A valley with autumn-colored trees, rolling hills, and a distant mountain range under a cloudy sky.

Pendleton County Vacations & Trips from $816

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Top destinations in Pendleton County

The Latest Pendleton County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 23 - Oct 28

    Holiday Inn Staunton Conference Center by IHG + Flight

    Staunton
    5 nights
    3.0 star property
    8.2/10 - Very Good (1,004 reviews)
    "All was well overall with a friendly staff & pool was enjoyable. It is unfortunate that the fan /air conditioner system was so loud-barely could rest easy."
    Reviewed August 3, 2026
    Roundtrip Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD1 stop SHD - BOS1 stop
    $992
    $816
    per traveler
    found 1 day ago
    Holiday Inn Staunton Conference Center by IHG
  • Oct 23 - Oct 28

    The Blackburn Inn and Conference Center + Flight

    Staunton
    5 nights
    3.5 star property
    9.2/10 - Wonderful (1,005 reviews)
    "Very nice and affordable accommodations! Would stay here again!"
    Reviewed August 4, 2026
    Roundtrip Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD1 stop SHD - BOS1 stop
    $1,093
    $914
    per traveler
    found 1 day ago
    The Blackburn Inn and Conference Center
  • Oct 23 - Oct 28

    The Buckhorn - Lodging & Event Venue + Flight

    Churchville
    5 nights
    3.5 star property
    Roundtrip Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD1 stop SHD - BOS1 stop
    $981
    $825
    per traveler
    found 1 day ago
    The Buckhorn - Lodging & Event Venue
  • Oct 23 - Oct 28

    Mtn Retreat Movie Theater Arcade Hot Tub Slps 10 + Flight

    McGaheysville
    5 nights
    2.0 star property
    Roundtrip Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD1 stop SHD - BOS1 stop
    $2,432
    $2,050
    per traveler
    found 1 day ago
    Mtn Retreat Movie Theater Arcade Hot Tub Slps 10
  • Oct 23 - Oct 28

    Massanutten's Regal Vistas by Tripforth + Flight

    McGaheysville
    5 nights
    3.5 star property
    8.8/10 - Excellent (69 reviews)
    Roundtrip Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD1 stop SHD - BOS1 stop
    $1,572
    $1,331
    per traveler
    found 1 day ago
    Massanutten's Regal Vistas by Tripforth

Discover the most popular places to visit in Pendleton County