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

Pendleton County Vacations & Trips from $823

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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 (1,005 reviews)
    Roundtrip Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD1 stop SHD - BOS1 stop
    $993
    $823
    per traveler
    found 1 day ago
    Holiday Inn Staunton Conference Center by IHG
  • Oct 23 - Oct 28

    Modern Peaks Hot Tub Sauna Theatre Room + Flight

    McGaheysville
    5 nights
    2.0 star property
    Roundtrip Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD1 stop SHD - BOS1 stop
    Save 100% on your flight
    $3,328
    $2,786
    per traveler
    found 1 day ago
    Modern Peaks Hot Tub Sauna Theatre Room
  • Oct 23 - Oct 28

    Iris Inn and Cabins + Flight

    Waynesboro
    5 nights
    4.5 star property
    9.8/10 - Exceptional (12 reviews)
    "The view and the grounds were absolutely beautiful. The room was clean and comfortable as well, and the staff was helpful and friendly."
    Reviewed July 12, 2026
    Roundtrip Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD1 stop SHD - BOS1 stop
    $2,019
    $1,693
    per traveler
    found 1 day ago
    Iris Inn and Cabins
  • Oct 23 - Oct 28

    The Blackburn Inn and Conference Center + Flight

    Staunton
    5 nights
    3.5 star property
    9.2/10 - Wonderful (1,006 reviews)
    Roundtrip Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD1 stop SHD - BOS1 stop
    $1,092
    $917
    per traveler
    found 23 hours ago
    The Blackburn Inn and Conference Center
  • 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
    $2,466
    $2,071
    per traveler
    found 1 day ago
    Mtn Retreat Movie Theater Arcade Hot Tub Slps 10

Discover the most popular places to visit in Pendleton County

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