Eastern Holidays

Photo by Cathy Mosier

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Top hotels in Eastern

The Landmark Hotel

The Landmark Hotel

3.5 out of 5
190 S Mayo Trail, Pikeville, KY
Fully refundableReserve now, pay when you stay
The price is S$131 per night from 17 Jul to 18 Jul
S$131
17 Jul - 18 Jul
includes taxes & fees
8.4/10 Very Good! (874 reviews)
"Great place to stay…staff friendly and helpful. Room was clean and comfortable and the pool was awesome!!"

Reviewed on 6 Jul, 2025

The Landmark Hotel
Brookshire Inn & Suites

Brookshire Inn & Suites

2.5 out of 5
123 Alexandra Drive, Pikeville, KY
Fully refundableReserve now, pay when you stay
The price is S$179 per night from 17 Jul to 18 Jul
S$179
17 Jul - 18 Jul
includes taxes & fees
7/10 Good! (260 reviews)
"Under construction but looked like it was going to be very nice as a Comfort brand property."

Reviewed on 13 Jul, 2025

Brookshire Inn & Suites
Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr, Prestonsburg, KY
Fully refundableReserve now, pay when you stay
The price is S$160 per night from 20 Jul to 21 Jul
S$160
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (643 reviews)
"The room was very clean. Very nice breakfast area and the lady running the breakfast was very nice and helpful. The sitting area in the check in was comfortable. The pool area was fun! My kids had a ball playing and love the hours! The pool area could use some fixing up , paint chipping and ceiling ..."

Reviewed on 29 Jun, 2025

Comfort Suites Prestonsburg West
See all 53 properties in Eastern
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 an Eastern holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. But how much your holiday to Eastern costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Eastern?
You're likely to find lower rates and greater availability in January, February and June. Browse our cheap Eastern holiday packages and you could land some great off-season discounts.
How many days is enough for Eastern?
Typically, a handful of days is enough to check out the top attractions during your Eastern holiday. However, if you prefer to have some time to rest or take day trips, think about extending your itinerary.
How to find the best Eastern package deals?
Begin your search for an Eastern package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Eastern package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Eastern escape underway.
Is it cheaper to book an Eastern holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still have the freedom to create a personalised Eastern holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Eastern?
Enjoy incredible discounts by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Eastern holiday.
How to plan a trip to Eastern?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Eastern.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and flights. Your hotel will probably be the largest expense during your trip to Eastern.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you'd like to experience in Eastern. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodation: Once you've nailed down your travel dates and duration, book the ideal Eastern holiday package for you.

* 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.