Olive Hill Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Your Olive Hill Vacation
Choose a Olive Hill vacation package and focus on what counts — having fun. There's no more planning stresses, just more free time to uncover the delights of this fascinating city, such as its family-friendly attractions and lively atmosphere. Carter Caves State Park and Carter Caves State Park Golf Course are some of the main attractions to check out during your trip to Olive Hill. A couple of clicks is all it takes to put together a tailor-made Olive Hill vacation on Expedia.
Top Olive Hill Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sleep Inn
CA $912
per person
Oct 31 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.2/10 Very good! (713 reviews)
The hotel looks fairly new. Very nice room. The beds & pillows are comfortable. The pool is a nice size for children, goes up to 5 ft. The breakfast is nice, a good variety. The staff were all nice except for one middle aged lady working the desk when I was returning the room keys to check out. One younger lady was trying to help get the receipt and the older lady told her to get out of the way and then jerked the receipt away from her and folded it up and put it away saying to me that I would get my receipt from a third party. She was really ugly to her co-worker. Other than that small bit of drama at the end it was a nice stay and I would definitely recommend this hotel.
Reviewed on Sep 19, 2026
Ready to book your vacation to Olive Hill?
Olive Hill Hotel Deals
Carter Caves State Resort Park
344 Caveland Dr Olive Hill KY
Fully refundableReserve now, pay when you stay
CA $121
CA $134 total
Oct 11 - Oct 12
includes taxes & fees
9.2/10 Wonderful! (791 reviews)
"A beautiful lodge right out of the 1960s, but perfectly maintained. The room was large, the bed was comfy, the bathroom was spotless. Huge TV, working fridge (no freezer). No microwave. On-site restaurant was good. Loved the hiking trails and the deer that came to graze on the lawn in the ..."
Reviewed on Sep 23, 2026
Fairfield Inn & Suites By Marriott Ashland
10945 Route 60 Ashland KY
Fully refundableReserve now, pay when you stay
CA $144
CA $164 total
Oct 4 - Oct 5
includes taxes & fees
8.2/10 Very good! (800 reviews)
"There were cockroaches in my room, and no manager on duty to talk to in the morning!"
Reviewed on Sep 21, 2026
Days Inn by Wyndham Grayson
650 CW Stevens Blvd Grayson KY
Fully refundableReserve now, pay when you stay
CA $125
CA $138 total
Sep 29 - Sep 30
includes taxes & fees
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)
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.
Photo by Talia Sexton
Grayson Lake State Park
7.6/10 (10 reviews)
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.
Bat Cave and Cascade Caverns
9.2/10 (35 reviews)
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.
Carter Caves State Park Golf Course
8.0/10 (9 reviews)
Enjoy a round of golf in Olive Hill at Carter Caves State Park Golf Course. While you're in the area, wander around the parks.
Hidden Cove Golf Course
7.6/10 (14 reviews)
Enjoy a round of golf in Olive Hill at Hidden Cove Golf Course. Take in the festivals in this family-friendly area.
Frequently asked questions
How much does an Olive Hill vacation package cost?
You'll find cheap prices from CA $871 on Expedia for your Olive Hill getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Olive Hill costs.
What are the cheapest months to go to Olive Hill?
If you're looking to snag a cheap Olive Hill vacation package, consider visiting in December, January and February. You'll usually find better rates on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Olive Hill?
With a well-organized schedule, you can easily tick off the top Olive Hill sights in a few days. But if you prefer to discover lesser-known spots or take day trips, think about booking your Olive Hill vacation for longer.
How to find the best Olive Hill package deals?
Use Expedia's handy filters to find some fabulous Olive Hill package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Olive Hill package deals in the off-peak 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?
You can enjoy significant savings on your next Olive Hill escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Olive Hill?
If you're considering a spur-of-the-moment Olive Hill adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Olive Hill?
- Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Olive Hill.
- Set a budget: Factor in costs such as transportation, flights and meals when working out how much to set aside for your trip to Olive Hill. Then, pick a hotel that suits your budget, whether that's a wallet-friendly option or a high-end retreat.
- Determine how many days away: Start by making a list of all the attractions and activities you want to experience in Olive Hill. Then, estimate how long you'll need for each, including any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalized Olive Hill vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
