Shawanee Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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Top hotels in Shawanee

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$124 per night from 11 Nov to 12 Nov
S$124
11 Nov - 12 Nov
includes taxes & fees
9/10 Wonderful! (777 reviews)
"Rented a cottage. Very nice and clean. Full kitchen"

Reviewed on 29 Oct, 2026

Pine Mountain State Resort Park
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is S$146 per night from 29 Nov to 30 Nov
S$146
29 Nov - 30 Nov
includes taxes & fees
9.2/10 Wonderful! (951 reviews)
"This is a gem tucked in the mountains. Great bed, spacious, accessibility excellent, and. Good breakfast."

Reviewed on 27 Oct, 2026

Sleep Inn & Suites Middlesboro
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue Middlesboro KY
Fully refundable
The price is S$113 per night from 8 Nov to 9 Nov
S$113
8 Nov - 9 Nov
includes taxes & fees
7.4/10 Good! (509 reviews)
"Very comfortable, reasonable property"

Reviewed on 27 Oct, 2026

Econo Lodge Middlesboro
See all 161 properties in Shawanee
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 Shawanee holiday 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 holiday to Shawanee costs.
What are the cheapest months to go to Shawanee?
Travel in the shoulder or low season and you're likely to find cheap Shawanee holiday packages. Bear in mind that school holiday periods and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Shawanee?
With a well-organised travel plan, you can easily hit the top Shawanee sights in a handful of days. But if you'd like to venture off the beaten track or take day trips, think about booking your Shawanee holiday for longer.
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 customise 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 holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking flights and hotels separately. Better still, you can customise 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 holiday 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.
How to plan a trip to Shawanee?

  1. Choose your travel dates: The things you plan to do in Shawanee and your favourite season will help you decide when to get away.
  2. Set your budget: Factor in costs such as flights, food and transportation when working out how much to set aside for your trip to Shawanee. Then, pick a hotel that suits your budget, whether that's an affordable option or a more luxurious retreat.
  3. Decide your trip length: Consider how much time you want to spend discovering Shawanee. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customised Shawanee 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.