Keene - Military Road Vacations from $604

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Your Keene - Military Road Vacation

Discover all the amazing things this neighborhood has to offer with a customized Keene - Military Road vacation package. However you imagine yourself spending your days here, you'll find countless opportunities for fun, adventure and relaxation. Make time for some sightseeing activities during your trip to Keene - Military Road. Nearby Keeneland Racing Course and Kentucky Aviation Museum are on the must-see lists of many travelers. Stop dreaming and start doing. When it's time to book your ideal vacation to Keene - Military Road, Expedia will help you get there.

The Latest Keene - Military Road Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 15 - Jan 18

    21c Museum Hotel Lexington + Flight

    Downtown Lexington
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,000 reviews)
    "Very clean and great staff"
    Reviewed November 10, 2026
    Roundtrip • New York (NYC) - Lexington (LEX)
    LGA - LEX • Nonstop LEX - EWR • 1 stop
    $696
    $604
    per traveler
    found 1 day ago
    21c Museum Hotel Lexington
  • Jan 4 - Jan 11

    Capital Plaza Hotel + Flight

    Frankfort
    6 nights
    3.0 star property
    7.8/10 - Good (1,025 reviews)
    Roundtrip • Portland (PDX) - Lexington (LEX)
    PDX - LEX • 1 stop LEX - PDX • 1 stop
    $899
    $706
    per traveler
    found 3 hours ago
    Capital Plaza Hotel
  • Jan 21 - Jan 24

    Rose Hill Inn + Flight

    Versailles
    3 nights
    4.0 star property
    10/10 - Exceptional (76 reviews)
    "We stayed at Rose Hill inn for one night in the hideaway attic, and if was so cute and charming! The property is so beautiful and the home is very historic and interesting. The owners were very welcoming and the breakfast was delicious! Definitely recommend staying here."
    Reviewed November 9, 2026
    Roundtrip • Portland (PDX) - Lexington (LEX)
    PDX - LEX • 1 stop LEX - PDX • 1 stop
    $828
    $720
    per traveler
    found 1 day ago
    Rose Hill Inn
  • Jan 4 - Jan 11

    Hotel Lex and Conference Center, Trademark Collection + Flight

    Lexington
    6 nights
    3.0 star property
    8.0/10 - Very good (846 reviews)
    Roundtrip • Portland (PDX) - Lexington (LEX)
    PDX - LEX • 1 stop LEX - PDX • 1 stop
    $727
    $634
    per traveler
    found 3 hours ago
    Hotel Lex and Conference Center, Trademark Collection
  • Jan 15 - Jan 18

    Origin Lexington a Wyndham Hotel + Flight

    Lexington
    3 nights
    3.5 star property
    9.4/10 - Exceptional (1,007 reviews)
    "Great location ! Always very friendly clean well maintained!"
    Reviewed November 9, 2026
    Roundtrip • New York (NYC) - Lexington (LEX)
    LGA - LEX • Nonstop LEX - EWR • 1 stop
    $686
    $609
    per traveler
    found 1 day ago
    Origin Lexington a Wyndham Hotel

Where to stay in Keene - Military Road

Find the best Keene - Military Road areas and neighborhoods for the activities you enjoy most.

Downtown Lexington

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Explorium.

Northside District

If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.

Liberty Area

If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.

Historic South Hill

While Historic South Hill might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.

Beaumont Residential

If you're looking for some top things to see and do in Beaumont Residential and surrounding area, you can visit Kentucky Aviation Museum and Keeneland Racing Course.

Discover the most popular places to visit in Keene - Military Road

Keene - Military Road Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.