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.
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $767, price is now $660 per person
$660
per person
Jul 22 - Jul 27
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Lexington (LEX)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a picnic area are also offered.
Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was $984, price is now $822 per person
$822
per person
Jul 22 - Jul 27
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Lexington (LEX)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $812, price is now $688 per person
$688
per person
Jul 22 - Jul 27
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Free self parking and a coffee shop are also offered on site.
Springhill Suites by Marriott Lexington Fritz Farm

Springhill Suites by Marriott Lexington Fritz Farm

3 out of 5
Price was $825, price is now $701 per person
$701
per person
Jul 22 - Jul 27
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) 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 and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
Price was $890, price is now $758 per person
$758
per person
Jul 22 - Jul 27
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Lexington (LEX)
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and express check-out are also on offer.

Top Hillsboro hotels deals

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
$77 nightly
The price is $84 total per night
$84 total
Jun 21 - Jun 22
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
Best Western Eagles Inn

Best Western Eagles Inn

2.5 out of 5
110 Toms Dr Morehead KY
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $142 total per night
$142 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
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
$93 nightly
The price is $103 total per night
$103 total
Jun 18 - Jun 19
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's an indoor pool on site, and a 24-hour front desk and express check-in are also provided.
Pool
Breakfast included
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
$149 nightly
The price is $164 total per night
$164 total
Jun 21 - Jun 22
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
Days Inn by Wyndham Morehead

Days Inn by Wyndham Morehead

2 out of 5
170 Toms Drive Morehead KY
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $67 total per night
$67 total
Jun 17 - Jun 18
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Luggage storage, laundry facilities, and free newspapers are also on offer.
Breakfast included
Pet friendly
Cave Run Red River Gorge Cabin

Cave Run Red River Gorge Cabin

Wellington KY
Get rates
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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 $660. 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