Deals on vacations and trips to Paintsville

Save when you book Paintsville package deals

Choose two or more items and save on your trip:

Paintsville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Georgetown Corporate Center Hotel

Best Western Plus Georgetown Corporate Center Hotel

2.5 out of 5
Price was $703, price is now $630 per person
$630
per person
Apr 29 - May 3
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Lexington (LEX)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
The Manchester

The Manchester

4 out of 5
Distillery District
Price was $1,576, price is now $1,385 per person
$1,385
per person
Apr 29 - May 3
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Lexington (LEX)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, express check-in, and express check-out are also offered.
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
Price was $812, price is now $715 per person
$715
per person
Apr 29 - May 3
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Lexington (LEX)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. Self parking, a business center, and a coffee shop are also offered.
Springhill Suites by Marriott Lexington Fritz Farm

Springhill Suites by Marriott Lexington Fritz Farm

3 out of 5
Price was $892, price is now $793 per person
$793
per person
Apr 29 - May 3
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Lexington (LEX)
This hotel features an indoor pool and a 24-hour gym. 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.
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $824, price is now $742 per person
$742
per person
Apr 29 - May 3
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) 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.

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 Paintsville KY
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $122 total per night
$122 total
Mar 22 - Mar 23
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.
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
Mar 17 - Mar 18
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
Downtown Paintsville Vacation Rental!

Downtown Paintsville Vacation Rental!

3 out of 5
217 3rd St Paintsville KY
Get rates
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Parking included
Lovely 2 Bedroom Unit with Free Parking

Lovely 2 Bedroom Unit with Free Parking

Paintsville KY
Get rates
This apartment features laundry facilities.
Kitchen
Washer
Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr Prestonsburg KY
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $134 total per night
$134 total
Mar 29 - Mar 30
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.
Pool
Breakfast included
Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

2.5 out of 5
85 Hal Rogers Drive Prestonsburg KY
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $119 total per night
$119 total
Mar 16 - Mar 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Don't see what you're looking for?
See all available properties in Paintsville
View all properties
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.

Walking Bridge

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

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.

Paintsville Country Club

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 $630. 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

Browse Paintsville vacation photos for more inspiration

Downtown Paintsville Kentucky

Explore More Ways to Travel with Travelocity