Eastern Kentucky Vacations from $392

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Your Eastern Kentucky Vacation

Lock in one of our vacation packages to Eastern Kentucky and go wherever your adventurous soul takes you. Walking trails and culture are just a couple of the things you can look forward to in this vibrant destination. London, Williamsburg and Pikeville are a few of the top cities here. Make sure your trip to Eastern Kentucky includes a stay in one or all of them. Start packing your bags, because your Eastern Kentucky vacation is just clicks away with Expedia.

The Latest Eastern Kentucky vacation packages

Price found within the past 48 hours. Click for updated prices.
Knights Inn Ashland
Delta Hotels by Marriott Ashland Downtown
Days Inn by Wyndham Huntington
Holiday Inn Express & Suites Ironton by IHG
DoubleTree by Hilton Huntington
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Discover the most popular places to visit in Eastern Kentucky

Eastern Kentucky Hotel Deals

Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road, Slade, KY
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $117 total per night from Sep 1 to Sep 2
$117 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (1,671 reviews)
"This is a beautiful area and the lodge is wonderful. We had our own private balcony and the lodge is situated above the river. Gorgeous property and surroundings. Friendly, knowledgeable staff."

Reviewed on Aug 21, 2025

Natural Bridge State Resort Park
The Landmark Hotel

The Landmark Hotel

3.5 out of 5
190 S Mayo Trail, Pikeville, KY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Aug 25 to Aug 26
$102 total
Aug 25 - Aug 26
Total with taxes and fees
8.4/10 Very Good! (909 reviews)
"Front desk staff were kind and accommodating. Some things could definitely be updated but overall got what we paid for."

Reviewed on Aug 21, 2025

The Landmark Hotel
Baymont by Wyndham London KY

Baymont by Wyndham London KY

2.5 out of 5
2075 Hwy 192, London, KY
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $84 total per night from Aug 31 to Sep 1
$84 total
Aug 31 - Sep 1
Total with taxes and fees
8.4/10 Very Good! (1,018 reviews)
"People so nice,just needs updated,fridge dont work well"

Reviewed on Aug 21, 2025

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