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.
Hotel Lex and Conference Center, Trademark Collection

Hotel Lex and Conference Center, Trademark Collection

3 out of 5
Price was $1,274, price is now $1,169 per person
$1,169
per person
Oct 29 - Nov 1
just found
Roundtrip flight included
Philadelphia (PHL) to Lexington (LEX)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking.
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $3,196, price is now $2,861 per person
$2,861
per person
Oct 29 - Nov 1
just found
Roundtrip flight included
Philadelphia (PHL) 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.
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 $2,705, price is now $2,459 per person
$2,459
per person
Oct 29 - Nov 1
just found
Roundtrip flight included
Philadelphia (PHL) 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.
Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

3 out of 5
Price was $1,576, price is now $1,447 per person
$1,447
per person
Oct 29 - Nov 1
just found
Roundtrip flight included
Philadelphia (PHL) 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-in are also on offer.
Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

3 out of 5
Price was $1,336, price is now $1,228 per person
$1,228
per person
Oct 29 - Nov 1
just found
Roundtrip flight included
Philadelphia (PHL) 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 and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

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
Oct 6 - Oct 7
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Holiday Inn Express and Suites Morehead by IHG

Holiday Inn Express and Suites Morehead by IHG

2.5 out of 5
2650 KY 801 North Morehead KY
Free Cancellation
$118 nightly
The price is $130 total per night
$130 total
Oct 1 - Oct 2
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
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
$135 nightly
The price is $150 total per night
$150 total
Oct 1 - Oct 2
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
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
$76 nightly
The price is $83 total per night
$83 total
Sep 28 - Sep 29
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
Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling

2.5 out of 5
105 Stone Trace Dr Mount Sterling KY
Free Cancellation
$105 nightly
The price is $116 total per night
$116 total
Oct 21 - Oct 22
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
Motel 6 Morehead, KY

Motel 6 Morehead, KY

2 out of 5
602 Fraley Dr Morehead KY
$69 nightly
The price is $76 total per night
$76 total
Oct 5 - Oct 6
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and laundry facilities are also provided.
Pet friendly
Parking 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 $1,169. 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