Hillsboro Vacations from $284

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The Latest Hillsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $330, price is now $284 per person
$284
per person
Nov 10 - Nov 12
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.2/10 Very Good! (1,000 reviews)
Walking distance to nice restaurants. Close to Buffalo Trace Distillery.

Reviewed on Aug 18, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $490, price is now $393 per person
$393
per person
Oct 12 - Oct 14
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Beautiful historic building. Big rooms, views. Fantastic shower and the robes are luxurious touch. Wonderful gallery. Extremely friendly staff.Stay here often.Live it!

Reviewed on Aug 9, 2025

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 out of 5
Price was $847, price is now $763 per person
$763
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
8.6/10 Excellent! (1,002 reviews)
The complimentary breakfast was delicious! I had a spinach, mushroom, and cheese omelette. It was so good! The rooms were very spacious and comfortable as well.

Reviewed on Aug 24, 2025

The Manchester

The Manchester

4 out of 5
Distillery District
Price was $809, price is now $758 per person
$758
per person
Nov 21 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Wilkes-Barre (AVP) to Lexington (LEX)
9.6/10 Exceptional! (954 reviews)
Epic hotel. True old school bourbon eloquence vibe. Everything was spectacular. The lobby, the room, the outdoor alley breakfast area, and the epic rooftop bar that overlooks the city.

Reviewed on Aug 23, 2025

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $642, price is now $605 per person
$605
per person
Nov 21 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Wilkes-Barre (AVP) to Lexington (LEX)
8/10 Very Good! (1,002 reviews)
The staff was inconsistent in knowledge and helpfulness. The hotel its self is pretty confusing to get around. Some rooms had a mini fridge in an odd spot and dome rooms had no fridge at all. Inconsistency was the theme during our stay.

Reviewed on Aug 23, 2025

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Hillsboro Hotel Deals

Beautiful Country Sunsets I

Beautiful Country Sunsets I

Hillsboro
$135 nightly
The price is $145 total per night from Sep 2 to Sep 3
$145 total
Sep 2 - Sep 3
Total with taxes and fees
9.6/10 Exceptional! (63 reviews)
"Beautiful country setting with amazing views. Just perfect."

Reviewed on Aug 7, 2025

Beautiful Country Sunsets I
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
2650 KY 801 North, Morehead, KY
$97 nightly
The price is $104 total per night from Sep 14 to Sep 15
$104 total
Sep 14 - Sep 15
Total with taxes and fees
8.8/10 Excellent! (826 reviews)
"We are repeat customers and love staying at this property for the following reasons: 1. Extremely friendly staff. 2. Easy to park with boat and jetski trailers. 3. Only a few minutes drive to the lake. 4. Inexpensive, yet still very cozy. 5. Dog friendly. I highly recommend"

Reviewed on Aug 24, 2025

Comfort Inn & Suites
Ramada Limited Mount Sterling

Ramada Limited Mount Sterling

2 out of 5
115 Stone Trace Dr, Exit #110 (Stone Trace), Mount Sterling, KY
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $78 total per night from Sep 21 to Sep 22
$78 total
Sep 21 - Sep 22
Total with taxes and fees
6.8/10 (732 reviews)
"Some issues with the satellite tv"

Reviewed on Aug 24, 2025

Ramada Limited Mount Sterling
See all 150 properties in Hillsboro
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.

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Frequently asked questions

How much does a Hillsboro vacation package cost?
Offering excellent value package deals from $284 on Expedia, you'll be pleasantly surprised at how much a vacation to Hillsboro costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Hillsboro?
If you'd like to score a cheap Hillsboro vacation package, consider planning a trip in November, December and January. You'll usually find lower rates on hotels and airfares during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Hillsboro?
Usually, a handful of days is enough to check out the main attractions during your Hillsboro vacation. But if you'd like to have time to kick back or go on day tours, think about extending your itinerary.
How to find the best Hillsboro package deals?
Use Expedia's filters to find some fabulous Hillsboro 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 search for Hillsboro package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Hillsboro vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still have the freedom to create a personalized Hillsboro vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Hillsboro?
Secure incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Hillsboro trip.
Does Expedia offer Book Now, Pay Later Hillsboro vacation packages?
If you're anything like us, you love going away but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Hillsboro break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.