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ANNUAL EVENTS
January
The Rev. Dr. Martin Luther King, Jr. Birthday
Observance: Scrabble School Preservation Foundation, Inc. presents this tribute and Julia E. Boddie Scholarship fundraiser. The event is on the third Sunday in January in person and virtual. Email: scrabbleschoolva@gmail.com.
March
Benevolent Fund
Celebrity Waiter Dinner: Annual themed dinner with local celebrity waitstaff whose antics are sure to raise money and your mood. Join us in March for a good time and a good cause. All money raised benefits the Benevolent Fund, a Rappahannock based organization that responds to people in need by providing emergency financial assistance. For more information contact Berni Olson 540-671-0421. For details on dinner, visit Rappbenfund.org after January 1.
April
Fodderstack 10k Classic
Race: The annual race course follows the rolling hills between the towns of Flint Hill and Washington and has been held for more than 35 years, drawing hundreds of runners of all levels from the region. Email: info@ fodderstack10k.com or visit fodderstack10k.com.
Old Dominion Hounds
Point-to-Point Races : Held at historic Ben Venue Farm, on Route 729 at U.S. 211. Contact the joint-masters at 540-3644573 or 540-636-1507 or visit theolddominionhounds.com.
SperryFest : An annual street fair with local and regional artisans, food vendors, musical acts as well as family and kids’ activities based on Sperryville's historic Main Street, featuring the popular Great Rubber Duck Race Down the Mighty Thornton River. For more information, email kerry@ beforeandaftersperryville.com or visit sperryfest.org.
Waterpenny Plant Sale:
On the last Saturday of April, Sperryville’s Waterpenny Farm hosts an annual plant sale. Speak with plant experts, buy locally grown plants from Waterpenny and other local nurseries and farms, and see all your gardening friends in the process. You can buy vegetable plants, annual and perennial flowers, shrubs, trees, fruit trees and mushroom logs. There’s also food, outdoor art and ornaments and a free nature camp for kids. Visit waterpennyfarm.com for more information.
June
Amissville carnival and parade: This annual event benefits the Amissville Volunteer Fire and Rescue squad. For information, call 540-937-4218 or visit amissvillevfr.org.
July
Fourth of July celebration and fireworks: Held on the fields of Ben Venue Farm in Flint Hill at 98 Ben Venue Road, proceeds benefit the Sperryville Volunteer Fire Department. Lots of food, live music, games and displays. Fireworks start at dusk. Call 540-987-8124 or visit sperryvillefire.com.
September
Rappahannock County Farm Tour & Festival: This two-day, free event is usually the last weekend in September, with self-guided tours showcasing Rappahannock’s farms and related businesses producing the very best in local food, award-winning wines and artisanal products, set against the backdrop of the county's extraordinary beauty. For more information, call 540-675-5330 or visit rappfarmtour.org.
Rappahannock Rough Ride: Multiple bicycle races and events for all levels of fitness and skill. This outdoor challenge benefits the Fauquier Free Clinic, which also serves Rappahannock residents. Call 540-347-0394 or visit rappahannockroughride.org for more.
John Jackson Piedmont Blues Festival: A tribute to the legacy of Rappahannock native and renowned blues singer and guitarist John Jackson, the festival is usually held near the end of September at Eldon’s Clover Hill Farm. For more information contact Kenner Love, Virginia Cooperative Extension, at 540675-3619 or klove@vt.edu.
October
Monster Mash - Fun Run Dash: The inaugural event is on October 4, 2025 in Little Washington. Bring your friends and family for a morning of running, walking, and dashing to support Rappahannock County Public Schools. This
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