Deals on vacations and trips to Hillsboro

Save when you book Hillsboro package deals

Choose two or more items and save on your trip:

Hillsboro flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $531, price is now $458 per person
$458
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) 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 Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Price was $1,272, price is now $1,109 per person
$1,109
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a terrace are also offered.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $997, price is now $873 per person
$873
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's a gym on site, and laundry facilities and concierge services are also offered.
Residence Inn Lexington Keeneland/Airport

Residence Inn Lexington Keeneland/Airport

3 out of 5
Beaumont Residential
Price was $1,212, price is now $1,068 per person
$1,068
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and free buffet breakfast each morning.
Courtyard Lexington Keeneland/Airport

Courtyard Lexington Keeneland/Airport

3 out of 5
Beaumont Residential
Price was $1,178, price is now $1,042 per person
$1,042
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.

Top Hillsboro hotels deals

Beautiful Country Sunsets I

Beautiful Country Sunsets I

Hillsboro KY
$135 nightly
The price is $145 total per night
$145 total
Jan 15 - Jan 16
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Beautiful country sunsets II

Beautiful country sunsets II

Hillsboro KY
Get rates
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
2650 KY 801 North Morehead KY
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $73 total per night
$73 total
Jan 25 - Jan 26
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
Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling

2.5 out of 5
105 Stone Trace Dr Mount Sterling KY
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $87 total per night
$87 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Hot Tub
Ramada Limited Mount Sterling

Ramada Limited Mount Sterling

2 out of 5
115 Stone Trace Dr Mount Sterling KY
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $86 total per night
$86 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 out of 5
269 Evans Ave. Mount Sterling KY
Free Cancellation
$89 nightly
The price is $98 total per night
$98 total
Jan 18 - Jan 19
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. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Hillsboro
View all properties
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 are vacation packages to Hillsboro?
You can pick up a fantastic hotel and flight bundle for a mere $458. With a Travelocity vacation package, an escape to Hillsboro has never looked so enticing! Save your time and money and get an early start with packing your suitcases.
Where can I get the best vacation package deals for Hillsboro?
There are amazing Hillsboro package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties worldwide? Remember this the next time you're ready to check another place off your list.
Why should I purchase my Hillsboro vacation package via Travelocity?
Because you'll never wander alone if you book your vacation with us, and we offer round-the-clock support and exceptional service to boot. Add to that our Price Match Guarantee and tons of destinations and experiences to select from. We're here to make your daydreams a reality.
Can I save on my Hillsboro car rental if I book it with a hotel or flight?
Certainly — bundle your car, hotel and flight into a Hillsboro vacation package and you can save loads. With so much to discover in and around Hillsboro, that rental car will make exploring easy. Once you've settled into the driver's seat, turn up the tunes and head toward Churchill Downs, a renowned sight around 110 mi from Hillsboro.
Which airport is best for Hillsboro?
Blue Grass Airport (LEX) is where many tourists arrive. You'll find it around 55 mi west from inner Hillsboro. Alternatively, check out the fares to Tri-State Airport (HTS), which is 60 mi away from central Hillsboro.
Where should I stay when visiting Hillsboro?
The Renovated KY Farmhouse Retreat w/ Pasture Views! is popular with many visitors. Book as soon as possible to avoid missing out.

Photos of local treasures

Browse Hillsboro vacation photos for more inspiration