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February Brings Winter Magic and Heartfelt Celebrations to Middleburg

February, the second month of the year, is celebrated for its unique mix of wintry beauty and heartfelt traditions. As the shortest month, with only 28 days—or 29 in a leap year—it still manages to be filled with charm, especially in Middleburg, where every day offers something enjoyable. Valentine’s Day on the 14th highlights the month as a time for love and affection, inspiring romantic gestures and meaningful connections. In Middleburg, February often brings crisp, cold weather, picturesque snow-covered landscapes, and the warmth of cozy indoor activities. It’s also a period of reflection and renewal, as the community cherishes the final days of winter while eagerly anticipating the promise of spring.

New events are always being added, so be sure to visit our full Events Calendar and not be left behind!

Free Stroke Smart Class at Emmanuel Parish House

Did you know strokes are the 5th leading cause of death and the #1 cause of long-term disability in the U.S.?

Emmanuel Episcopal Church’s Parish House will host Stroke Smart, a free, vital informational event on Saturday, February 1st at 11 am.

Attend this 30-minute Stroke Smart class to learn how to:

• Recognize the signs of a stroke
• Take immediate action to stop a stroke
• Save lives with this essential knowledge
• Lunch will be provided following the presentation.


The Art and Legacy of Miss North: Botanical Painter and Global Traveler

On February 5, join the Oak Spring Garden Foundation and Middleburg Books for an engaging lecture on Marianne North: A Victorian Painter for the 21st Century by Lynne Howarth-Gladston.

This beautifully illustrated book re-examines the life and work of botanical artist Marianne North (1830–1890), exploring her innovative painting techniques, use of photography, and unique artistic vision. Moderated by Sir Peter Crane, President of the Oak Spring Garden Foundation, the discussion will delve into North’s unconventional approach to art and science and her lasting legacy. The event will also connect North’s work to contemporary themes such as feminism, climate change, and the interplay between art and science.


Celebrate Your Valentine at Boxwood Estate Winery

Honor your love with Boxwood’s annual Cupid’s Cave Sweet & Savory Pairing! Indulge in four exceptional wines paired with a selection of perfectly curated hors d’oeuvres for a romantic and unforgettable experience.

For a fun twist, gather your friends for the Galentine Tasting Experience at Boxwood Estate Winery. Enjoy five exquisite wines accompanied by a pink heart-studded cookie, chocolate truffles, and a Deluxe Cheese Board.

Cupid’s Cave and Galentine Tasting run Wednesday, February 12-Monday, February 17. Make your reservation today!


Middleburg’s 14th Annual Winter Weekend Sale, February 14-17

The 14th Annual Middleburg Winter Weekend Sale, taking place from February 14-17, is a must-attend event for shopping enthusiasts!

This exciting weekend offers incredible discounts at a variety of local shops, from boutique clothing stores to unique gift shops. Participating stores will be marked with blue and white balloons, making it easy to explore the best deals in town. It’s the perfect time to support local businesses while enjoying the charming winter atmosphere of Middleburg.

Whether you’re looking for fashion finds, home décor, or one-of-a-kind gifts, this sale has something for everyone!


Briar Patch Cooking Class Weekend February 21-23

Briar Patch is offering winter cooking class February 21-23 and a cozy stay for those looking to learn new culinary skills! Chef Matt Finarelli will guide participants in preparing four-course gourmet meals, paired with fine food and local wines.

What’s Included:
Two-night stay with full hot breakfast
Hors d’oeuvres and wine tasting on Friday
Four-course dinner on Saturday
Rates starting at $250 per person for lodging options including a cottage, private bathroom, or two-bedroom suite

Make it a delicious getaway with cooking, wine, and relaxation! To register, email info@BriarPatchBandB.com or call 703-327-5911.


Après Ski Party at Lost Barrel Brewing

Get ready to hit the slopes… or at least the dance floor… on Saturday, February 22!

Join Lost Barrel Brewing for an Après Ski Theme Party. Start the night with live music 3-6pm then a live DJ 6-930pm!

Dress for the occasion in your coziest winter attire—think cozy sweaters, big jackets, fur, hats, earmuffs, and fleece—and embrace the ultimate ski lodge vibes. Plus, enjoy delicious, themed drinks crafted specially for the night to keep you warm and in the spirit.