Deals on vacations and trips to Olive Hill

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GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
Price was $857, price is now $820 per person
$820
per person
Apr 30 - May 3
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $1,582, price is now $1,323 per person
$1,323
per person
Apr 30 - May 3
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Manchester

The Manchester

4 out of 5
Distillery District
Price was $1,647, price is now $1,568 per person
$1,568
per person
Apr 30 - May 3
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, express check-in, and express check-out are also offered.
Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

4.5 out of 5
Price was $1,028, price is now $984 per person
$984
per person
Apr 30 - May 3
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
This luxury resort features a golf course, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Enjoy the indoor pool and perks like free self parking.
Homewood Suites by Hilton Lexington Fayette Mall

Homewood Suites by Hilton Lexington Fayette Mall

3 out of 5
Price was $957, price is now $921 per person
$921
per person
Apr 30 - May 3
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
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 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a complimentary grocery shopping service are also provided.

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
$85 nightly
The price is $94 total per night
$94 total
Mar 18 - Mar 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
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
$94 nightly
The price is $106 total per night
$106 total
Mar 22 - Mar 23
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.
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
$76 nightly
The price is $86 total per night
$86 total
Mar 19 - Mar 20
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.
Comfort Inn & Suites Morehead

Comfort Inn & Suites Morehead

2.5 out of 5
2650 KY 801 North Morehead KY
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $100 total per night
$100 total
Mar 29 - Mar 30
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
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
$99 nightly
The price is $113 total per night
$113 total
Mar 15 - Mar 16
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.
Luxury 3-bed hemlock log cabin Cave Run Lake area, with WiFi, gameroom, hot tub

Luxury 3-bed hemlock log cabin Cave Run Lake area, with WiFi, gameroom, hot tub

West Liberty KY
Get rates
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
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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.

Popular places to visit

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

Carter Caves State Park

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
Greyson Lake.. A beautiful place located in Kentucky where you can jump on in your bathing suit and start swimming, hop in a kayak, throw your tennis shoes on and start hiking, or simply go cliff jumping off some of the beautiful rocks there. Highly recommend it to anyone looking for an adventurous day. #AquaTrove Everyone please help me win.

Grayson Lake State Park

You can take time to visit Grayson Lake State Park during your travels to Olive Hill. While you're in the area, wander around the natural setting.

Grayson Lake State Park

Bat Cave and Cascade Caverns

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

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 $820. 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

Old Farm Gate #1
Old Farm Gate #1
Natural Bridge. Kentucky's Natural Bridge in Carter Caves State Park is the only stone arch in the state with a paved road that travels over the top.
I think this was a school? Standing on top of the hill behind downtown Olive Hill, Kentucky
Greyson Lake.. A beautiful place located in Kentucky where you can jump on in your bathing suit and start swimming, hop in a kayak, throw your tennis shoes on and start hiking, or simply go cliff jumping off some of the beautiful rocks there. Highly recommend it to anyone looking for an adventurous day. #AquaTrove Everyone please help me win.