Virginia's Highland County Fair
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  • Blog
Virginia's Highland County Fair
  • Home
  • 2025 Events Schedule
  • Exhibits
    • Exhibiting Rules
    • Agricultural Exhibits
    • Art and Photography
    • Arts & Crafts
      • Adult Division
      • Intermediate Division
      • Senior Youth Division
      • Junior Youth Division
    • Baked/Preserved Goods
      • Adult Division
      • Youth Divisions
    • Floriculture
    • Hunter-Fisherman
    • Livestock Shows
      • Exhibition and Pet Contest
    • Sewing and Quilting
  • Shows & Entertainment
    • New This Year!
    • Bluegrass Show
    • Cornhole Tournament
    • Demolition Derby
    • Dog Show
    • Gun Raffle
    • Horse Show
      • Online Entry Registration
      • Feedback Form
    • Ag Educational Barn
    • Kiddie Show
    • Clogging Show
    • Parade
    • Truck & Tractor Pull
  • Ticket & Ride Prices
  • Fair Info
    • 2025 Fair Guide
    • 2025 Cover Art Winner
    • Fair Merch
    • About Us
    • Schedule of Events
    • Officers & Committees
    • History & Photos
    • Request Forms
    • Grounds Access Policy
    • Food
    • Fairground Regulations
    • Contact Us & Directions
  • Become A Sponsor!
  • Blog
1959 Highland County Fair Keeps the Spirit Going

1959 Highland County Fair Keeps the Spirit Going

by HighlandCountyFairVA | Aug 22, 2025 | History

By the time 1959 rolled around, the Highland County Fair had truly become a fixture of community life — and this year proved just how far it had come. With fresh leadership, creative entertainment, and strong community ties, the fairgrounds buzzed with new ideas and...
1959 Highland County Fair Keeps the Spirit Going

Big Ideas, Baby Shows, & Bingo: 1958 Fair Makes Its Mark

by HighlandCountyFairVA | Aug 15, 2025 | History

Planning for the 1958 Highland County Fair started early — as in January 14th early. And good thing it did! That year brought a slew of new ideas, fresh faces, and first-ever events that made it clear: the Fair was growing into something special. New Year, New Energy...
1959 Highland County Fair Keeps the Spirit Going

Big Changes & Bigger Fun: New Additions in 1957

by HighlandCountyFairVA | Aug 9, 2025 | History

The 1957 Highland County Fair brought more than just sunshine and sawdust. With new exhibits, contests, and a flurry of behind-the-scenes upgrades, this year’s event raised the bar.  The festivities kicked off on Wednesday, August 28, with the beloved Fair Dance...
Floats, Fun & Fair Skies in 1956: The Highland County Fair Hits Its Stride

Floats, Fun & Fair Skies in 1956: The Highland County Fair Hits Its Stride

by HighlandCountyFairVA | Aug 1, 2025 | History

The Highland County Fair continued its exciting growth in 1956 by adding an extra day to the festivities — officially becoming a four-day celebration of community, creativity, and country life.  Kicking off on Wednesday, August 29 with a lively Fair Dance, the event...
Parades, Pups & “Frosty Boy”: A Look Back at the 1955 Highland County Fair

Parades, Pups & “Frosty Boy”: A Look Back at the 1955 Highland County Fair

by HighlandCountyFairVA | Jul 25, 2025 | History

In the fall of 1955, the hills of Highland County came alive once again with the color, clatter, and community spirit of the annual Highland County Fair. With a unanimous vote from the local civic clubs—Stonewall Ruritans, Monterey Lions, Blue Grass Ruritans, and the...
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Recent Posts

  • 1959 Highland County Fair Keeps the Spirit Going
  • Big Ideas, Baby Shows, & Bingo: 1958 Fair Makes Its Mark
  • Big Changes & Bigger Fun: New Additions in 1957
  • Floats, Fun & Fair Skies in 1956: The Highland County Fair Hits Its Stride
  • Parades, Pups & “Frosty Boy”: A Look Back at the 1955 Highland County Fair

Recent Comments

    Virginia's Highland County Fair

    Highland County Fair Association

    P.O. Box 366

    386 Myers Moon Road

    Monterey, Virginia 24465

    info@highlandcountyfairva.com

    • Follow

    The Highland County Fair is primarily a cash-only event;

    however, ATMs will be available on the grounds courtesy of Pendleton Community Bank

    The Highland County Fair is primarily a

    cash-only event; however, an ATM

    will be available on the grounds

    courtesy of Valley Amusements

    HCFA Board Meeting

    Third Thursday of every month (except November and December)

    7pm at the Modular Conference Room 89 Highland Center Drive Monterey, VA

    Please email us to confirm the meeting’s date and location.

    HCFA Board Meeting

    Third Thursday of every month

    (except November and December)

    7pm at the Modular Conference Room 89 Highland Center Drive Monterey, VA

    Please email us to confirm the

    meeting’s date and location.

     

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