Paintsville Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in 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 1.680.323 ₫ per night from 7 Sept to 8 Sept
1.680.323 ₫
1.852.387 ₫ total
7 Sept - 8 Sept
includes taxes & fees
7.4/10 Good! (477 reviews)
Good hotel, wrong city
"Hotel was good. Location was not. Not the Hotels fault. When booking online in the Hotels app, I put in Pikesville KY and searched. Second choice was this hotel. But it was in Paintsville KY 40 miles away in the wrong direction. I rechecked the app and it did this consistently offering hotels that ..."

Reviewed on 19 Aug 2025

Days Inn by Wyndham 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 3.898.612 ₫ per night from 1 Sept to 2 Sept
3.898.612 ₫
4.297.829 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (521 reviews)
"Good location, ease of check in, welcoming staff. Traveling by motorcycle, they made special accommodations for safe parking."

Reviewed on 19 Aug 2025

Ramada Hotel & Conference Center by Wyndham Paintsville
Downtown Paintsville Vacation Rental!

Downtown Paintsville Vacation Rental!

3 out of 5
217 3rd St, Paintsville, KY
Get rates
Downtown Paintsville Vacation Rental!
See all 58 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.

Popular places to visit

Paintsville Golf Course

Enjoy a round of golf in Paintsville at Paintsville Golf Course. Discover the area's mountain views and countryside.

Paintsville Golf Course

Mayo Mansion

You can find out about the history of Paintsville when you stop by Mayo Mansion. Discover the mountain views and monuments in this family-friendly area.

Mayo Mansion

Frequently asked questions

How much does a Paintsville holiday package cost?
You'll find cheap prices on Expedia for your Paintsville getaway. However, factors like your choice of hotel, the season and length of stay will influence how much your holiday to Paintsville costs.
What are the cheapest months to go to Paintsville?
You can usually find lower rates and greater availability in December, January and February. Explore our cheap Paintsville holiday packages and you could land some excellent off-season deals.
How many days is enough for Paintsville?
With a well-planned itinerary, you can easily tick off the top Paintsville sights in a handful of days. But if you want to discover lesser-known spots or take day trips, think about booking your Paintsville holiday for longer.
Is it worth booking a holiday package to Paintsville?
Well known for its hiking, nature and walking trails, a Paintsville holiday offers something for everyone. Be sure to visit major sights like Paintsville Country Club and Paintsville Golf Course, and consider renting a car for day trips to experience even more.
How to find the best Paintsville package deals?
Begin your search for a Paintsville package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Paintsville package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Paintsville getaway off to a flying start.
Is it cheaper to book a Paintsville holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still enjoy the freedom to create a customised Paintsville holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Paintsville?
Enjoy incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Paintsville break.
How to plan a trip to Paintsville?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Paintsville.
  2. Budget wisely: In addition to the price of your accommodation, you should factor in other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Paintsville.
  3. Decide how long to go away for: Now that you're up to speed on Paintsville, you can figure out the ideal length of your holiday. Create a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodation: Once you've settled on your dates and duration, book the right Paintsville holiday package for you.