Pineville Vacations

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Find the Best Pineville Vacation Packages

Pineville Hotel Deals

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 NT$4,939 per night from Aug 14 to Aug 15
NT$4,939
NT$5,444 total
Aug 14 - Aug 15
includes taxes & fees
9/10 Wonderful! (742 reviews)
"Staff at front desk were untrained and charged two of our credit cards for the same room. It's been a week and a half and still haven't been able to get it resolved. Pool is only open til 7 pm Friday and Saturday only. Never stay here"

Reviewed on 2026/7/27

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 NT$3,104 per night from Aug 11 to Aug 12
NT$3,104
NT$3,455 total
Aug 11 - Aug 12
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Stephen was very friendly and helpful at the front desk. Check-in was quick and easy. The location was perfect for traveling long distances on I-75. The breakfast was very nice, especially the warm yummy cinnamon rolls!"

Reviewed on 2026/7/24

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 NT$3,423 per night from Aug 16 to Aug 17
NT$3,423
NT$3,842 total
Aug 16 - Aug 17
includes taxes & fees
9.2/10 Wonderful! (906 reviews)
"Clean room"

Reviewed on 2026/7/26

Sleep Inn & Suites Middlesboro
See all 418 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 vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation 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 vacation packages and you could get some excellent off-season deals.
How many days is enough for Pineville?
The ideal duration for your Pineville vacation 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," "Traveler 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 traveling on a weekday, when prices are often lower.
Is it cheaper to book a Pineville vacation as a package?
You can enjoy significant savings on your next Pineville retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Pineville?
If you're considering an impromptu Pineville vacation, 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 vacation package.

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