Deals on vacations and trips to Montgomery County

Save when you book Montgomery County, KY package deals

Choose two or more items and save on your trip:

Top Montgomery County hotels deals

Comfort Inn and Suites

Comfort Inn and Suites

2.5 out of 5
105 Stone Trace Dr, Mount Sterling, KY
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $106 total per night
$106 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Hot Tub
Ramada Limited Mount Sterling

Ramada Limited Mount Sterling

2 out of 5
115 Stone Trace Dr, Exit #110 (Stone Trace), Mount Sterling, KY
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $81 total per night
$81 total
Nov 7 - Nov 8
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
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
$111 nightly
The price is $123 total per night
$123 total
Oct 19 - Oct 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.
Pool
Breakfast included
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
$96 nightly
The price is $106 total per night
$106 total
Nov 9 - Nov 10
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
Red Roof Winchester - Lexington East

Red Roof Winchester - Lexington East

2 out of 5
1100 Interstate Drive, Winchester, KY
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $69 total per night
$69 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel 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.
Pet friendly
Parking included
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 out of 5
1307 W Lexington Ave, Winchester, KY
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $89 total per night
$89 total
Nov 2 - Nov 3
Total with taxes and fees
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 express check-out. A seasonal outdoor pool and a computer station are also provided.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Montgomery County
View all properties
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

Frequently asked questions

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

Explore More Ways to Travel with Travelocity