Olive Hill Vacations from $354

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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.
Sleep Inn

Sleep Inn

2.5 out of 5
Price was $414, price is now $354 per person
$354
per person
Mar 18 - Mar 21
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.2/10 Very Good! (599 reviews)
For the money, the hotel was clean, staff was helpful, shower was nice walk in shower, and breakfast was good.

Reviewed on Jan 6, 2026

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $778, price is now $631 per person
$631
per person
Apr 5 - Apr 9
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.8/10 Excellent! (1,002 reviews)
The room was nice and the views were great

Reviewed on Jan 4, 2026

Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $719, price is now $609 per person
$609
per person
Apr 5 - Apr 9
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.2/10 Very Good! (1,040 reviews)
Awesome! We noticed a flyer for a bourbon tasting on the counter during check in featuring four Rip Van Winkle pours. We rearranged our dinner plans and had a fabulous evening!

Reviewed on Dec 27, 2025

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Price was $855, price is now $725 per person
$725
per person
Apr 5 - Apr 9
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9.4/10 Exceptional! (838 reviews)
Personable staff. Clean rooms. Easy parking. Large rooms.

Reviewed on Jan 8, 2026

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

4.5 out of 5
Price was $742, price is now $656 per person
$656
per person
Apr 5 - Apr 9
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.6/10 Excellent! (565 reviews)
Great breakfast, great staff. Secure and clean

Reviewed on Dec 26, 2025

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Discover the most popular places to visit in Olive Hill

This is a lovely place in Eastern Kentucky! #lifeatexpedia

Carter Caves State Park

4.5/5(36 reviews)

Commune with nature and explore the great outdoors at Carter Caves State Park during your travels in Olive Hill. While you're in the area, wander around the parks.

Carter Caves State Park

Bat Cave and Cascade Caverns

4.5/5(10 reviews)

Explore the great outdoors at Bat Cave and Cascade Caverns, a lovely green space in Olive Hill. While you're in the area, wander around the natural setting.

Bat Cave and Cascade Caverns

Carter Caves State Park Golf Course

3.5/5(2 reviews)

Enjoy a round of golf in Olive Hill at Carter Caves State Park Golf Course. While you're in the area, wander around the parks.

Carter Caves State Park Golf Course

Olive Hill Hotel Deals

Carter Caves State Resort Park

Carter Caves State Resort Park

3 out of 5
344 Caveland Dr Olive Hill KY
$64 nightly
The price is $70 total per night from Jan 14 to Jan 15
$70 total
Jan 14 - Jan 15
Total with taxes and fees
9/10 Wonderful! (679 reviews)
Room is excelent, check in was easiest of all hotels these past 6 months. Friendly staff.

Reviewed on Jan 4, 2026

Carter Caves State Resort Park
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
2650 KY 801 North Morehead KY
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $73 total per night from Jan 20 to Jan 21
$73 total
Jan 20 - Jan 21
Total with taxes and fees
8.8/10 Excellent! (884 reviews)
Good room

Reviewed on Dec 22, 2025

Comfort Inn & Suites
Fairfield Inn & Suites By Marriott Ashland

Fairfield Inn & Suites By Marriott Ashland

2.5 out of 5
10945 Route 60 Ashland KY
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $93 total per night from Jan 23 to Jan 24
$93 total
Jan 23 - Jan 24
Total with taxes and fees
8.2/10 Very Good! (726 reviews)
Very friendly staff.

Reviewed on Dec 31, 2025

Fairfield Inn & Suites By Marriott Ashland
See all 141 properties in Olive Hill
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 $354 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.