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.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $630, price is now $538 per person
$538
per person
Dec 24 - Dec 28
found 6 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Lexington (LEX)
This hotel features luggage storage, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $673, price is now $571 per person
$571
per person
Dec 24 - Dec 28
found 6 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) 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.
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $686, price is now $608 per person
$608
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
Home2 Suites by Hilton Lexington University / Medical Center

Home2 Suites by Hilton Lexington University / Medical Center

3 out of 5
Zandale
Price was $710, price is now $640 per person
$640
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (NYC) 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. Enjoy the free continental breakfast each morning.
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
Downtown Lexington
Price was $837, price is now $754 per person
$754
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (NYC) 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.

Top Montgomery County 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
$68 nightly
The price is $75 total per night
$75 total
Dec 1 - Dec 2
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
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road Slade KY
$70 nightly
The price is $77 total per night
$77 total
Dec 6 - Dec 7
Total with taxes and fees
A restaurant and a bar/lounge are featured at this cabin. 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.
Breakfast included
Pet friendly
Unique Cliff Hot Tub with Views | Mural | Sleeps 4

Unique Cliff Hot Tub with Views | Mural | Sleeps 4

Rogers KY
$378 nightly
The price is $423 total per night
$423 total
Dec 1 - Dec 2
Total with taxes and fees
A hot tub is featured at this cabin, along with barbecue grills.
Hot Tub
Kitchen
Value Stay

Value Stay

2 out of 5
5100 Revilo Rd Winchester KY
Free Cancellation
Reserve now, pay when you stay
$51 nightly
The price is $56 total per night
$56 total
Nov 26 - Nov 27
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.
Pet friendly
Parking included
TURNING LEAF•Cozy Cabin in the RRG• Couples Retreat

TURNING LEAF•Cozy Cabin in the RRG• Couples Retreat

Pine Ridge KY
Get rates
This cabin includes free WiFi in public areas and barbecue grills.
Kitchen
Pet friendly
Black Bear Lodge Motel

Black Bear Lodge Motel

2.5 out of 5
781 Natural Bridge Rd Slade KY
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $97 total per night
$97 total
Nov 15 - Nov 16
Total with taxes and fees
This motel features a coffee shop, barbecue grills, and free self parking. A convenience store and a picnic area are also provided.
Parking included
Air conditioning
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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.

Stay near popular Montgomery County attractions

Mount Sterling Library

Mount Sterling Library is just one of the places to see in Mount Sterling, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can enjoy the restaurants.
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Photos of local treasures

Browse Montgomery County vacation photos for more inspiration

A river winding through a densely forested valley with rocky cliffs on one side.

Frequently asked questions

How much are vacation packages to Montgomery County?
With offers starting from as little as $538, 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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