Montgomery County Vacation Packages 2026 from $605

Montgomery County flight + hotel vacation packages

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

Capital Plaza Hotel

$605

per person

Feb 23 - Feb 26

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

21c Museum Hotel Lexington

Downtown Lexington

$816

per person

Apr 10 - Apr 12

found 12 hours ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Elwood Hotel & Suites

$953

per person

Apr 10 - Apr 12

found 12 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-out, and dry cleaning are also on offer.

Marriott Lexington Griffin Gate Golf Resort & Spa

$881

per person

Apr 10 - Apr 12

found 12 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

This luxury resort features a golf course, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Enjoy the indoor pool and perks like free self parking.

The Manchester

Distillery District

$973

per person

Apr 10 - Apr 12

found 12 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, express check-in, and express check-out are also offered.

Top Montgomery County hotels deals

Comfort Inn & Suites Mount Sterling

105 Stone Trace Dr Mount Sterling KY

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$84 total

Feb 16 - Feb 17

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.

Natural Bridge State Resort Park

2135 Natural Bridge Road Slade KY

Free Cancellation

Reserve now, pay when you stay

$86 nightly

$95 total

Jan 23 - Jan 24

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

Black Bear Lodge Motel

781 Natural Bridge Rd Slade KY

Get rates

This motel features a coffee shop, barbecue grills, and free self parking. A convenience store and a picnic area are also provided.

Best Western Winchester Hotel

1307 W Lexington Ave Winchester KY

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$80 total

Jan 22 - Jan 23

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.

Turning Leaf Cabin in the Red River Gorge• Pet Friendly• Hi Speed 🛜

Pine Ridge KY

Get rates

This cabin includes free WiFi in public areas and barbecue grills.

Comfort Inn & Suites

2650 KY 801 North Morehead KY

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$73 total

Jan 25 - Jan 26

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like self-serve breakfast and WiFi in public areas. A business center, a picnic area, and free newspapers are also on offer.

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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.

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Frequently asked questions

How much are vacation packages to Montgomery County?

With offers starting from as little as $605, 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).