Deals on vacations and trips to Olive Hill

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GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
Price was $793, price is now $722 per person
$722
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.
Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was $996, price is now $891 per person
$891
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $1,591, price is now $1,431 per person
$1,431
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-out, and dry cleaning are also on offer.
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
Price was $1,362, price is now $1,238 per person
$1,238
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. Self parking, a business center, and a coffee shop are also offered.
Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

3 out of 5
Price was $904, price is now $836 per person
$836
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Top Olive Hill hotels deals

Carter Caves State Resort Park

Carter Caves State Resort Park

3 out of 5
344 Caveland Dr Olive Hill KY
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $106 total per night
$106 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features an outdoor pool, an outdoor tennis court, and a restaurant. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Pool
Pet friendly
Fairfield Inn & Suites By Marriott Ashland

Fairfield Inn & Suites By Marriott Ashland

3 out of 5
10945 Route 60 Ashland KY
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $116 total per night
$116 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Best Western Eagles Inn

Best Western Eagles Inn

2.5 out of 5
110 Toms Dr Morehead KY
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $151 total per night
$151 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Holiday Inn Express and Suites Morehead by IHG

Holiday Inn Express and Suites Morehead by IHG

2.5 out of 5
2650 KY 801 North Morehead KY
Free Cancellation
$133 nightly
The price is $146 total per night
$146 total
Aug 14 - Aug 15
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like self-serve breakfast and WiFi in public areas. A business center, a picnic area, and free newspapers are also on offer.
Pool
Breakfast included
Greenbo Lake State Resort Park

Greenbo Lake State Resort Park

3 out of 5
965 Lodge Rd Greenup KY
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $132 total per night
$132 total
Jul 22 - Jul 23
Total with taxes and fees
This lodge features a marina, 2 outdoor pools, and a restaurant. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Pool
Pet friendly
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

2.5 out of 5
13131 Slone Court Ashland KY
Free Cancellation
$80 nightly
The price is $91 total per night
$91 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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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.

Stay near popular Olive Hill attractions

A rocky cave entrance surrounded by large boulders and greenery.

Carter Caves State Park

9.2/10 (148 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.
See properties

Frequently asked questions

How much are vacation packages to Olive Hill?
With Travelocity vacation packages, you can be living it up in Olive Hill for as little as $722. Activities, flights and hotels — we've got you covered. You can save some cash just by combining your bookings together. With everything taken care of before leaving, you can sit back, relax and not worry about a thing.
How long should my Olive Hill vacation be?
Many travelers pack their suitcase and kick back in Olive Hill for approximately 2 nights. That gives you an idea of time frames, but don't be limited by it. Whether you just stay for a few days to see the major sights or settle in to explore new places, an unforgettable journey awaits.
Where can I get the best vacation package deals for Olive Hill?
For an amazing Olive Hill package deal, turn to Travelocity. Choose from 400 air carriers and 1,000,000 properties around the world to create your dream escape — it's really that easy.
Why should I purchase my Olive Hill vacation bundle with Travelocity?
Incredible savings, an abundance of enticing destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.
Can I save money on my Olive Hill car rental if I bundle it with my hotel or flight?
Combining your hotel, car and flight into an Olive Hill vacation package is the easiest way to score the best deal. Plus, having your own set of wheels gives you the freedom to get to all those famous sights you're itching to see. Situated 30 mi from Olive Hill, Paramount Arts Center is one place that should be on your agenda. Buckle up and make a day trip of it.
Which airport is best for Olive Hill?
Tri-State Airport (HTS) is 35 mi east of inner Olive Hill.
What is there to do in Olive Hill?
You'll sense a certain magic as you roam the streets of Olive Hill. Carter Caves State Park and Grayson Lake State Park are just a couple of renowned sights that lure visitors to this fantastic city, so add them to your travel itinerary.
Where should I stay when visiting Olive Hill?
Many travelers check in to the Carter Caves State Resort Park. It's sure to be a great base for your Olive Hill escape.

Photos of local treasures

Browse Olive Hill vacation photos for more inspiration

A rustic wooden gate in a grassy field with a stone tower in the background.
A cave with a natural archway and rocky walls.
A large, multi-story brick building with ivy-covered walls and a sloped roof.
A waterfall cascading into a pool surrounded by rocky cliffs and lush greenery.
A campsite with tents, a van, and a hammock in a forest.