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.
Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area

2.5 out of 5
Price was $919, price is now $858 per person
$858
per person
Oct 29 - Oct 31
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Lexington (LEX)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
Downtown Lexington
Price was $1,109, price is now $921 per person
$921
per person
Oct 29 - Oct 31
found 10 hours ago
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, 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.
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $1,398, price is now $1,285 per person
$1,285
per person
Oct 29 - Oct 31
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-out, and dry cleaning are also on offer.
Beautiful House in Nicholasville

Beautiful House in Nicholasville

2 out of 5
Price was $2,359, price is now $2,178 per person
$2,178
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Lexington (LEX)
Free WiFi in public areas is available at this vacation home.
Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

2.5 out of 5
South Broadway Park
Price was $1,197, price is now $1,131 per person
$1,131
per person
Oct 5 - Oct 8
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) to Lexington (LEX)
This hotel doesn't skimp on freebies - guests receive 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 a communal living room are also provided.

Top Hillsboro hotels deals

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
$122 nightly
The price is $135 total per night
$135 total
Aug 16 - Aug 17
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
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
$122 nightly
The price is $134 total per night
$134 total
Sep 6 - Sep 7
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
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
$151 nightly
The price is $166 total per night
$166 total
Sep 7 - Sep 8
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
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
Aug 23 - Aug 24
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
$89 nightly
The price is $98 total per night
$98 total
Aug 30 - Aug 31
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
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
Sep 1 - Sep 2
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
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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 $858. 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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