Paintsville Holiday Packages

Save when you book Paintsville package deals

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Book your Paintsville holiday

If you want to save some cash, Wotif is here for you.

Our hotel and flight package deals can't be beaten.

Your Paintsville trip is about to get heaps more fun.

You could gain savings of up to . And with more than 550 airlines and 665,000 properties, it's easy to craft your dream holiday.

With some of the most competitive deals imaginable, you'll be leaving the tarmac in no time at all. So, grab your luggage and let's get this show on the road.

Paintsville Accommodation

There are just 3 accommodations in Paintsville. So what are you waiting for? Check out the bargains available on Wotif and bag your top pick today.

Our recommendations are the Ramada Hotel & Conference Centre by Wyndham Paintsville (624 James Trimble Blvd) and the Days Inn by Wyndham Paintsville (512 S Mayo Trail). They both come with terrific reviews and cosy beds, so why not check out the amenities and services and then pick your favourite?

Car Hire in Paintsville

Trying to find a rental car company in the heart of the city? Enterprise (1004 3Rd St) is just the one! Check out their offerings and give their staff a shout if you could do with some help.

Holidays to Paintsville

Isn't it time you quit daydreaming about Paintsville and hopped on that plane already? We think it is. But before you start fighting your neighbour for more elbow room, why don't we show you around the place?

Paintsville is a neighbourhood of Prestonsburg. It's located 17 kilometres north of the middle of the city.

Roughly 3 000 people call Prestonsburg home. Whether you're spending the whole time in Paintsville or you're wanting to venture further out, you'll no doubt encounter some interesting new people.

Top Paintsville hotels

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 AU$188 per night from 17 Aug to 18 Aug
AU$188
17 Aug - 18 Aug
includes taxes & fees
Ramada Hotel & Conference Center by Wyndham Paintsville: Business-friendly hotel with free WiFi and free parking. Guests love the helpful staff!
"Staff was great to deal with"

Reviewed on 29 Jul. 2025

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 AU$113 per night from 3 Sept to 4 Sept
AU$113
3 Sept - 4 Sept
includes taxes & fees
Days Inn by Wyndham Paintsville: Pet-friendly motel with free breakfast and free WiFi. Located in the mountains.
"Quiet, clean, reasonable rates."

Reviewed on 15 Jul. 2025

Days Inn by Wyndham Paintsville
Downtown Paintsville Vacation Rental!

Downtown Paintsville Vacation Rental!

3 out of 5
217 3rd St, Paintsville, KY
Downtown Paintsville Vacation Rental!: Cottage with free WiFi and free parking.
Downtown Paintsville Vacation Rental!
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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.