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Festivals in Upperville, VA.
Sports Events, Family & Kids Festivals

Featured Events

November 8 - 10, 2024

bodaciousbazaar.com

(757) 255-8680
Hampton Roads Convention Center - Hampton, VA

The Bodacious Bazaar is an amazing three day shopping extravaganza and wine festival that is held at the Hampton Roads Convention Center in the Hampton, Virginia. Our show is designed to promote talented artists, crafters, local businesses and wonderful Virginia wineries at an extraordinary venue. Our show donates a percentage of its net to chosen non-profits each show.

November 8 - 10, 2024

bodaciousbazaar.com

(757) 255-8680
Hampton Roads Convention Center - Hampton, VA

This will be a huge shopping extravaganza and a three-day wine Festival with a portion of the profits going to local charities We will have vendors in all categories, food, crafts, fine art, and wine tasting & buy by the glass, or bottle, all quality and unique vendors. We are still accepting vendor applications until we fill up!

November 10, 2024

vacatfestival.com

(703) 362-9577
Williamsburg Lodge - Williamsburg, VA

A festival celebrating all things cats, including a vendor MarCATplace, guests, live performances, film screenings, panels, workshops, cat-themed activities, and more!

November 22 - 24, 2024

craftanddesignrva.com

(804) 353-4457
Main Street Station - Richmond, VA

Now in its 60th year, Craft + Design showcases the work of contemporary craft artists from across the United States. Shoppers spend the weekend eating, drinking and browsing the work of artists from all over the country. Awards are presented in ceramics, precious metals, glass, wood and recycled materials, sustainability, booth design, contemporary design, innovative use of traditional craft materials and fiber. VisArts also presents a best in show award as well as an award for the best new artist.

March 8 - 17, 2025

highlandcounty.org/maple-festival

(540) 468-2550
Highland County - Monterey, VA

The award-winning Highland County Maple Festival, designated a Local Legacy by the Library of Congress, offers maple sugar camp tours where visitors can observe traditional and modern techniques of sugar making in the beautiful mountains of Virginia. This award-winning festival attracts 20,000 - 30,000 visitors annually during the 2nd and 3rd weekends of March, where visitors enjoy maple syrup, famous maple doughnuts, pancake, and buckwheat cake meals, sweet and savory treats, handmade arts & crafts, live entertainment, and small-town hospitality. Come on out, and experience the tradition that's been running strong since 1959!

May 31, 2025

(703) 212-5850
Kenmore Auditorium - Arlington, VA

38th Festival Argentino 2025, Sat May 31, 3:30 pm–10:30 pm. Presented by: Festival Argentino USA. Venue: Kenmore Auditorium Tickets · $15-35. Argentina Sings, Dances, and Exhibits in the USA with a spectacular show for the whole family featuring folk music, tango, dances, and rock-pop music with artists coming from Argentina & Top great local artists, Exhibitor-Booths + Food + Catalogs in the 38th Annual Festival Argentino!

July 18 - 19, 2025

(434) 374-2436
Virginia Avenue - Clarksville, VA

Ranked in the Top 20 Events in the Southeast by the Southeast Tourism Society. Juried arts & craft show, free tethered hot air balloon rides for children 12 and younger, musical entertainment, 14 hot air balloons and gathering of the boats and fireworks over the lake & more--all this in Southern Virginia.

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Events in Upperville, VA — upcoming

Upperville Colt & Horse Show
June 2025 (dates not updated)

Upperville Colt & Horse Show

Grafton and Salem Show Grounds, Upperville, VA

Status: Updated 3/16/2023

A Sports Event organized by Upperville Colt & Horse Show.
This Virginia Sports Event will have antique/collectibles, commercial/retail, corp./information, crafts, fine art and fine craft exhibitors, and local food booths. This event will also include: car show, petting zoo, terrier races, children's art zone.
Middleburg Classic Horse Show
September 2025 (dates not updated)

Middleburg Classic Horse Show

Salem Farm Showgrounds, Upperville, VA

Status: Updated 7/9/2024

A Sports Event organized by Middleburg Classic Horse Show.
This Virginia Sports Event will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and no food booths. Admission tickets are $5 - $10. This event will also include horse show.