A cityscape with a prominent clock tower, a river, and a sunset in the background.

Montgomery County Vacations & Trips from $535

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Your Montgomery County Vacation

Make planning your next adventure a piece of cake with a Montgomery County vacation package. Whether it's the cuisine, nature or something else that draws you to this destination, our packages will help you experience the best of it. Get your trip to Montgomery County off to a great start by staying in its most renowned cities. Clarksville is one you shouldn't miss. Expedia is a one-stop shop when it comes to planning your Montgomery County vacation. From hotels and flights, to activities and more, we're here to help you curate a travel experience like no other.

Top destinations in Montgomery County

The Latest Montgomery County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 7 - Jan 10

    Sonesta Nashville Airport + Flight

    Nashville
    3 nights
    4.0 star property
    9.2/10 - Wonderful (2,134 reviews)
    "Hotels.com stated that my bill would be one thing and it ended up being other hidden charges like parking. Will not use Hotels. com anymore"
    Reviewed November 5, 2026
    Roundtrip • New York (EWR) - Nashville (BNA)
    EWR - BNA • Nonstop BNA - EWR • Nonstop
    $681
    $535
    per traveler
    found 0 hours ago
    Sonesta Nashville Airport
  • Dec 10 - Dec 14

    Hyatt Regency Louisville + Flight

    Downtown Louisville
    4 nights
    4.0 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • New York (EWR) - Louisville (SDF)
    EWR - SDF • Nonstop SDF - EWR • Nonstop
    $768
    $548
    per traveler
    found 22 hours ago
    Hyatt Regency Louisville
  • Dec 30 - Jan 2

    1 Hotel Nashville + Flight

    Downtown Nashville
    3 nights
    5.0 star property
    9.4/10 - Exceptional (1,006 reviews)
    Roundtrip • Boston (BOS) - Nashville (BNA)
    BOS - BNA • Nonstop BNA - BOS • 1 stop
    $1,394
    $1,037
    per traveler
    found 1 day ago
    1 Hotel Nashville
  • Dec 30 - Jan 2

    Loews Nashville Hotel at Vanderbilt Plaza + Flight

    West End
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    Roundtrip • Boston (BOS) - Nashville (BNA)
    BOS - BNA • Nonstop BNA - BOS • 1 stop
    $896
    $703
    per traveler
    found 1 day ago
    Loews Nashville Hotel at Vanderbilt Plaza
  • Dec 30 - Jan 2

    Fairlane Hotel + Flight

    Downtown Nashville
    3 nights
    4.0 star property
    9.4/10 - Exceptional (1,001 reviews)
    Roundtrip • Boston (BOS) - Nashville (BNA)
    BOS - BNA • Nonstop BNA - BOS • 1 stop
    $1,116
    $879
    per traveler
    found 1 day ago
    Fairlane Hotel

Discover the most popular places to visit in Montgomery County

Montgomery County 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.