Olive Hill Vacations from $171

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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.
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
Price was $232, price is now $171 per person
$171
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Miami (MIA) to Lexington (LEX)
8.2/10 Very Good! (1,455 reviews)
Clean room comfortable bed

Reviewed on Nov 21, 2025

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

4.5 out of 5
Price was $446, price is now $387 per person
$387
per person
Jan 30 - Feb 1
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.6/10 Excellent! (565 reviews)
Great staff. Nice rooms

Reviewed on Nov 10, 2025

Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

3 out of 5
Price was $414, price is now $361 per person
$361
per person
Jan 30 - Feb 1
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9.6/10 Exceptional! (462 reviews)
Stay was excellent. Room was clean as a pin, fresh, and comfortable

Reviewed on Nov 22, 2025

Comfort Inn & Suites Lexington - Hamburg I-75

Comfort Inn & Suites Lexington - Hamburg I-75

2.5 out of 5
Price was $360, price is now $313 per person
$313
per person
Jan 30 - Feb 1
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8/10 Very Good! (1,004 reviews)
Very clean room and super nice front desk employees.

Reviewed on Nov 26, 2025

Hampton Inn Richmond

Hampton Inn Richmond

2.5 out of 5
Price was $377, price is now $329 per person
$329
per person
Jan 30 - Feb 1
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9.2/10 Wonderful! (1,001 reviews)
Staff were lovely! The breakfast was incredible - room was clean.

Reviewed on Nov 25, 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
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $72 total per night from Dec 10 to Dec 11
$72 total
Dec 10 - Dec 11
Total with taxes and fees
9/10 Wonderful! (668 reviews)
Breakfast was good. Prices reasonable. Tours were excellent, park staff very friendly. Dinner ok. Room clean and comfortable, but we heard every move the people above us made. Everystep, every flush. Hiking was awesome, very few people were there. Overall really enjoyed our visit. Unhappy there is ...

Reviewed on Nov 18, 2025

Carter Caves State Resort Park
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
$84 nightly
The price is $95 total per night from Dec 7 to Dec 8
$95 total
Dec 7 - Dec 8
Total with taxes and fees
8.2/10 Very Good! (706 reviews)
The room was clean, the bed very comfortable and the staff excellent. The breakfast was also very good.

Reviewed on Nov 2, 2025

Fairfield Inn & Suites By Marriott Ashland
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

2.5 out of 5
13131 Slone Court Ashland KY
Fully refundable
$119 nightly
The price is $135 total per night from Dec 7 to Dec 8
$135 total
Dec 7 - Dec 8
Total with taxes and fees
8.6/10 Excellent! (878 reviews)
Everything perfectly

Reviewed on Nov 3, 2025

Holiday Inn Express & Suites Ashland by IHG
See all 145 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 $171 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.