Olive Hill Vacations from $273

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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.
Oak Tree Inn

Oak Tree Inn

2 out of 5
Price was $326, price is now $273 per person
$273
per person
May 21 - May 25
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Lexington (LEX)
6.8/10 (14 reviews)
Window curtains too sheer, too many bird feces on railing/stairs

Reviewed on Mar 28, 2026

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $1,042, price is now $845 per person
$845
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
8.8/10 Excellent! (1,001 reviews)
Great location Friendly staff clean room

Reviewed on Apr 7, 2026

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling

2.5 out of 5
Price was $445, price is now $375 per person
$375
per person
May 21 - May 25
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Lexington (LEX)
7.8/10 Good! (729 reviews)
Clean room, friendly staff. Both luggage carts in need of repair

Reviewed on Apr 8, 2026

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

3 out of 5
Price was $487, price is now $423 per person
$423
per person
Jul 6 - Jul 9
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Lexington (LEX)
8.8/10 Excellent! (1,008 reviews)
Good place to stop on our travels. Clean room and friendly staff.

Reviewed on Apr 9, 2026

Motel 6 Morehead, KY

Motel 6 Morehead, KY

2 out of 5
Price was $332, price is now $290 per person
$290
per person
May 21 - May 25
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Lexington (LEX)
6.2/10 (384 reviews)
The room was nice, clean and comfy. Good value. The outside could use a tune up but that’s all.

Reviewed on Feb 28, 2026

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Discover the most popular places to visit in Olive Hill

Step Into The Light. Cave exit leads to a stairway encased in light. Carter Caves State Park. Olive Hill, Kentucky.

Carter Caves State Park

4.5/5(37 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
$85 nightly
The price is $94 total per night from Apr 12 to Apr 13
$94 total
Apr 12 - Apr 13
Total with taxes and fees
9.2/10 Wonderful! (699 reviews)
It was amazing! The staff is super friendly and inviting and made us feel very welcome, even our puppy! Highly recommend especially if you’re taking your dog! It was just a perfect weekend for the whole family!

Reviewed on Apr 6, 2026

Carter Caves State Resort Park
Fairfield Inn & Suites By Marriott Ashland

Fairfield Inn & Suites By Marriott Ashland

3 out of 5
10945 Route 60 Ashland KY
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $106 total per night from Apr 19 to Apr 20
$106 total
Apr 19 - Apr 20
Total with taxes and fees
8.2/10 Very Good! (749 reviews)
The staff are amazing. Always helpful

Reviewed on Apr 3, 2026

Fairfield Inn & Suites By Marriott Ashland
Days Inn by Wyndham Ashland

Days Inn by Wyndham Ashland

2 out of 5
12700 Route 180 Ashland KY
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from Apr 23 to Apr 24
$85 total
Apr 23 - Apr 24
Total with taxes and fees
7.2/10 Good! (732 reviews)
Not a good place to stay.

Reviewed on Apr 7, 2026

Days Inn by Wyndham Ashland
See all 153 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 $273 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.