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.
HomeTowne Studios by Red Roof Georgetown - Lexington North

HomeTowne Studios by Red Roof Georgetown - Lexington North

2 out of 5
Price was $487, price is now $458 per person
$458
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Lexington (LEX)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.
The B & B at Queenslake

The B & B at Queenslake

3 out of 5
Price was $1,136, price is now $1,085 per person
$1,085
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Lexington (LEX)
This bed & breakfast features free self parking and free WiFi in public areas. Free full breakfast is served. A terrace, a garden, and a lobby fireplace are also on offer.
MainStay Suites Georgetown Lexington North

MainStay Suites Georgetown Lexington North

2.5 out of 5
Price was $524, price is now $506 per person
$506
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) 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. Guests will appreciate freebies like continental breakfast and free self parking.
Holiday Inn Express Lexington North-Georgetown by IHG

Holiday Inn Express Lexington North-Georgetown by IHG

2.5 out of 5
Price was $557, price is now $542 per person
$542
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) 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. Guests will appreciate freebies like buffet breakfast and free self parking.
Studio 6 Georgetown, KY – Lexington North

Studio 6 Georgetown, KY – Lexington North

2 out of 5
Price was $480, price is now $471 per person
$471
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Lexington (LEX)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. A snack bar/deli, a computer station, and laundry facilities are also on offer.

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
$72 nightly
The price is $80 total per night
$80 total
Nov 9 - Nov 10
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
$101 nightly
The price is $111 total per night
$111 total
Nov 8 - Nov 9
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
Comfort Inn Winchester

Comfort Inn Winchester

2.5 out of 5
5250 Revilo Rd Winchester KY
Free Cancellation
$67 nightly
The price is $74 total per night
$74 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's dry cleaning and multilingual staff can provide around-the-clock assistance.
Parking included
Free WiFi
Unique Cliff Hot Tub with Views | Mural | Sleeps 4

Unique Cliff Hot Tub with Views | Mural | Sleeps 4

Rogers KY
$417 nightly
The price is $466 total per night
$466 total
Nov 3 - Nov 4
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
$57 nightly
The price is $63 total per night
$63 total
Nov 11 - Nov 12
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
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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 $458, 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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