Vendor Events in Middleburg, VA

Juried outdoor event (11am-6pm) with approximately 15 artist spaces. Welcomes paintings, pottery, sculpture, fashion, and photography. 2025 event attracted 4,500 visitors. Applications accepted until August 1st on rolling basis.

Each spring, Middleburg's horse country comes alive with an event that draws together two traditions: the region's storied equestrian heritage and a curated marketplace for handmade goods. The Middleburg Spring Races Craft Fair takes place at Glenwood Park in Virginia's picturesque hunt country, creating a unique setting where craftsmanship and racing culture intersect. Held annually on April 25, 2026, from 10 AM to 5 PM, this craft fair offers vendors a chance to reach an engaged crowd that's already gathered to experience one of Virginia's most distinctive sporting events. The fair features juried artisans working across multiple categories, with particular emphasis on equestrian-themed art and crafts that resonate with the local culture and visiting enthusiasts. You'll find everything from hand-painted homeware and jewelry to leather goods and fine art inspired by horses and country living. Food vendors round out the marketplace, offering refreshments and meals to attendees as they move between the fair and the famous steeplechase races. The combination of craft fair and racing event creates natural foot traffic throughout the day, as visitors cycle between shopping and watching the track. The April timing places this event at the heart of spring in Virginia, when the weather is typically pleasant for outdoor browsing and the region's natural beauty is in full bloom. The location at Glenwood Park provides a spacious setting for both vendor booths and the racing events, with the atmosphere reflecting Middleburg's identity as a center for equestrian sport and a destination for visitors interested in rural Virginia traditions. For craft vendors, particularly those working with equestrian themes, farm-inspired design, or artisanal food products, this fair represents an opportunity to connect with attendees who are specifically drawn to this niche and aesthetic. The juried nature of the event means quality control and a curated vendor mix, which helps maintain the fair's reputation and draws returning shoppers year after year.