Pineville Holidays

Photo by T. R. Filbin

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    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 S$165 per night from 23 Aug to 24 Aug
S$165
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (590 reviews)
"Nice scenery"

Reviewed on 5 Aug, 2025

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 S$176 per night from 7 Sept to 8 Sept
S$176
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (999 reviews)
"Very clean rooms, hotel seems very new. Only drawback is no parking for trucks not even a uhaul. If you're in a truck they will tell you to park on top of a hill on gravel and you have to run down the hill to the hotel carrying your luggage. I arrived in a 20 ft Uhaul with my young daughter and having ..."

Reviewed on 7 Aug, 2025

Holiday Inn Express Williamsburg by IHG
Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Fully refundableReserve now, pay when you stay
The price is S$140 per night from 17 Aug to 18 Aug
S$140
17 Aug - 18 Aug
includes taxes & fees
9/10 Wonderful! (759 reviews)
"location"

Reviewed on 5 Aug, 2025

Sleep Inn & Suites
See all 380 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.

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.