Deals on vacations and trips to Olive Hill

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Hotel Lex and Conference Center, Trademark Collection

Hotel Lex and Conference Center, Trademark Collection

3 out of 5
Price was $815, price is now $721 per person
$721
per person
Oct 1 - Oct 6
found 16 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Lexington (LEX)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking.
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
Downtown Lexington
Price was $1,592, price is now $1,232 per person
$1,232
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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, free WiFi in public areas, and free airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $1,422, price is now $1,230 per person
$1,230
per person
Oct 23 - Oct 26
found 19 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $1,451, price is now $1,280 per person
$1,280
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Free self parking and a coffee shop are also offered on site.
Wildflower Ranch Inn

Wildflower Ranch Inn

3.5 out of 5
Price was $834, price is now $737 per person
$737
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.

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
$96 nightly
The price is $106 total per night
$106 total
Aug 26 - Aug 27
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
Aug 23 - Aug 24
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.
Pool
Breakfast included
Dog-friendly Home Rental ~ 5 Mi to Cave Run Lake!

Dog-friendly Home Rental ~ 5 Mi to Cave Run Lake!

3 out of 5
Wellington KY
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Washer
Super 8 by Wyndham Grayson

Super 8 by Wyndham Grayson

2.5 out of 5
125 Super Eight Ln Grayson KY
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $78 total per night
$78 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 conference rooms, along with the 24-hour business center. A picnic area, luggage storage, and laundry facilities are also on offer.
Breakfast included
Pet friendly
Days Inn by Wyndham Grayson

Days Inn by Wyndham Grayson

2 out of 5
650 CW Stevens Blvd Grayson KY
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $94 total per night
$94 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Parking included
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
$129 nightly
The price is $146 total per night
$146 total
Sep 17 - Sep 18
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.
Pool
Breakfast included
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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.
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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 $721. 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.