Eastern Kentucky Vacations from $463

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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.
Ramada by Wyndham Catlettsburg/Ashland

Ramada by Wyndham Catlettsburg/Ashland

$463
per person
Sep 11 - Sep 13
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Huntington (HTS)
8/10 Very Good! (529 reviews)
Knights Inn Ashland

Knights Inn Ashland

$564
per person
Sep 11 - Sep 13
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Huntington (HTS)
7/10 Good! (660 reviews)
It was a ok place to stay the floor was dirty the bathroom was small and our room had a weed smell

Reviewed on Jul 6, 2026

Days Inn by Wyndham Ashland

Days Inn by Wyndham Ashland

$544
per person
Sep 11 - Sep 13
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Huntington (HTS)
7.2/10 Good! (779 reviews)
DoubleTree by Hilton Huntington

DoubleTree by Hilton Huntington

$536
per person
Sep 11 - Sep 13
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Huntington (HTS)
8.4/10 Very Good! (1,002 reviews)
Was very clean and nice

Reviewed on Aug 9, 2026

OYO Hotel Chapmanville Inn, WV - Hwy 119

OYO Hotel Chapmanville Inn, WV - Hwy 119

$479
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Huntington (HTS)
5/10 (152 reviews)
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Stay near popular Eastern Kentucky attractions

A forest with autumn foliage, a rocky outcrop, and a cloudy sky.

Red River Gorge

9.6/10 (460 reviews)
Commune with nature and explore the great outdoors at Red River Gorge during your travels in Wellington. Amble around this relaxing area's riverfront, or seek out the hiking trails.
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A waterfall with two kayakers in red kayaks.
Photo by www.kentuckytourism.com

Cumberland Falls

9.6/10 (642 reviews)
Gaze in awe at Kentucky’s own Niagara of the South, where a stunning cascade creates a unique natural phenomenon on brightly moonlit nights.
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Kentucky Splash Water Park

7.6/10 (59 reviews)
Bring the family to Kentucky Splash Water Park and have a fun-filled day at this amusement park in Williamsburg. While in this family-friendly area, you can savor the top-notch restaurants.
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University of the Cumberlands

8.8/10 (61 reviews)
Enjoy the collegiate vibe at University of the Cumberlands as part of your travels around Williamsburg. Discover the restaurants and museums in this family-friendly area.
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Jenny Wiley State Resort Park

8.6/10 (92 reviews)
Explore the great outdoors at Jenny Wiley State Resort Park, a lovely green space in Prestonsburg. Wander the riverfront or discover the area's mountain views.
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Eastern Kentucky Hotel Deals

Country Inn & Suites by Radisson, London, KY

Country Inn & Suites by Radisson, London, KY

2035 Highway 192 West London KY
Fully refundable
$77 nightly
$85 total
Aug 30 - Aug 31
Total with taxes and fees
Country Inn & Suites by Radisson, London, KY
Natural Bridge State Resort Park

Natural Bridge State Resort Park

2135 Natural Bridge Road Slade KY
Fully refundableReserve now, pay when you stay
$101 nightly
$111 total
Aug 20 - Aug 21
Total with taxes and fees
8.6/10 Excellent! (1,988 reviews)
"One of the best lodges Kentucky has"

Reviewed on Aug 9, 2026

Natural Bridge State Resort Park
Baymont by Wyndham London KY

Baymont by Wyndham London KY

2075 Hwy 192 London KY
Fully refundableReserve now, pay when you stay
$49 nightly
$54 total
Aug 30 - Aug 31
Total with taxes and fees
8.4/10 Very Good! (1,293 reviews)
"Staff was pleasant and helpful. Breakfast was good. Room was average. No wash cloths provided. No body soap or conditioner available; only shampoo. Mold on bathroom ceiling and headboard."

Reviewed on Aug 10, 2026

Baymont by Wyndham London KY
See all 874 properties in Eastern Kentucky
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.

Find the Best Eastern Kentucky Vacation Packages

Things to do near Eastern Kentucky

Eastern Kentucky offers a perfect getaway for outdoor enthusiasts, featuring breathtaking scenery and thrilling adventures. You can explore scenic drives, hike picturesque trails, and visit campgrounds set in nature. Don’t miss the opportunity to take elk tours and discover popular spots in the region. Whether you're seeking relaxation or excitement, Eastern Kentucky is an ideal destination for your next vacation.

Shopping

For a great shopping experience in Eastern Kentucky, visit Hazard Village Shopping Center, located 9 miles away. This vibrant shopping destination offers a mix of entertainment, family-friendly activities, and local businesses, perfect for finding unique gifts and souvenirs.

Recreation

Big Hickory Golf Course offers a challenging yet relaxing golfing experience with beautiful outdoor scenery, perfect for unwinding. For adventure seekers, Black Mountain Offroad Adventure Area provides thrilling trails surrounded by nature, while Lee County Recreational Center focuses on wellness and relaxation, featuring various recreational activities.

Adventure

Experience thrills at Rapid River Lodge & Water Park, located 29 miles from Eastern Kentucky. Enjoy exciting water slides, lazy rivers, and family-friendly attractions. It's a perfect place for adventure seekers looking to splash around and create unforgettable memories with loved ones.

Nightlife

In Eastern Kentucky, the nightlife buzzes with local charm. Visit the lively venues like the Mountain Arts Center for live music or unwind at a cozy bar in downtown Pikeville. For a unique experience, check out the local breweries offering craft beers and a taste of the region.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Eastern Kentucky

Explore the stunning landscapes of Eastern Kentucky, perfect for outdoor adventures and family experiences. Discover the Kentucky Appalachians, historical sites, and charming downtowns while enjoying activities in state parks and around modern colleges and universities. Don't miss visiting Elkhorn City and taking in the beauty of the forested hills as you immerse yourself in the region's natural and cultural attractions.

  • Buckhorn Lake State Resort Park: Located 3 miles from Eastern Kentucky, this park offers stunning scenery and a variety of outdoor adventures. Enjoy hiking, fishing, and picnicking while surrounded by the serene beauty of the lake and lush forests.
  • Grover Sizemore Park: Just 4 miles away, this urban park is perfect for families looking to enjoy the outdoors in a city setting. With playgrounds, walking trails, and open spaces, it's an ideal spot for a leisurely day with loved ones.
  • Perry Park: Situated 10 miles from Eastern Kentucky, this eco-friendly park emphasizes outdoor fun for families. Explore nature trails, engage in recreational activities, and appreciate the park's commitment to sustainability.

Best time to go to Eastern Kentucky

The best time to visit Eastern Kentucky can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Eastern Kentucky falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Eastern Kentucky falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.9°F (1.6°C)Light RainMostly CloudySlightly LowSlightly Low
February38.8°F (3.8°C)Light RainMostly CloudySlightly LowSlightly Low
March46.6°F (8.1°C)Light RainMostly CloudyAverageAverage
April55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
May64.6°F (18.1°C)Light RainMostly SunnySlightly HighAverage
June71.8°F (22.1°C)Light RainMostly SunnySlightly HighSlightly High
July75.0°F (23.9°C)Light RainMostly SunnySlightly HighAverage
August73.2°F (22.9°C)Light RainMostly SunnyAverageAverage
September67.8°F (19.9°C)Light RainMostly SunnyAverageAverage
October58.1°F (14.5°C)Light RainMostly SunnyAverageSlightly High
November46.0°F (7.800000000000001°C)Light RainMostly SunnySlightly LowSlightly High
December40.1°F (4.5°C)Light RainMostly CloudyAverageSlightly Low

Tips to save on your trip to Eastern Kentucky

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Eastern Kentucky.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Eastern Kentucky Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tri-State Airport (HTS)

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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.