Deals on vacations and trips to Paintsville

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Paintsville flight + hotel vacation packages

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

Sleep Inn

2.5 out of 5
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Lexington (LEX)
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 continental breakfast and free self parking.
MainStay Suites Georgetown Lexington North

MainStay Suites Georgetown Lexington North

2.5 out of 5
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Lexington (LEX)
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 continental breakfast and free self parking.
The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
per person
Aug 28 - Aug 31
found 1 hour ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a terrace are also offered.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
per person
Sep 12 - Sep 14
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and a snack bar/deli are also offered.
Home2 Suites by Hilton Georgetown

Home2 Suites by Hilton Georgetown

3 out of 5
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Lexington (LEX)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Paintsville hotels deals

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
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $122 total per night
$122 total
Jul 27 - Jul 28
Total includes 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.
Pool
Hot Tub
Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville

2 out of 5
512 S Mayo Trail, Paintsville, KY
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $75 total per night
$75 total
Jul 20 - Jul 21
Total includes 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
Downtown Paintsville Vacation Rental!

Downtown Paintsville Vacation Rental!

3 out of 5
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.
Kitchen
Parking included
Downtown Paintsville Vacation Rental!

Downtown Paintsville Vacation Rental!

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This vacation home includes free WiFi in public areas and laundry facilities.
Kitchen
Washer
Lovely Two Bedroom Rental Unit Free Parking

Lovely Two Bedroom Rental Unit Free Parking

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Book a stay at this golf apartment in Paintsville. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Johnson County Public Library and Mayo Mansion are located nearby.
Kitchen
Free WiFi
Best Western Plus Louisa

Best Western Plus Louisa

2.5 out of 5
18199 Highway 23, Louisa, KY
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $119 total per night
$119 total
Jul 20 - Jul 21
Total includes 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.
Pool
Hot Tub
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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

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.

U. S. 23 Country Music Highway Museum

Swamp Branch Trailhead

You can take time to visit Swamp Branch Trailhead during your travels to Paintsville. Discover the mountain views and monuments in this family-friendly area.

Swamp Branch Trailhead

Paintsville Golf Course

3.5/5(3 reviews)

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

Paintsville Golf Course

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 $398. 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.

Photos of local treasures

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