Olive Hill Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Olive Hill
Carter Caves State Resort Park
344 Caveland Dr Olive Hill KY
Fully refundableReserve now, pay when you stay
฿2,832
฿3,122 total
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (781 reviews)
"Awesome place to stay. Onsite restaurant was A1 , staff friendly and helpful. The location set in a forest setting rocked. Reasonably priced for a lodge. The hiking trails and caves were fantastic. Would definitely recommend and stay here again. Plus, the deck on the backside of my second floor room ..."
Reviewed on 22 Aug 2026
Fairfield Inn & Suites By Marriott Ashland
10945 Route 60 Ashland KY
Fully refundableReserve now, pay when you stay
฿3,365
฿3,817 total
3 Sept - 4 Sept
includes taxes & fees
Dog-friendly Home Rental ~ 5 Mi to Cave Run Lake!
Wellington KY
10/10 Exceptional! (1 review)
"We had an amazing time and the property was very nice. We spent every night out in the hot tub. Highly recommend booking this place!"
Reviewed on 9 Jul 2025
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
Carter Caves State Park
9.2/10 (148 reviews)
This Kentucky wonderland houses over 20 caverns, including Cascade Cave with its 30-foot underground waterfall. Explore on guided tours ranging from easy walks to adventurous crawls through the limestone labyrinth.
Photo by Talia Sexton
Grayson Lake State Park
7.6/10 (10 reviews)
Grayson Lake State Park features a 1,512-acre reservoir with dramatic sandstone canyons. Enjoy boating through secluded coves or challenge yourself on the scenic 18-hole golf course that encircles the lake.
Bat Cave and Cascade Caverns
9.2/10 (35 reviews)
Home to 28,000 endangered Indiana bats, this ecological treasure features stunning limestone formations and rare plants. Explore the caverns through guided summer tours while learning about conservation.
Carter Caves State Park Golf Course
8.0/10 (9 reviews)
This former golf course at Carter Caves State Resort Park has been reclaimed by nature. Visitors can now explore the peaceful grounds while hiking through Kentucky's scenic woodland landscape.
Hidden Cove Golf Course
7.6/10 (14 reviews)
This Signature Series golf course winds through towering trees alongside serene Grayson Lake. Test your skills on rolling Bermuda fairways while spotting wildlife in this Kentucky natural playground.
Frequently asked questions
How much does an Olive Hill holiday package cost?
You can pick up a holiday package to this top destination on Expedia. But how much your holiday 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?
December, January and February are great times to look for cheap Olive Hill holiday packages. Opting to travel in quieter months means you can typically find reduced prices on flights and hotels.
How many days is enough for Olive Hill?
Typically, a handful of days is enough to see the main attractions during your Olive Hill holiday. However, if you'd like to have time to unwind or go on day trips, think about extending your itinerary.
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 holiday package as soon as possible.
Is it cheaper to book an Olive Hill holiday as a package?
An Expedia holiday 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 holiday 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.
How to plan a trip to Olive Hill?
- Choose when to go: Check your diary and get packing. Your preferred season and the activities on offer will also help you decide when to escape to Olive Hill.
- Plan your budget wisely: On top of the cost of your accommodation, you'll need to consider other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Olive Hill.
- Decide how long to go away for: Now that you're more familiar with Olive Hill, you can figure out the perfect length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to see.
- Bundle your accommodation and airfare: After you've nailed down your trip dates and duration, lock in the perfect Olive Hill holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
