Deals on vacations and trips to Montgomery County

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An aerial view of a town with historic buildings, a central green area, and a parking lot.

Mount Sterling

Vacations
Mount Sterling

Montgomery County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Corbin Inn

Corbin Inn

2 out of 5
Price was $403, price is now $369 per person
$369
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Lexington (LEX)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was $582, price is now $513 per person
$513
per person
Aug 9 - Aug 11
found 14 hours ago
Roundtrip flight included
Chicago (ORD) 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.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $533, price is now $471 per person
$471
per person
Aug 9 - Aug 11
found 14 hours ago
Roundtrip flight included
Chicago (ORD) 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.
HOTELWORLD INN & SUITES

HOTELWORLD INN & SUITES

2 out of 5
Price was $413, price is now $377 per person
$377
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Lexington (LEX)
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $513, price is now $470 per person
$470
per person
Aug 9 - Aug 11
found 14 hours 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.

Top Montgomery County 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
$99 nightly
The price is $109 total per night
$109 total
Jul 19 - Jul 20
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
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 24 - Jun 25
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.
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
$151 nightly
The price is $166 total per night
$166 total
Jul 19 - Jul 20
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.
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road Slade KY
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $150 total per night
$150 total
Jul 19 - Jul 20
Total with taxes and fees
This cabin features a restaurant, a seasonal outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A picnic area is provided and the front desk is staffed around-the-clock.
Pool
Breakfast included
Renovated train station on thoroughbred horse farm.

Renovated train station on thoroughbred horse farm.

Paris KY
Get rates
This country house features free WiFi in public areas, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Free WiFi
Air conditioning
TURNING LEAF•Cozy Custom Cabin in the RRG• A true GUEST FAV

TURNING LEAF•Cozy Custom Cabin in the RRG• A true GUEST FAV

Pine Ridge KY
Get rates
This cabin includes free WiFi in public areas and barbecue grills.
Kitchen
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.

Photos of local treasures

Browse Montgomery County vacation photos for more inspiration

Aerial view of Kentucky River Valley near Harrodsburg's Village at Palisades in the central Bluegrass region.

Frequently asked questions

How much are vacation packages to Montgomery County?
With offers starting from as little as $369, flight and hotel packages are the perfect way to make your vacation budget stretch further. Montgomery County, here you come!
Where can I get the best vacation package deals for Montgomery County?
It's hard to look past Travelocity when it comes to piecing together your Montgomery County package deal. There are at least 400 air carriers and 1,000,000 properties worldwide to choose from. Plan your escape now and get ready to cross another destination off your to-do list.
Why should I purchase my Montgomery County vacation package via Travelocity?
From our 24/7 customer care to our range of enticing destinations, we are dedicated to giving you the most unforgettable vacation. All you need to do is click and book — our Price Match Guarantee will ensure you get the best price.
Will I save money on my Montgomery County car rental if I book it with hotels and flights?
Definitely. And our Montgomery County vacation packages are the best way to do it. With only a few clicks you can save money and time by combining your bookings. Collect the keys to your rental car and do your vacation your way. Looking for things to do? Throw some tours or experiences into your package and save on those too.
Which airport is best for Montgomery County?
The main airport in Montgomery County is Blue Grass Airport (LEX).

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