includes taxes & fees
Carter Caves State Resort Park
Quality Inn & Suites Portsmouth

Quality Inn & Suites Portsmouth

2.5 out of 5
5100 Old Scioto Trail Portsmouth OH
Fully refundable
The price is AEDĀ 282 per night from Jul 26 to Jul 27
AEDĀ 282
AEDĀ 314 total
26 Jul - 27 Jul
includes taxes & fees
7/10 Good! (600 reviews)
"The rooms was very clean. The staff was very friendly. I would recommend this hotel to my friends and family."

Reviewed on 16 July 2026

Quality Inn & Suites Portsmouth
See all 161 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.

Frequently asked questions

How much does a South Shore vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to South Shore costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to South Shore?
To pick up cheap South Shore vacation packages, plan your getaway outside of busy periods like public holidays and major festivals. You'll generally find lower prices and better availability in the off-season or when it's less busy.
How to find the best South Shore package deals?
Finding a cheap South Shore package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most economical South Shore package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a South Shore vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and stays separately. Better still, you can tailor your South Shore escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to South Shore?
If you've got your South Shore travel dates finalized, book as soon as you can to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for traveling on a whim.
How to plan a trip to South Shore?

  1. Choose your dates: What you want to do in South Shore and your favorite season will help you decide when to go.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to South Shore.
  3. Work out your trip length: Consider how long you want to spend exploring South Shore. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a South Shore vacation package that brings all your bookings together.