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.
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
Price was $398, price is now $359 per person
$359
per person
May 21 - May 24
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $510, price is now $429 per person
$429
per person
May 21 - May 24
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's a gym on site, and laundry facilities and concierge services are also offered.
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $551, price is now $484 per person
$484
per person
May 21 - May 24
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-out, and dry cleaning are also on offer.
Sleep Inn

Sleep Inn

2.5 out of 5
Price was $517, price is now $456 per person
$456
per person
Apr 19 - Apr 23
found 1 day ago
Roundtrip flight included
Denver (DEN) 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
Price was $506, price is now $453 per person
$453
per person
Apr 19 - Apr 23
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.

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
$72 nightly
The price is $80 total per night
$80 total
Mar 13 - Mar 14
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
$110 nightly
The price is $125 total per night
$125 total
Apr 5 - Apr 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.
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 11 - Mar 12
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

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

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

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 $359. 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
Downtown Paintsville Kentucky

Explore More Ways to Travel with Travelocity