Paintsville Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Paintsville

Ramada Hotel & Conference Center by Wyndham Paintsville
Ramada Hotel & Conference Center by Wyndham Paintsville
2.5 out of 5
624 James Trimble Blvd, Hwy 321 & James Trimble Blvd, Paintsville, KY
Fully refundableReserve now, pay when you stay
The price is S$150 per night from 1 Dec to 2 Dec
S$150
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (438 reviews)
"It’s a lot bigger than it looks. The atrium is beautiful and so nicely decorated for the holidays. A couple had a beautiful wedding the day we were there."

Reviewed on 17 Nov,2024

Ramada Hotel & Conference Center by Wyndham Paintsville
Days Inn by Wyndham Paintsville
Days Inn by Wyndham Paintsville
2 out of 5
512 S Mayo Trail, Paintsville, KY
Fully refundableReserve now, pay when you stay
The price is S$94 per night from 4 Dec to 5 Dec
S$94
includes taxes & fees
4 Dec - 5 Dec
7.4/10 Good! (430 reviews)
"Clean and great customer service"

Reviewed on 15 Nov,2024

Days Inn by Wyndham Paintsville
Downtown Paintsville Vacation Rental!
Downtown Paintsville Vacation Rental!
3 out of 5
Paintsville
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Downtown Paintsville Vacation Rental!
See all 52 properties in Paintsville
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 Paintsville holiday package cost?
The most affordable Paintsville package is , so your dream holiday can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to create a package suited to your travel style.
How do I get a cheap travel package to Paintsville?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we’ve got everything you need. Pick and choose the combination that suits your style and watch your savings grow. We know a travel package is never one-size-fits-all. That’s why Expedia offers over 550 partner airlines and 1,000,000 hotel options across the globe, which lets you customize your Paintsville getaway.
Where should I stay in Paintsville?
A holiday in Paintsville wouldn’t be complete without checking out U.S. 23 Country Music Highway Museum, U. S. 23 Country Music Highway Museum and Paintsville Country Club. Spend your evenings near these sights and make sightseeing easy.
What are the top hotels in Paintsville?
If it’s your very first time in Paintsville, make a reservation at Ramada Hotel & Conference Centre by Wyndham Paintsville or Days Inn by Wyndham Paintsville. Both hotels offer comfortable beds and are popular options with many travellers.
How far in advance should I book my Paintsville holiday?
Travellers are normally able to look up international airfares on Expedia up to a year in advance of departure. Booking last minute? With a stroke of luck, it’s still possible to score a cheap ticket just weeks before your journey.
What does an Expedia Paintsville travel package include?
Much of that depends on you. You can select from a range of Paintsville packages, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a flight with a rental car. Once you’ve made your booking, you can add the fun stuff like experiences and tours. Whatever your Paintsville escape looks like, get set to save!
What should I know before booking a Paintsville travel package?
A package can be easier on the hip pocket than separately booking all you need for your adventure. For example, combine your hotels, flights and rental cars and save big. Whatever type of holiday you have in mind, you’ll find a package that’s right for you.
Can I choose my airline with a Paintsville Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Just choose your favourite carrier and put together the perfect Paintsville escape.
If I'm not able to travel, can I cancel my Paintsville holiday package?
If your travel plans in Paintsville have been upended, it’s comforting to know that you can cancel your booking. If you booked less than 24 hours ago, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. For more details, check our Customer Service Portal.

* 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.