Deals on vacations and trips to Hillsboro

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Hillsboro flight + hotel 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 $442, price is now $404 per person
$404
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
Price was $544, price is now $475 per person
$475
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.
Comfort Suites Georgetown

Comfort Suites Georgetown

2.5 out of 5
Price was $548, price is now $484 per person
$484
per person
Jun 25 - Jun 28
found 7 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Lexington (LEX)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

3 out of 5
Price was $551, price is now $487 per person
$487
per person
Jun 25 - Jun 28
found 7 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Lexington (LEX)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Comfort Inn Lexington South

Comfort Inn Lexington South

2.5 out of 5
Price was $465, price is now $425 per person
$425
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and express check-in are also provided.

Top Hillsboro hotels deals

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling

2.5 out of 5
105 Stone Trace Dr Mount Sterling KY
Free Cancellation
$98 nightly
The price is $108 total per night
$108 total
May 24 - May 25
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.
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
$81 nightly
The price is $89 total per night
$89 total
Apr 26 - Apr 27
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.
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
$119 nightly
The price is $132 total per night
$132 total
May 17 - May 18
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.
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
$125 nightly
The price is $138 total per night
$138 total
Apr 26 - Apr 27
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
$58 nightly
The price is $64 total per night
$64 total
Apr 27 - Apr 28
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
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge

Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge

Wellington KY
$190 nightly
The price is $211 total per night
$211 total
Apr 26 - Apr 27
Total with taxes and fees
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
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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 $404. 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

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