Harold Vacations

Book a Hotel + Flight or Car together to unlock savings

Your Harold Vacation

Our vacation packages to Harold let you customize your own adventure. Tailor your journey to your interests and style and make the most of your time in this fantastic city. Fill up your itinerary with visits to University of Pikeville, Eastern Kentucky Exposition Center and Dils Cemetery, some of the things you shouldn't miss during your trip to Harold. Stop dreaming and start doing. Check out the range of options on Expedia today and put your Harold vacation plans into motion!

Harold Hotel Deals

Spacious 3 Bedroom Apartment at Harold KY!

Spacious 3 Bedroom Apartment at Harold KY!

Harold
Spacious and comfortable
"Patrina was a wonderful host. She left a sweet little basket of snacks and bottled water in the refrigerator. Property was very clean and spacious. It was a little hard to find at first."

Reviewed on May 10, 2023

Get rates
Spacious 3 Bedroom Apartment at Harold KY!
Cozy studio on US 23 between Pikeville and Prestonsburg

Cozy studio on US 23 between Pikeville and Prestonsburg

2 out of 5
Harold
$138 nightly
The price is $152 total per night from Aug 12 to Aug 13
$152 total
Aug 12 - Aug 13
Total includes taxes and fees
Kentucky trip
"I have no complaints. The property was nice and comfortable. It was clean. The property manager was very easy to get ahold of and extremely. Would stay her again."

Reviewed on Oct 12, 2024

Cozy studio on US 23 between Pikeville and Prestonsburg
The Landmark Hotel

The Landmark Hotel

3.5 out of 5
190 S Mayo Trail, Pikeville, KY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Aug 7 to Aug 8
$102 total
Aug 7 - Aug 8
Total includes taxes and fees
8.4/10 Very Good! (897 reviews)
"Rooms were very clean"

Reviewed on Aug 3, 2025

The Landmark Hotel
See all 52 properties in Harold
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.

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Frequently asked questions

How much does a Harold vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Harold costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Harold?
If you're hoping to snag a cheap Harold vacation package, consider planning a trip in January, September and October. You'll usually find lower prices on airfares and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Harold?
With a well-planned schedule, you can easily visit the top Harold sights in a handful of days. But if you'd like to venture off the beaten track or go on day trips, think about booking your Harold vacation for longer.
How to find the best Harold package deals?
Use Expedia's filters to find some unbeatable Harold package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Harold package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Harold vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Harold vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Harold?
If you've got your Harold travel dates confirmed, book as early as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Harold vacation packages?
Set off on your ideal getaway to Harold with our Book Now, Pay Later vacations. No need to scrimp and save or hold off until payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.