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Merry May in Middleburg

We have 31 whole days of abundant blooms, sunny skies and not-quite hot and humid weather in Middleburg this May, as we can’t wait to see you!

Do you love art? We have art for you this month, including events and exhibits at the Oak Spring Garden Foundation, NSLM, The Byrne Gallery, Museum of Hounds & Hunting and the Artists in Middleburg. We welcome back Art in the Burg on May 11 on South Madison and Federal Streets, and we are excited for another year of DocWeek Middleburg.

If books are your passion, check out the author events at Middleburg Books, Creme de la Creme and Salamander Middleburg, or sign up for your Library Card at the Middleburg Library and enjoy all of the books, magazines, newspapers and free community programming you can handle!

If you haven’t made plans for Mother’s Day yet, fear not! Do we have options for you, your mom or your mom-figure! Scroll on down for links to some of our dining establishments who look forward to helping you celebrate.

Check out the events below, and as always, be sure to visit our full Events Calendar so you don’t miss a thing!

Middleburg Farmers Market Opens on May 5

The Middleburg Farmers Market will kick off on Saturday, May 4th from 9:00 am – 12:00 noon at the Middleburg Town Hall.

The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the people who produce them.


Art is Everywhere on May 11

Art in the Burg, Middleburg’s annual celebration of the arts, returns to South Madison and Federal Streets on Saturday, May 11 from 10 am to 6 pm!

Enjoy painting, pottery, photography, live music, jewelry, sculpture, woodworking, leather goods, wearables, candles, soaps and lotions, all hand-crafted and locally made, plus live music, architecture, dance, improv, storytelling, culinary arts, craft beverages and street food.



Celebrate Mom in Middleburg

If you haven’t made plans for Mother’s Day yet, fear not! Do we have options for you, your mom or your mom-figure. Click the link below to see who is looking forward to hosting you!


DocWeek Middleburg Returns to MCC

From May 14-18, one film per day is shown at sunset, in an outdoor amphitheater setting, weather permitting, at the Middleburg Community Center. DocWeek features only documentaries and is committed to limiting the audience to 150 viewers, ensuring an intimate, local community event.

Doc Week’s goal is to bring together neighbors to share educational and often inspiring films and to encourage communication and highlight shared values.


The 65th Hunt Country Stable Tour

Whether you’re a seasoned rider, a horse enthusiast, or simply captivated by the grace of these magnificent animals, this event promises something for everyone!

Get ready to trot along on an unforgettable journey through this historic equestrian landscape! All for a good cause to support the outreach programs of Trinity Episcopal and give back to the community far and wide.


Inaugural Middleburg Day Friday, May 31

Join the Town of Middleburg for the Inaugural Middleburg Day on Friday, May 31 at 5:00pm at the Town Hall.

This event will celebrate the joy and connection of our community – consider it a community picnic – with great food, music, games, and community spirit. Food will be provided by the Town!

You won’t want to miss this time to gather and enjoy the chance to relax with your neighbors.