Paintsville Vacation Packages 2026 from $658

Paintsville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Quality Inn Lexington -Horse Park

$658

per person

Jul 16 - Jul 21

found 4 hours ago

Roundtrip non-stop flight included

Seattle (SEA) to Lexington (LEX)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center, conference center, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

The Campbell House Lexington, Curio Collection by Hilton

$716

per person

Jul 16 - Jul 21

found 4 hours ago

Roundtrip non-stop flight included

Seattle (SEA) to Lexington (LEX)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a picnic area are also offered.

Holiday Inn Express Lexington Horse Park Area by IHG

$753

per person

Jul 16 - Jul 21

found 4 hours ago

Roundtrip non-stop flight included

Seattle (SEA) to Lexington (LEX)

This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and express check-out are also on offer.

Top Paintsville hotels deals

Days Inn by Wyndham Paintsville

512 S Mayo Trail Paintsville KY

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$80 total

Jun 16 - Jun 17

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

Ramada Hotel & Conference Center by Wyndham Paintsville

624 James Trimble Blvd Paintsville KY

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$127 total

Jul 12 - Jul 13

Total with taxes and fees

This hotel features an outdoor pool, an indoor pool, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Private 2BR Renovated Guest Suite in Historic Home with Kitchen

Paintsville KY

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This apartment features laundry facilities.

Downtown Paintsville Vacation Rental!

217 3rd St Paintsville KY

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Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.

Best Western Plus Louisa

18199 Highway 23 Louisa KY

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$118 total

Jun 17 - Jun 18

Total with taxes and fees

This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like full breakfast and free self parking. A business center, free WiFi in public areas, and a grocery/convenience store are also on offer.

Comfort Suites Prestonsburg West

51 Hal Rogers Dr Prestonsburg KY

Free Cancellation

$110 nightly

$124 total

Jul 5 - Jul 6

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

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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.

Popular places to visit

Serene Walking Path to Rustic Wooden Bridge in Green Forest

Walking Bridge

5/5(4 reviews)

You can learn about the history of Paintsville with a visit to Walking Bridge. Discover the area's mountain views and countryside.

U. S. 23 Country Music Highway Museum

4/5(1 review)

You can spend an afternoon studying the exhibits at U. S. 23 Country Music Highway Museum during your travels in Paintsville. Discover the area's mountain views and countryside.

Paintsville Country Club

3.5/5(8 reviews)

Enjoy a round of golf in Paintsville at Paintsville Country Club. Take in the live music and mountain views in the area.

Frequently asked questions

How much are vacation packages to Paintsville?

Treat yourself to a memorable travel experience in Paintsville with a vacation package starting at just $658. Reserving hotels, tours and flights through Travelocity is a piece of cake. What's more, our vacation deals will leave you with more money in your pocket for plenty of fun activities.

How long should my Paintsville vacation be?

Many visitors pack their bags and vacation in Paintsville for an average of 2 nights. That gives you a rough guide, but don't let it limit you. Whether you just stay a few nights to see the famous sights or linger a while to uncover hidden gems, an amazing getaway awaits.

Where can I get the best vacation package deals for Paintsville?

You'll come across a tempting selection of Paintsville package deals on Travelocity. With as many as 400 airlines and 1,000,000 properties around the globe, piecing together your ideal vacation will be a piece of cake.

Why should I purchase my Paintsville vacation bundle via Travelocity?

Nothing beats the satisfaction of knowing you've just bagged the best deal available — that's our Price Match Guarantee. Add to that our incredibly broad range of destinations and 24/7 team of customer service professionals and you've got the formula for a hassle-free vacation.

Can I save money on my Paintsville car rental if I book it with hotels and flights?

Absolutely — combine your car, hotel and flight into a Paintsville vacation package and you'll save a tidy sum. With so many places to explore in the Paintsville area, having your own set of wheels will make it easy to explore. Once you've buckled yourself in, get out on the wide open road and head to Paramount Arts Center, a well-known sight approximately 45 mi from Paintsville.

Which airport is best for Paintsville?

The main airport servicing Paintsville is Tri-State Airport (HTS). It sits 40 mi south of the city center.

What is there to do in Paintsville?

While veering off the tourist trail is no doubt rewarding, you really shouldn't miss the big-name attractions that make a destination famous. U. S. 23 Country Music Highway Museum and Paintsville Country Club are a couple of them in Paintsville.

Where should I stay when visiting Paintsville?

Many people choose to stay at the Ramada Hotel & Conference Center by Wyndham Paintsville. It's a terrific base for your Paintsville vacation.