Pineville Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Pineville

Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road Pineville KY
Fully refundableReserve now, pay when you stay
The price is €148 per night from 17 Jul to 18 Jul
€148
17 Jul - 18 Jul
includes taxes & fees
9/10 Wonderful! (735 reviews)
"Nice property. The lodge rooms need updated. The on-site restaurant food and service was terrible was terrible."

Reviewed on 10 Jul 2026

Pine Mountain State Resort Park
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 out of 5
56 West Highway 92 Williamsburg KY
Fully refundable
The price is €100 per night from 3 Aug to 4 Aug
€100
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"Favorite place to stay everyone was superb especially Steve the manager"

Reviewed on 12 Jul 2026

Holiday Inn Express Williamsburg by IHG
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is €109 per night from 2 Aug to 3 Aug
€109
2 Aug - 3 Aug
includes taxes & fees
9.2/10 Wonderful! (901 reviews)
"A great stay. Clean quiet, breakfast and EV charging stations."

Reviewed on 12 Jul 2026

Sleep Inn & Suites Middlesboro
See all 422 properties in Pineville
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.

Stay near popular Pineville attractions

Pine Mountain State Resort Park

9.0/10 (140 reviews)
Kentucky's first state park offers scenic trails through Appalachian wilderness, including the Chained Rock Trail. Enjoy panoramic vistas at Mountain View Restaurant after a round at Wasioto Winds golf course.
See properties

Frequently asked questions

How much does a Pineville holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Pineville costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Pineville?
You can typically find lower prices and greater availability in January, February and November. Browse our cheap Pineville holiday packages and you could get some excellent off-season deals.
How many days is enough for Pineville?
The ideal duration for your Pineville holiday depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to check out all the leading sights and discover some hidden treasures along the way.
How to find the best Pineville package deals?
Finding a cheap Pineville package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most affordable Pineville package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Pineville holiday as a package?
You can enjoy significant savings on your next Pineville retreat by booking a customised holiday package. Check the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Pineville?
If you're considering an impromptu Pineville holiday, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Pineville?

  1. Choose when to get away: Check your calendar and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Pineville.
  2. Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your hotel will likely be the largest expense during your trip to Pineville.
  3. Determine how many days away: Start by making a list of all the sights and activities you want to experience in Pineville. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Pineville holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.