Olive Hill Trips (flight + hotel)

Photo by Cat Sobral

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to P 3,118 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Olive Hill

Carter Caves State Resort Park

Carter Caves State Resort Park

3 out of 5
344 Caveland Dr, Olive Hill, KY
The price is P9,135 per night from Sep 6 to Sep 7
P9,135
P10,071 total
Sep 6 - Sep 7
includes taxes & fees
9/10 Wonderful! (632 reviews)
"Well he all had a great time wish we had more time. But wish there was Tvs in the bedroom had to go out and purchased 2 Tvs. And wr aslon treated the hot tub"

Reviewed on Aug 12, 2025

Carter Caves State Resort Park
Fairfield Inn & Suites By Marriott Ashland

Fairfield Inn & Suites By Marriott Ashland

2.5 out of 5
10945 Route 60, Ashland, KY
The price is P4,919 per night from Aug 24 to Aug 25
P4,919
P5,579 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (675 reviews)
"The bed was sagging in the middle, and the room was humid. But it was great otherwise."

Reviewed on Aug 11, 2025

Fairfield Inn & Suites By Marriott Ashland
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

2.5 out of 5
13131 Slone Court, Ashland, KY
The price is P5,369 per night from Sep 7 to Sep 8
P5,369
P6,089 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (855 reviews)
Definitely a great place to stay
"Hotel was very clean, bed was comfortable and breakfast was hot and plentiful"

Reviewed on Aug 12, 2025

Holiday Inn Express & Suites Ashland by IHG
See all 136 properties in Olive Hill
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.

Frequently asked questions

How much does an Olive Hill vacation package cost?
You can pick up a vacation package to this top destination on Expedia. But how much your vacation 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 vacation 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 vacation. 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 vacation package as soon as possible.
Is it cheaper to book an Olive Hill vacation as a package?
An Expedia vacation 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 vacation 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?

  1. 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.
  2. Plan your budget wisely: On top of the cost of your accommodations, 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.
  3. 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.
  4. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the perfect Olive Hill vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.