Olive Hill Vacations from $496
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Your Olive Hill Vacation
Choose a Olive Hill vacation package and focus on what counts — having fun. There's no more planning stresses, just more free time to uncover the delights of this fascinating city, such as its family-friendly attractions and lively atmosphere. Carter Caves State Park and Carter Caves State Park Golf Course are some of the main attractions to check out during your trip to Olive Hill. A couple of clicks is all it takes to put together a tailor-made Olive Hill vacation on Expedia.
The Latest Olive Hill vacation packages
Price found within the past 48 hours. Click for updated prices.
Shaker Village of Pleasant Hill
Shakertown
$496
per person
Oct 7 - Oct 9
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Lexington (LEX)
9.2/10 Wonderful! (486 reviews)
A lovely place to stay, very clean, with a variety of activities and things to do on the premises. It was an incredible experience to stay in a room and be part of history. Very clean, with horseback riding, ponds, and other animals to see. The staff was extremely friendly, and the facility was spotless.
Reviewed on Aug 11, 2026
The Sire Hotel Lexington, Tapestry Collection by Hilton
Downtown Lexington
$2,380
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9.4/10 Exceptional! (896 reviews)
So well located to downtown Lexington, The Sire was very walkable. My other favorite parts of this hotel were that it had all the amenities I needed and it was charming, both in architecture and design.
Reviewed on Aug 13, 2026
Stay near popular Olive Hill attractions
Carter Caves State Park
9.2/10 (148 reviews)
This Kentucky wonderland houses over 20 caverns, including Cascade Cave with its 30-foot underground waterfall. Explore on guided tours ranging from easy walks to adventurous crawls through the limestone labyrinth.
Photo by Talia Sexton
Grayson Lake State Park
7.6/10 (10 reviews)
Grayson Lake State Park features a 1,512-acre reservoir with dramatic sandstone canyons. Enjoy boating through secluded coves or challenge yourself on the scenic 18-hole golf course that encircles the lake.
Bat Cave and Cascade Caverns
9.2/10 (35 reviews)
Home to 28,000 endangered Indiana bats, this ecological treasure features stunning limestone formations and rare plants. Explore the caverns through guided summer tours while learning about conservation.
Carter Caves State Park Golf Course
8.0/10 (9 reviews)
This former golf course at Carter Caves State Resort Park has been reclaimed by nature. Visitors can now explore the peaceful grounds while hiking through Kentucky's scenic woodland landscape.
Hidden Cove Golf Course
7.6/10 (14 reviews)
This Signature Series golf course winds through towering trees alongside serene Grayson Lake. Test your skills on rolling Bermuda fairways while spotting wildlife in this Kentucky natural playground.
Olive Hill Hotel Deals
Carter Caves State Resort Park
344 Caveland Dr Olive Hill KY
Fully refundableReserve now, pay when you stay
$96 nightly
$106 total
Aug 16 - Aug 17
Total with taxes and fees
Fairfield Inn & Suites By Marriott Ashland
10945 Route 60 Ashland KY
Fully refundableReserve now, pay when you stay
$103 nightly
$116 total
Aug 23 - Aug 24
Total with taxes and fees
8.2/10 Very Good! (787 reviews)
"Staff was so nice. Room was very clean. The he motel does needs some TLC especially the front entrance. They were out of bar soap but did have body wash available. I would definitely stay there again"
Reviewed on Aug 9, 2026
Greenbo Lake State Resort Park
965 Lodge Rd Greenup KY
$90 nightly
$99 total
Aug 19 - Aug 20
Total with taxes and fees
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 Olive Hill Vacation Packages
Olive Hill Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,600 |
Max Temp Winter | 40ºF |
Max Temp Summer | 85ºF |
Top Sights | Carter Caves State Park, Grayson Lake State Park and Carter Caves State Park Golf Course |
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Frequently asked questions
How much does an Olive Hill vacation package cost?
You can pick up a vacation package to this top destination from $496 on Expedia. But how much your vacation to Olive Hill costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Olive Hill?
If you're looking to snag a cheap Olive Hill vacation package, consider traveling in February, October and December. You'll generally find better rates on hotels and airfares during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Olive Hill?
Usually, a handful of days is enough to visit the top attractions during your Olive Hill vacation. But if you prefer to have some time to rest or take day trips, consider extending your trip.
How to find the best Olive Hill package deals?
Use Expedia's filters to find some great Olive Hill package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Olive Hill package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book an Olive Hill vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and stays separately. Better still, you can tailor your Olive Hill trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Olive Hill?
If you're planning a spur-of-the-moment Olive Hill trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Olive Hill vacation packages?
If you're like us, you love going away but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Olive Hill trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
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- Armco Park
- Visit Elliottville
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- Camp Landing Entertainment District
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- Fleming County Recreation Park
- Memory Hill Foundation Museum
- U.s. 23 Country Music Highway Museum
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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.
