Montgomery County Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Montgomery County Vacation
Embark on your next adventure with a Montgomery County vacation package, and leave knowing all the details are organized. Plus with the ability to tailor your getaway, you know it'll be one to remember. Start your trip to Montgomery County with a visit to Mount Sterling, one of the leading cities here. Start packing your bags, because your Montgomery County vacation is just a few clicks away with Expedia.
Top Montgomery County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
MainStay Suites Georgetown Lexington North
CA $1,296
per person
Sep 23 - Sep 30
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Lexington (LEX)
7.6/10 Good! (271 reviews)
First the lobby was lovely and clean, then we got to our floor the carpets were Black with dirt, floor smelled of meth and the yelling from multiple rooms made the one night we stayed unpleasant
Reviewed on Aug 18, 2026
Super 8 by Wyndham Georgetown
CA $1,096
per person
Sep 23 - Sep 30
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Lexington (LEX)
8.4/10 Very good! (1,010 reviews)
La salle de bain n'était pas assez propre et elle était assez vieille. Cela n'invitait pas à prendre sa douche.
Reviewed on Aug 19, 2026
Montgomery County Hotel Deals
Natural Bridge State Resort Park
2135 Natural Bridge Road Slade KY
Fully refundableReserve now, pay when you stay
CA $133
CA $146 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (2,004 reviews)
"A good place."
Reviewed on Aug 19, 2026
Dog-friendly Home Rental ~ 5 Mi to Cave Run Lake!
Wellington KY
10/10 Exceptional! (1 review)
"We had an amazing time and the property was very nice. We spent every night out in the hot tub. Highly recommend booking this place!"
Reviewed on Jul 9, 2025
Baymont by Wyndham Winchester
960 Interstate Dr Winchester KY
Fully refundableReserve now, pay when you stay
CA $105
CA $116 total
Sep 16 - Sep 17
includes taxes & fees
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 does a Montgomery County vacation package cost?
Much less than you might think — from a tempting CA $1,056, in fact! By bundling hotels, flights and car rentals into a custom-made package, your trip to Montgomery County is only clicks away.
How do I get a cheap travel package to Montgomery County?
You'll save piles of cash if you bundle your flights, car rentals and hotels into a Montgomery County vacation package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 airlines and 1,000,000 hotels across the globe, which means you'll always have plenty of options to choose from. Want to save even more? Add some fun activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
What are the top hotels in Montgomery County?
Look up Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel and Ramada Limited Mount Sterling. They're the first choice for lots of travelers to Mount Sterling. If Jeffersonville is on your travel itinerary, Comfort Inn and Suites and Budget Inn are a couple of popular options.
How far in advance should I book my Montgomery County vacation?
While prices do change, we generally suggest booking your vacation as early as possible. Most international fares are found on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still get lucky. Cheap journeys to Montgomery County sometimes appear only weeks before departure.
What does an Expedia Montgomery County travel package include?
Expedia has everything you need to book your Montgomery County escape, but what goes into your package is your call. Select from a combination of flights, hotels and rental cars. In search of a few activities to fill in your time? Once you've made your booking, you can add them too. No matter your style or budget, there's a vacation package to match your needs.
What should I know before booking a Montgomery County travel package?
Get set to save with an Expedia travel package. Combine your airfares, rental cars and hotels and unlock terrific discounts. You're not restricted to hotels, though. We have oceanfront condos, creek-side mountain cabins and even glamping tents!
Can I choose my airline with a Montgomery County Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're looking to fly to Montgomery County in economy or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Montgomery County vacation package?
Don't worry if you're rethinking your Montgomery County vacation package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We realize life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.
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.
Gateway Regional Arts Center
Enjoy an outing to Gateway Regional Arts Center during your stay in Mount Sterling. While in this family-friendly area, you can enjoy the restaurants.
Old Silo Golf Course
Enjoy a round of golf in Mount Sterling at Old Silo Golf Course. While in this family-friendly area, you can enjoy the restaurants.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
