South Shore Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in South Shore

Super 8 by Wyndham Portsmouth
Super 8 by Wyndham Portsmouth
2 out of 5
4266 US Route 23 N, Portsmouth, OH
Fully refundableReserve now, pay when you stay
The price is S$96 per night from 30 Jun to 1 Jul
S$96
30 Jun - 1 Jul
includes taxes & fees
7/10 Good! (591 reviews)
"The room was cleaned really well. New faucet on sink, new refrig. It depends on the room you get we have had a few not so good but looks like Hotel Owner is always trying to keep things fixed and a clean hotel. Amy at front desk is so friendly.We will stay here again."

Reviewed on 10 Jun, 2025

Super 8 by Wyndham Portsmouth
Knights Inn Ashland
Knights Inn Ashland
1.5 out of 5
7216 Sr 60, Ashland, KY
Fully refundableReserve now, pay when you stay
The price is S$92 per night from 5 Jul to 6 Jul
S$92
5 Jul - 6 Jul
includes taxes & fees
6.8/10 (541 reviews)
"It was a nice stay. Everybody was friendly and really nice. We had a good time thank you"

Reviewed on 13 Jun, 2025

Knights Inn Ashland
Delta Hotels by Marriott Ashland Downtown
Delta Hotels by Marriott Ashland Downtown
4 out of 5
1441 Winchester Avenue, Ashland, KY
Fully refundableReserve now, pay when you stay
The price is S$190 per night from 29 Jun to 30 Jun
S$190
29 Jun - 30 Jun
includes taxes & fees
9.2/10 Wonderful! (503 reviews)
"Good place to stay"

Reviewed on 14 Jun, 2025

Delta Hotels by Marriott Ashland Downtown
See all 139 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 holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to South Shore costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to South Shore?
The off-season is the best time to visit South Shore if you're hoping to keep costs down. Another tip for finding cheap South Shore holiday packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for South Shore?
The ideal length of your South Shore holiday depends on what you'd like to do and see. Generally, a handful of days to a week will give you plenty of time to visit all the leading sights and discover some hidden gems along the way.
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 holiday as a package?
Expedia holiday 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 customised South Shore holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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.
How to plan a trip to South Shore?

  1. Choose when to get away: Check your diary and get packing. Your favourite season and the type of activities available will also help you decide when to escape to South Shore.
  2. Budget wisely: In addition to the cost of your stay, you should factor in other expenses. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that could arise during your trip to South Shore.
  3. Determine how many days away: Start by compiling a list of the attractions you want to experience in South Shore. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the right South Shore holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.