A mountainous landscape with large boulders and distant hills.

Madison County Vacations & Trips from $472

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Your Madison County Vacation

Embark on your next adventure with a Madison County vacation package, and leave knowing all the details have been taken care of. And with the ability to customize your getaway, it'll be one to remember. Can't decide where to stay first? Madison is one of the most well-known cities to visit during a trip to Madison County. Expedia is a one-stop shop when it comes to planning your Madison County vacation. From hotels and flights, to car rentals and more, we're here to help you create a travel experience like no other.

Top destinations in Madison County

The Latest Madison County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 18 - Dec 20

    The Doyle Hotel + Flight

    Starr Hill
    2 nights
    3.5 star property
    8.2/10 - Very good (1,007 reviews)
    Roundtrip • Dallas (DFW) - Charlottesville (CHO)
    DFW - CHO • 1 stop CHO - DAL • 1 stop
    $513
    $472
    per traveler
    found 2 days ago
    The Doyle Hotel
  • Dec 23 - Dec 27

    Hotel Madison & Shenandoah Conference Ctr + Flight

    Harrisonburg
    4 nights
    3.5 star property
    9.4/10 - Exceptional (1,236 reviews)
    "The rooms were nice and quiet. Only stayed one night. Disappointed that the did not have the buffet breakfast."
    Reviewed November 10, 2026
    Roundtrip • Houston (IAH) - Weyers Cave (SHD)
    IAH - SHD • 1 stop SHD - IAH • 1 stop
    $918
    $797
    per traveler
    found 1 day ago
    Hotel Madison & Shenandoah Conference Ctr
  • Dec 23 - Dec 27

    The Blackburn Inn and Conference Center + Flight

    Staunton
    4 nights
    3.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    "By far the coolest place in Staunton"
    Reviewed November 11, 2026
    Roundtrip • Houston (IAH) - Weyers Cave (SHD)
    IAH - SHD • 1 stop SHD - IAH • 1 stop
    $852
    $746
    per traveler
    found 1 day ago
    The Blackburn Inn and Conference Center
  • Dec 18 - Dec 20

    Oakhurst Inn at the University + Flight

    Jefferson Park Avenue
    2 nights
    4.0 star property
    9.2/10 - Wonderful (641 reviews)
    "Wonderful! The room, staff, location, cleanliness…. All wonderful! I’ll definitely come back!"
    Reviewed November 8, 2026
    Roundtrip • Dallas (DFW) - Charlottesville (CHO)
    DFW - CHO • 1 stop CHO - DAL • 1 stop
    $595
    $532
    per traveler
    found 2 days ago
    Oakhurst Inn at the University
  • Dec 23 - Dec 27

    Clarion Pointe Harrisonburg + Flight

    Harrisonburg
    4 nights
    2.5 star property
    8.4/10 - Very good (1,332 reviews)
    "Staff were nice, but room smelled too strongly of cleaning products, no coffee maker in room, and lots of items ran out at breakfast."
    Reviewed November 11, 2026
    Roundtrip • Houston (IAH) - Weyers Cave (SHD)
    IAH - SHD • 1 stop SHD - IAH • 1 stop
    $758
    $696
    per traveler
    found 1 day ago
    Clarion Pointe Harrisonburg

Discover the most popular places to visit in Madison County

Madison 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.