Shawanee Vacations

Book a Hotel + Flight or Car together to unlock savings

Shawanee 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
$95 nightly
The price is $105 total per night from Oct 1 to Oct 2
$105 total
Oct 1 - Oct 2
Total with taxes and fees
9/10 Wonderful! (620 reviews)
"Love it"

Reviewed on Sep 23, 2025

Pine Mountain State Resort Park
Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $110 total per night from Oct 12 to Oct 13
$110 total
Oct 12 - Oct 13
Total with taxes and fees
9/10 Wonderful! (777 reviews)
"Fantastic stay. Staff the best. Manager what a great young man."

Reviewed on Sep 24, 2025

Sleep Inn & Suites
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St, Middlesboro, KY
Fully refundable
$121 nightly
The price is $133 total per night from Oct 5 to Oct 6
$133 total
Oct 5 - Oct 6
Total with taxes and fees
9.4/10 Exceptional! (677 reviews)
"Very clean and great breakfast. Staff is very helpful."

Reviewed on Sep 23, 2025

Holiday Inn Express Middlesboro by IHG
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.

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Frequently asked questions

How much does a Shawanee vacation package cost?
You'll find cheap prices on Expedia for your Shawanee getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Shawanee costs.
What are the cheapest months to go to Shawanee?
If you're looking to score a cheap Shawanee vacation package, consider planning a trip in November, December and January. You'll usually find lower prices on flights and accommodations during these months — ideal for a budget-friendly getaway.
How many days is enough for Shawanee?
The ideal length for your Shawanee vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to visit all the major attractions and explore some hidden spots along the way.
How to find the best Shawanee package deals?
Landing a cheap Shawanee package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Shawanee package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Shawanee vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels separately. Better still, you can customize your Shawanee trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Shawanee?
If you've got your Shawanee travel dates confirmed, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Shawanee vacation packages?
Secure your perfect escape to Shawanee with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until the next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.