South Shore Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top South Shore Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Comfort Inn Barboursville near Huntington Mall area
CA $1,339
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Huntington (HTS)
8.2/10 Very good! (839 reviews)
Staff had informed me one thing at the phone and informed Expedia something different, I was charged for a night I haven’t stayed and when we finally arrived there the bedroom was awful, besides the dirty bed sheets there was a ton of stinky bugs, the only reason I’m nor giving zero stars is because there was one girl at the front desk that was nice
Reviewed on Oct 12, 2026
Ready to book your vacation to South Shore?
South Shore Hotel Deals
Days Inn by Wyndham Grayson
650 CW Stevens Blvd Grayson KY
Fully refundableReserve now, pay when you stay
CA $126
CA $139 total
Oct 18 - Oct 19
includes taxes & fees
Delta Hotels by Marriott Ashland Downtown
1441 Winchester Avenue Ashland KY
Fully refundableReserve now, pay when you stay
CA $187
CA $218 total
Nov 1 - Nov 2
includes taxes & fees
9.2/10 Wonderful! (618 reviews)
"Everything was exceptional. Staff was amazing, friendly and helpful. My only suggestions for change would be to reset clock alarms when guests check out and find a thermostat that is dimmable."
Reviewed on Oct 12, 2026
Greenbo Lake State Resort Park
965 Lodge Rd Greenup KY
CA $91
CA $100 total
Oct 22 - Oct 23
includes taxes & 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.
Frequently asked questions
How much does a South Shore vacation package cost?
Offering excellent value package deals from CA $1,279 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 many days is enough for South Shore?
Typically, a handful of days is enough to visit the main sights during your South Shore vacation. But if you prefer to have some time to rest or go on day tours, consider extending your trip.
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 travelling 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 travelling on a whim.
How to plan a trip to South Shore?
- Choose your dates: What you want to do in South Shore and your favourite season will help you decide when to go.
- 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.
- 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.
- 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.
Explore a world of travel with Expedia
- Morehead Hotels
- Furnished dormer room neighboring the Maysville Country Club.
- Germantown Hotels
- Grayson Hotels
- Days Inn by Wyndham Grayson
- Flemingsburg Hotels
- Blaine Hotels
- Hotels near Sandy Creek Golf Course
- Carter Caves State Resort Park
- The LUXURY CABIN IN THE WOODS
- Red Roof Inn Morehead
- Rv Parks in South Portsmouth
- Maysville Hotels
- West Liberty Hotels
- Westwood Hotels
- Greenup Hotels
- New Tiny Lake Home
- Greenbo Lake State Resort Park
- Hampton Inn Morehead
- Riverfront Studio w/ Private Patio & Garden!
- Vacation Homes in Catlettsburg
- Rv Parks in Morehead
- Waterpark Hotels in Ashland
- Fully Furnished Cabin
- Aparthotels in Maysville
- Spa Hotels in Ashland
- B&B in Grayson
- Cabin Rentals in Lewis County
- Apartments in Blaine
- La Quinta Inn & Suites Hotels in Maysville
- Ashland Hotels
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
