Deals on vacations and trips to Olive Hill

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HomeTowne Studios by Red Roof Georgetown - Lexington North

HomeTowne Studios by Red Roof Georgetown - Lexington North

2 out of 5
Price was $487, price is now $458 per person
$458
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Lexington (LEX)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $874, price is now $795 per person
$795
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and a snack bar/deli are also offered.
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $829, price is now $785 per person
$785
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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 $883, price is now $842 per person
$842
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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.
MainStay Suites Georgetown Lexington North

MainStay Suites Georgetown Lexington North

2.5 out of 5
Price was $524, price is now $506 per person
$506
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Lexington (LEX)
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.

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
$95 nightly
The price is $104 total per night
$104 total
Nov 18 - Nov 19
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
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
$89 nightly
The price is $98 total per night
$98 total
Oct 29 - Oct 30
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
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
$122 nightly
The price is $135 total per night
$135 total
Nov 15 - Nov 16
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.
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
$64 nightly
The price is $71 total per night
$71 total
Oct 29 - Oct 30
Total with taxes and fees
A marina and a restaurant are featured at this lodge. 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 free perks like continental breakfast and free self parking.
Pool
Breakfast included
Days Inn by Wyndham Ashland

Days Inn by Wyndham Ashland

2 out of 5
12700 Route 180 Ashland KY
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $84 total per night
$84 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
SureStay by Best Western Grayson

SureStay by Best Western Grayson

2.5 out of 5
501 C W Stevens Boulevard Grayson KY
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $107 total per night
$107 total
Oct 29 - Oct 30
Total with taxes and fees
An indoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A fireplace in the lobby and a computer station are also provided.
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.
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 $458. 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 sunset over a body of water with a forested hill in the distance.
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.