Make Your February Fabulous in Middleburg

February may be characterized for its brevity, but in Middleburg, we make each of its days count, and 2024 brings us an extra day to love with Leap Year.

Our teeny, tiny town is again flush with activity this month. You’ll forget about the lingering winter chill with hot deals at the Winter Weekend Sale, you’ll be inspired by the multiple theatrical performances this month, and you’ll find yourself smitten on Valentine’s Day, no matter where you choose to celebrate!

Come see us this February- it’ll go fast! Remember to click the link to our full Events Calendar so you don’t miss a thing!

Travel Back in Time with The Victory Swing February 2-4

The Victory Swing is an immersive theatrical experience hosted by Rapid Felicities and Morrison Brothers February 2-4 at the Middleburg Community Center. The story is set in London during Hitler’s Blitzkrieg, when many people held dances during bomb raids – with windows blacked out and music turned up, they found joy amidst the fear.

Cupid’s Cave Returns to Boxwood Estate Winery

Celebrate love with a romantic, sweet and savory wine pairing at Boxwood’s annual Valentine experience: Cupid’s Cave, February 9-11 and 14th.

Enjoy four Boxwood wines paired with delicious, expertly curated hors d’oeuvres. PLUS! Each person takes home a Red Gift Bag featuring a half bottle of Trellis, a Boxwood logo wine glass, chocolate bar and a wine charm. A real treat for your Valentine!

Middleburg’s Winter Weekend Sale!

Join the Town of Middleburg and the Middleburg Business & Professional Association for Middleburg’s 13th Annual Winter Weekend Sale February 16-19, 2024. The savings will blow you away!

Friday, February 16 and Saturday, February 17: 10 am to 5 pm.
Sunday, February 18: Hours as posted by individual shops.
Monday, February 19: 10 am to 5 pm.

Red Carpet Reception and “National Velvet” Screening

Attend a fabulous fashion show of outfits supplied by local businesses in prior to a movie screening of “National Velvet” by the Middleburg Community Center on February 17, 2024 from 5 to 7 pm.

Your ticket purchase also enters you into a chance to win gift certificates from shops and boutiques showing at the fashion show! All ticket proceeds benefit local nonprofit Loudoun Therapeutic Riding.

Environmental Film Night at The Hill School

On February 24, enjoy an evening of short environmental films followed by an open discussion with local conservationists to learn more about how you can create an impact in conserving our beautiful rural landscape. You will also have an opportunity to talk individually with Soil and Water Conservation District representatives to learn more about cost-share programs and how to sign up for them.

Dancing with the Middleburg Stars February 24

Join the Middleburg Community Center’s first ever Dancing with the Middleburg Stars fundraiser, where six teams will compete by performing a choreographed dance.

The audience will participate in live bidding for each team as they race for first place. Proceeds of this fundraiser will benefit the Middleburg Community Center Pavilion Building project.