— June brings joy, happiness and lots of sunshine to Middleburg, as well as a never-ending abundance of activity and things to do! We have something for everyone and welcome you to visit and enjoy yourselves, whether you come for a day or stay for a week (or longer!).

Come see why Middleburg is one of the best towns in the American South and experience the energy and good humor for which we are known.

170th Upperville Colt & Horse Show presented by MARS Equestrian™

The oldest horse show in the country returns to celebrate its 170th Anniversary June 5-11!

Parking and general admission are free all week long. Come spend the day in beautiful horse country! There’s food available on the grounds, shopping and spectacular horses from hunters and jumpers, horses and ponies, to side saddle (even jumping side saddle.) For 170 years, it is a national and regional tradition with participants and attendees from all over the world.

Splish Splash Summer Bash at Middleburg Community Center

Start your summer off right & dive into the Middleburg Community Center end of the school year pool party and veterans appreciations BBQ! Splish Splash Summer Bash is Friday June 9th, 5:00-8:00pm

Middleburg Community Center has combined their end of the school year pool party with the Veterans Appreciation Picnic to bring you the “Splish Splash Summer Bash!

All veterans & their families + local community members, neighbors, and friends are invited to enjoy the free event!

There will be a quilt auction to benefit local veterans, live music from Bryan Fox and more!

Middleburg Museum Fun Friday

The Middleburg Museum’s Fun Friday is an evening of food, music and community!

Fun Friday
June 16
5-7 pm
Pink Box Garden
North Madison Street

Each month the Middleburg Museum will host a free gathering to connect with your neighbors and unwind. Enjoy hot dogs, hamburgers, chips and desserts for everyone while you enjoy live music from some of the area’s favorite artists.

Although this is a free event, sponsorship opportunities and donations are welcome.

Stuff the Trunk for Seven Loaves on June 23

Doc Week Middleburg is back at the Middleburg Community Center May 16-20, 2023!

Join the Middleburg Police Department and STUFF THE TRUNK for Seven Loaves Services on June 23 from 10 am to 5 pm at the Middleburg Safeway.

It’s so easy to support Seven Loaves during this event. Simply make a purchase at Safeway and stuff it in the trunk of the MPD cruiser! Monetary donations will also be collected.

MPD collected over 1,000 pounds of food for Seven Loaves at the December Stuff the Cruiser, so let’s set a new record this June!

Hunt Country Music Festival June 30- July 2

The Hunt Country Music Festival returns June 30-July 2 in Middleburg and Upperville, Virginia.

Don’t miss a single concert presented during the Hunt Country Music Festival. Festival Pass holders receive a discount on tickets and priority entrance to all concerts. The Festival Gold Pass includes entrance to the exclusive Broadway Brunch fundraiser at the Lake Pavilion.

The Festival concerts include Jazz Club with Quentin Walston Trio (June 30), The Music Crawl in Middleburg (July 1), “Navy” US Fleet Forces Band (July 1) and Dr. Nathaniel Gumbs (July 2).

A Place To Be Presents Stink!

Place To Be invites the entire community to witness their upcoming theatrical performance:

June 30 at 7 pm
July 1 at 7 pm
July 2 at 2 pm
The Hill School Theatre

Tickets are FREE at the door!

APTB’s summer campers have been hard at work rehearsing for their performances and would love to see everyone come out to support them!

Additional Events

Did we miss something? Email us at info@visitmiddleburgva.com or DM us on social media to let us know!