# Event Details

- **Event Name**: 75th Annual Highland County Fair Kickoff Event
- **Event Start and End Date**: Sat, 29 Aug, 2026 at 09:00 am (-04:00)
- **Event Description**: 🎉 75th Annual Highland County Fair Kickoff Event  
📍 386 Myers‑Moon Road, Monterey, VA 24465
📅 Saturday, August 29, 2026  
💲 FREE ADMISSION
Join us as we kick off the 75th Annual Highland County Fair with a full day of events, exhibits, food, and fun for all ages. Mark your calendars and bring the whole family!
🐴 Highland County Fair Horse Show – Grandstand
9:00 AM — Hunter Show
12:00 PM — Open Show
4:30 PM — Horse Show Speed Classes JACKPOT
*Participants enter from the Rt. 220 entrance*
🎨 Exhibits & Pre‑Registration
📍 Elementary School Gym  
🕓 4:00–6:00 PM  
Accepting entries for: Arts & Crafts, Art & Photography, Preserved Foods (No baked goods), Hunter–Fisher entries
Pre‑registration also open for: Parade, Kiddie Show, Dog Show
(No dogs permitted on grounds during this kickoff event)
🎯 Games & Activities (4:00–6:00 PM)
Dunk Tank — Stonewall Ruritan Club
BINGO — Monterey Lions Club
Horseshoes & Cornhole — Mill Gap Ruritan Club
🚗 Cruise‑In – 4:00 PM
Hosted by Blue Grass Ruritan Club
ALL antique cars, trucks, motorcycles & tractors welcome
Participants enter through the school gate
🎥 Historical Showcase – 5:30 PM
📍 Elementary School
Enjoy a special video and slideshow celebrating 75 years of Highland County Fair history.
🏇 Jousting – 7:00 PM (Grandstand)
Presented by the Natural Chimneys Jousting Club
Participants enter from the Rt. 220 entrance
Beginner, Intermediate & Advanced Classes
ALL ARE WELCOME to participate!
🍔 Food Available All Day
Stonewall Ruritan Club:  
Hamburgers, cheeseburgers, potato chips, drinks
Bolar Ruritan Club:  
Breakfast items, hotdogs, corndogs, ham sandwiches, chips, drinks
Fair Association:  
Funnel cakes
4‑H & FFA:  
Ice cream floats & popcorn
Fair rules and regulations apply. Visit our website for details:
👉 www.highlandcountyfairva.com
A huge thank‑you to the Highland County Chamber of Commerce for assisting with cleanup on August 30.
JOIN US FOR THE 75TH ANNUAL FAIR ON SEPTEMBER 2-5, 2026
FULL SCHEDULE ON OUR WEBSITE!
- **Event URL**: https://allevents.in/monterey/75th-annual-highland-county-fair-kickoff-event/200030403171616
- **Event Categories**: festivals, dog, dog-shows, workshops, art, calendar, parades, bingo
- **Interested Audience**: 
  - total_interested_count: 66

## Ticket Details


## Event venue details

- **city**: Monterey
- **state**: VA
- **country**: United States
- **location**: 386 Myers-Moon Road, Monterey, VA, United States, Virginia 24465
- **lat**: 38.4065
- **long**: -79.5794
- **full address**: 386 Myers-Moon Road, Monterey, VA, United States, Virginia 24465

## Event gallery

- **Alt text**: 75th Annual Highland County Fair Kickoff Event
  - **Image URL**: https://cdn-az.allevents.in/events6/banners/9afa68183500639df868eb862c5c46f2af586225adcc62db44e4036c537e1eaa-rimg-w1200-h1553-dcf8f8e8-gmir?v=1786937155

## FAQs

- **Q**: When and where is 75th Annual Highland County Fair Kickoff Event being held?
  - **A:** 75th Annual Highland County Fair Kickoff Event takes place on Sat, 29 Aug, 2026 at 09:00 am to Sat, 29 Aug, 2026 at 09:00 am at 386 Myers-Moon Road, Monterey, VA, United States, Virginia 24465.
- **Q**: Who is organizing 75th Annual Highland County Fair Kickoff Event?
  - **A:** 75th Annual Highland County Fair Kickoff Event is organized by Highland County Fair, Virginia.
- **Q**: Who is this event for? Is it right for me?
  - **A:** 75th Annual Highland County Fair Kickoff Event is ideal for festival lovers, culture enthusiasts, and anyone looking for a vibrant, immersive community experience. Whether you're a first-time attendee or a longtime enthusiast in Monterey, this event is thoughtfully curated to deliver a standout experience worth every moment. With 60+ people already showing interest, this is clearly an event worth adding to your calendar - don't miss out.

## Structured Data (JSON-LD)

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