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Local Events in Middleburg

Come & Join the Fun!

Renowned as the Nation’s Horse & Hunt Capital, Middleburg offers a variety of equestrian events throughout the year, including the Middleburg Spring Races and the Virginia Fall Races. It’s also a well-known destination for the arts with events like the Middleburg Film Festival and Art in the Burg.

Christmas in Middleburg draws thousands of visitors, who line the streets on the first Saturday in December to watch the parade and the Middleburg Hunt Revue.

Check the calendar below to find out what’s happening around town.

Audience in lawn chairs clapping in front of National Sporting Library and Museum
April 2024

“Honoring the Point”: The Gwynne McDevitt Sporting Dog Collection

In the spring of 2023, the National Sporting Library & Museum (NSLM) was the recipient of a generous bequest from member and supporter Gwynne McDevitt. To recognize this extraordinary gift, now on view at the NSLM is Honoring the Point: The Gwynne McDevitt Sporting Dog Collection featuring all 84 paintings, works on paper, sculptures, and a […]
Apr 12 - Mar 23
All Day
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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January 2025

Members Exhibit

The AiM Members Exhibit will showcase the work of over 62 artists across diverse mediums, including painting, mixed media, ceramics, and more. This juried, themed exhibit is part of our monthly series, with proceeds benefiting art programs in local schools, fostering creativity and growth within our community. The Gallery is open Wednesday through Sunday 12-5 […]
Jan 18 - Feb 23
All Day
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117
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Bird Box Building

Join the Oak Spring Biodiversity Conservation Team for a songbird nest box building workshop. Come learn about the importance of songbird boxes, where to position them on the landscape, how to monitor them, and how to construct one. All participants will be given materials and instruction on how best to build a simple songbird box, […]
Jan 25
9:00 am - 12:00 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184
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Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Jan 26
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Becky Parrish Workshop: Painting the Equestrian Still Life

Whether you are a beginner eager to learn the basics or an experienced artist looking to refine your techniques, this workshop is designed for all skill levels. Becky Parrish will provide personalized instruction and valuable insights to help you expand your artistic creativity and enhance your painting skills. Expect to engage in hands-on practice, receive […]
Jan 30
10:00 am - 4:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Middleburg Books Presents Emma Grey & Jane Costello

Join Middleburg Books at The Middleburg Community Center for a conversation with Australian author Emma Grey + British author Jane Costello as they share insight into their recently released Zibby Books novels, Pictures of You and It’s Getting Hot in Here. Middleburg Books owner Mary Beth Morell will moderate the conversation, which promises to delve […]
Jan 30
6:00 pm - 8:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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The Last Year of Mosby’s Rangers

2025 marks the 160th anniversary of the last year of campaigning for the 43rd Battalion of Virginia Cavalry during the Civil War. Join historians David Goetz, Don Hakenson, and Eric Buckland for a look into the last year of the rangers, the postwar career of Colonel John Singleton Mosby, and the legacy of this successful […]
Jan 30
6:00 pm - 7:30 pm
Buchanan Hall
8549 John S. Mosby Hwy. Upperville, VA 20184
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Becky Parrish Workshop: Painting the Equestrian Still Life

Whether you are a beginner eager to learn the basics or an experienced artist looking to refine your techniques, this workshop is designed for all skill levels. Becky Parrish will provide personalized instruction and valuable insights to help you expand your artistic creativity and enhance your painting skills. Expect to engage in hands-on practice, receive […]
Jan 31
10:00 am - 4:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail

Beer Pairing Dinner at Lost Barrel

Join Lost Barrel Brewing for a beer pairing dinner in their cozy taproom! Savor a curated five-course meal crafted by Executive Chef Jose, each course expertly paired with the ideal Lost Barrel beer to elevate your dining experience. Throughout the event, Dan will share insights into our brewing process and the unique flavors that define […]
Jan 31
7:00 pm - 9:00 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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February 2025

Middleburg Books Presents Author James Ponti

Join Middleburg Books at the Middleburg Community Center for an afternoon of espionage, intrigue, and spy-tastic fun with Edgar Award-winning author James Ponti! As the mastermind behind the New York Times bestselling City Spies series, James will reveal top-secret intel about his latest adventure, London Calling, the thrilling sixth installment in the series. Click here […]
Feb 01
1:00 am - 3:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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Goodstone Inn’s “Be Mine” Valentine’s Day Package

Treat your special someone to the ultimate romantic escape with Goodstone Inn’s ‘Be Mine’ Package. Enjoy sparkling wine, indulgent chocolates, and elegant roses, all set against the picturesque backdrop of Hunt Country. Reserve your February stay today and make this Valentine’s celebration truly unforgettable!
Feb 01 - 28
All Day
Goodstone Inn & Restaurant
36205 Snake Hill Rd, Middleburg, VA 20117
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Unusual Bulbs of the Garden

John Lonsdale will discuss and illustrate a wide variety of the many uncommon and beautiful shade and sun-loving “bulbs” which he grows in his zone 6b garden and greenhouses in Exton, PA. In addition to the true bulbs, such as snowdrops, the presentation will feature plants utilizing tubers, corms and rhizomes – anything that allows […]
Feb 01
9:00 am - 12:00 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184
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Free Stroke Smart Class

Emmanuel Episcopal Church’s Parish House will host Stroke Smart, a free, vital informational event on Saturday, February 1, at 11 am. Did you know strokes are the 5th leading cause of death and the #1 cause of long-term disability in the U.S.? Attend this 30-minute Stroke Smart class to learn how to: Recognize the signs […]
Feb 01
11:00 am - 12:30 pm
Emmanuel Parish House
105 E Washington St, Middleburg, VA 20117
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Onesie Party

Winter is here, and it’s time to cozy up! Join Lost Barrel for the ultimate Onesie Party — the comfiest event of the season. Slip into your snuggliest onesie, grab your favorite drink, and hit the dance floor. Plus, if you come dressed in your onesie, you’ll receive a free LBB sticker to remember the […]
Feb 01
3:00 pm - 9:30 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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Somm Sundays at Slater Run – Exploring Wines of Washington & Oregon

Join Slater Run Vineyards on a voyage around the world of wine! Led by the expert and passionate Somm, Sara Gann, this event promises to be a fun and educational journey through history and flavors. Whether you’re a wine enthusiast looking to expand your knowledge or simply seeking a more unique tasting experience, this is […]
Feb 02
1:00 pm - 2:15 pm
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Community Music School of the Piedmont’s 17th Annual Candlelight Concert Fundraiser

Join us for the Community Music School of the Piedmont’s 17th Annual Candlelight Concert Fundraiser on Sunday, February 2nd at 5:30pm, in the beautiful home of Tom and Nancy Dungan (7152 Rock Hill Mill Rd, The Plains, VA). Performing this year will be MELERensemble, a wonderful piano trio, with renowned pianist Tanya Gabrielian, acclaimed violinist […]
Feb 02
5:30 pm - 8:00 pm
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The Art and Legacy of Miss North: Botanical Painter and Global Traveler

Join Oak Spring Garden Foundation and Middleburg Books for an engaging lecture and discussion of Lynne Howarth-Gladston’s new book, Marianne North: A Victorian Painter for the 21st Century. This lavishly illustrated book re-assesses the work of botanical painter Marianne North (1830–1890), examining her unique approach to painting, her techniques, and her use of photography. Howarth-Gladston […]
Feb 05
10:00 am - 12:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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Art Inspired Flower Workshop with Barbara Sharp & Karla Etten

Embrace your creativity at an art inspired floral workshop led by the dynamic duo of Barbara Sharp, artist, and floral designer/gardener extraordinaire, and Karla Etten, owner of Etten’s Eden Nursery & Flower Farm. Following step-by-step instructions, you will create a fresh floral interpretation of the painting The Huntsman’s Wedding by Heywood Hardy from our permanent […]
Feb 05
4:00 pm - 5:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Galentine’s Day

Celebrate the power of friendship this Valentine’s season with the Galentine’s Day Party at LBB! This will be a fabulous evening filled with drinks, delicious food, and even better company with DJ Heather Femia playing great tunes. Shop from amazing female owned companies including: Permanent Jewelry by Ransom Jewelry Hat Bar by Hat Pin by […]
Feb 06
5:00 am - 9:30 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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DMV Connect in Middleburg

Don’t have time or the motivation to go to the DMV? Fear not, the DMV is coming to you! DMV Connect is back in Middleburg on February 6, 2025 from 10:00am-3:00pm at the Middleburg Town Hall. Click here to make an appointment!
Feb 06
10:00 am - 3:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117
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Woodland Treasures

John Lonsdale will discuss a wide variety of the many unusual and beautiful woodland plants which he grows in his USDA zone 6b garden in Exton, PA. The presentation will highlight genera such as Trillium, Galanthus, Cyclamen, Corydalis, Podophyllum, Hepatica, Erythronium, Cypripedium, Phlox, Epimedium and Arisaema, many of which are native to the eastern USA. […]
Feb 08
9:00 am - 12:00 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184
View Detail

Somm Sundays at Slater Run – Exploring Wines of Washington & Oregon

Join Slater Run Vineyards on a voyage around the world of wine! Led by the expert and passionate Somm, Sara Gann, this event promises to be a fun and educational journey through history and flavors. Whether you’re a wine enthusiast looking to expand your knowledge or simply seeking a more unique tasting experience, this is […]
Feb 09
1:00 pm - 2:15 pm
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Origami for Everyone

Learn how to create origami with step-by-step instructions from local artist Linda Conti. Then make a beautiful crane or explore other origami forms. Origami, the traditional Japanese art of paper folding, can be intimidating at first. Linda Conti has been teaching this art to students, both young and mature, for over 30 years. Bring your […]
Feb 11
6:00 pm - 8:00 pm
Middleburg Library
101 Reed St, Middleburg, VA 20117
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Loudoun County Information & Referral Unit

Get information from specialists at the Loudoun County Information & Referral Unit, who ensure residents can access the help they need. Email DFS@loudoun.gov to make an appointment at the library. The Loudoun County Information and Referral (I&R) connects community members to health and human services information and resources in Loudoun County, including critical services such […]
Feb 12
10:00 am - 12:00 pm
Middleburg Library
101 Reed St, Middleburg, VA 20117
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Galentine Tasting Experience

Bring your Gal Pals to Boxwood Estate Winery for the Galentine Tasting Experience featuring a dedicated server and a selection of five wines with our pink, heart-studded cookie, chocolate truffles, and Deluxe Cheese Board! Each guest takes home a specially wrapped Half Bottle of Sauvignon Gris with our Boxwood Cupid on the label!
Feb 12
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
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Cupid’s Cave Sweet & Savory Pairing

Celebrate love with a romantic, sweet-and-savory wine pairing at Boxwood’s annual Cupid’s Cave Sweet & Savory Pairing! Enjoy four of Boxwood’s best wines paired with delicious curated hors d’oeuvres. Menu: Escargot en Brioche with Truffle Butter-Pastry Blossoms-Shrimp Cocktail + Marie Rose Sauce-Red Velvet Cupcake (Gluten-Free/Vegetarian menu: Cucumber + Boursin-Bruschetta + Burrata-Spinach Ravioli + Rosatella Sauce-Chocolate […]
Feb 12
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
View Detail

Galentine Tasting Experience

Bring your Gal Pals to Boxwood Estate Winery for the Galentine Tasting Experience featuring a dedicated server and a selection of five wines with our pink, heart-studded cookie, chocolate truffles, and Deluxe Cheese Board! Each guest takes home a specially wrapped Half Bottle of Sauvignon Gris with our Boxwood Cupid on the label!
Feb 13
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
View Detail

Cupid’s Cave Sweet & Savory Pairing

Celebrate love with a romantic, sweet-and-savory wine pairing at Boxwood’s annual Cupid’s Cave Sweet & Savory Pairing! Enjoy four of Boxwood’s best wines paired with delicious curated hors d’oeuvres. Menu: Escargot en Brioche with Truffle Butter-Pastry Blossoms-Shrimp Cocktail + Marie Rose Sauce-Red Velvet Cupcake (Gluten-Free/Vegetarian menu: Cucumber + Boursin-Bruschetta + Burrata-Spinach Ravioli + Rosatella Sauce-Chocolate […]
Feb 13
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
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“This Ol’ Country Girl” 4th Annual Patsy Cline Concert

Enjoy the timeless magic of Patsy Cline like never before at our 4th annual tribute concert. Join us for a soul-stirring acoustic concert performed by Bess Putnam that brings Patsy’s iconic hits to life in an intimate setting. Learn about her rise to prominence in the Shenandoah Valley, and her performances throughout the Virginia Piedmont […]
Feb 13
7:00 pm - 9:00 pm
Buchanan Hall
8549 John S. Mosby Hwy. Upperville, VA 20184
View Detail

Galentine Tasting Experience

Bring your Gal Pals to Boxwood Estate Winery for the Galentine Tasting Experience featuring a dedicated server and a selection of five wines with our pink, heart-studded cookie, chocolate truffles, and Deluxe Cheese Board! Each guest takes home a specially wrapped Half Bottle of Sauvignon Gris with our Boxwood Cupid on the label!
Feb 14
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
View Detail

Cupid’s Cave Sweet & Savory Pairing

Celebrate love with a romantic, sweet-and-savory wine pairing at Boxwood’s annual Cupid’s Cave Sweet & Savory Pairing! Enjoy four of Boxwood’s best wines paired with delicious curated hors d’oeuvres. Menu: Escargot en Brioche with Truffle Butter-Pastry Blossoms-Shrimp Cocktail + Marie Rose Sauce-Red Velvet Cupcake (Gluten-Free/Vegetarian menu: Cucumber + Boursin-Bruschetta + Burrata-Spinach Ravioli + Rosatella Sauce-Chocolate […]
Feb 14
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
View Detail

Heart & Harvest: A Humane Valentine’s Weekend

Celebrate regenerative farming and heritage breeds this Valentine’s Day with specials featuring Certified Humane® Rose Veal and Ancient White Park beef, raised with love and respect at our farm just down the road. Try the Cupid-approved drinks and wine pairings, in addition to the full regular menu. To make a reservation, call 540-592-9020 or click […]
Feb 14
11:30 am - 9:00 pm
Hunter's Head Tavern
9048 John S Mosby Hwy, Upperville, VA 20184
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Valentine’s Dinner at Greenhill

Celebrate love and fine wine in the Greenhill Barrel Room this Valentine’s Day, Friday, February 14th! Indulge in an unforgettable evening featuring a plated, four-course set menu, thoughtfully paired with Greenhill’s finest wines. Gather around a king’s table with fellow wine enthusiasts and immerse yourself in an evening of culinary delight, exquisite wines, and great […]
Feb 14
6:00 pm - 8:00 pm
Greenhill Winery
23595 Winery Ln, Middleburg, VA
View Detail

Galentine Tasting Experience

Bring your Gal Pals to Boxwood Estate Winery for the Galentine Tasting Experience featuring a dedicated server and a selection of five wines with our pink, heart-studded cookie, chocolate truffles, and Deluxe Cheese Board! Each guest takes home a specially wrapped Half Bottle of Sauvignon Gris with our Boxwood Cupid on the label!
Feb 15
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
View Detail

Cupid’s Cave Sweet & Savory Pairing

Celebrate love with a romantic, sweet-and-savory wine pairing at Boxwood’s annual Cupid’s Cave Sweet & Savory Pairing! Enjoy four of Boxwood’s best wines paired with delicious curated hors d’oeuvres. Menu: Escargot en Brioche with Truffle Butter-Pastry Blossoms-Shrimp Cocktail + Marie Rose Sauce-Red Velvet Cupcake (Gluten-Free/Vegetarian menu: Cucumber + Boursin-Bruschetta + Burrata-Spinach Ravioli + Rosatella Sauce-Chocolate […]
Feb 15
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
View Detail

Heart & Harvest: A Humane Valentine’s Weekend

Celebrate regenerative farming and heritage breeds this Valentine’s Day with specials featuring Certified Humane® Rose Veal and Ancient White Park beef, raised with love and respect at our farm just down the road. Try the Cupid-approved drinks and wine pairings, in addition to the full regular menu. To make a reservation, call 540-592-9020 or click […]
Feb 15
11:25 am - 9:00 pm
Hunter's Head Tavern
9048 John S Mosby Hwy, Upperville, VA 20184
View Detail

Mom & Me Valentine’s Day

Celebrate love and make memories at Lost Barrel Brewing’s Mom & Me Valentine’s Day Party! This special event is designed for moms and their little valentines to share a day of fun, creativity, and connection. Shop & Create Together: A custom jean jacket patch bar (bring your own jacket!) and hat bar by Hatpin by […]
Feb 16
11:00 am - 4:00 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
View Detail

Galentine Tasting Experience

Bring your Gal Pals to Boxwood Estate Winery for the Galentine Tasting Experience featuring a dedicated server and a selection of five wines with our pink, heart-studded cookie, chocolate truffles, and Deluxe Cheese Board! Each guest takes home a specially wrapped Half Bottle of Sauvignon Gris with our Boxwood Cupid on the label!
Feb 16
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
View Detail

Cupid’s Cave Sweet & Savory Pairing

Celebrate love with a romantic, sweet-and-savory wine pairing at Boxwood’s annual Cupid’s Cave Sweet & Savory Pairing! Enjoy four of Boxwood’s best wines paired with delicious curated hors d’oeuvres. Menu: Escargot en Brioche with Truffle Butter-Pastry Blossoms-Shrimp Cocktail + Marie Rose Sauce-Red Velvet Cupcake (Gluten-Free/Vegetarian menu: Cucumber + Boursin-Bruschetta + Burrata-Spinach Ravioli + Rosatella Sauce-Chocolate […]
Feb 16
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
View Detail

Heart & Harvest: A Humane Valentine’s Weekend

Celebrate regenerative farming and heritage breeds this Valentine’s Day with specials featuring Certified Humane® Rose Veal and Ancient White Park beef, raised with love and respect at our farm just down the road. Try the Cupid-approved drinks and wine pairings, in addition to the full regular menu. To make a reservation, call 540-592-9020 or click […]
Feb 16
11:25 am - 9:00 pm
Hunter's Head Tavern
9048 John S Mosby Hwy, Upperville, VA 20184
View Detail

Galentine Tasting Experience

Bring your Gal Pals to Boxwood Estate Winery for the Galentine Tasting Experience featuring a dedicated server and a selection of five wines with our pink, heart-studded cookie, chocolate truffles, and Deluxe Cheese Board! Each guest takes home a specially wrapped Half Bottle of Sauvignon Gris with our Boxwood Cupid on the label!
Feb 17
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
View Detail

Cupid’s Cave Sweet & Savory Pairing

Celebrate love with a romantic, sweet-and-savory wine pairing at Boxwood’s annual Cupid’s Cave Sweet & Savory Pairing! Enjoy four of Boxwood’s best wines paired with delicious curated hors d’oeuvres. Menu: Escargot en Brioche with Truffle Butter-Pastry Blossoms-Shrimp Cocktail + Marie Rose Sauce-Red Velvet Cupcake (Gluten-Free/Vegetarian menu: Cucumber + Boursin-Bruschetta + Burrata-Spinach Ravioli + Rosatella Sauce-Chocolate […]
Feb 17
11:00 am - 5:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117
View Detail

Heart & Harvest: A Humane Valentine’s Weekend

Celebrate regenerative farming and heritage breeds this Valentine’s Day with specials featuring Certified Humane® Rose Veal and Ancient White Park beef, raised with love and respect at our farm just down the road. Try the Cupid-approved drinks and wine pairings, in addition to the full regular menu. To make a reservation, call 540-592-9020 or click […]
Feb 17
11:25 am - 9:00 pm
Hunter's Head Tavern
9048 John S Mosby Hwy, Upperville, VA 20184
View Detail

Cooking Class Weekend

Briar Patch is offering winter cooking classes and a stay for folks who want to try something new in the kitchen while staying at the inn! The cooking class weekends feature Chef Matt Finarelli. Participants will learn how to prepare four-course gourmet meals and enjoy their creations. Grab a partner to enjoy fine food and […]
Feb 21 - 23
All Day
Briar Patch B&B
23130 Briar Patch Lane, Middleburg, VA 20117
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STEAM Challenge

Foxcroft School looks forward to hosting middle and high school teams for this engaging day of science, technology, engineering, art, and math challenges, which includes two competitions: high school in the morning and middle school in the afternoon. Teams of three to four girls (one team per school) will: – Rotate through five fun STEAM […]
Feb 22
8:30 am - 6:00 pm
Foxcroft School
22407 Foxhound Lane Middleburg VA
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Apres Ski at Lost Barrel Brewing

Get ready to hit the slopes… or at least the dance floor! 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 […]
Feb 22
6:00 pm - 9:30 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
View Detail

Somm Sundays at Slater Run – Exploring Wines of Washington & Oregon

Join Slater Run Vineyards on a voyage around the world of wine! Led by the expert and passionate Somm, Sara Gann, this event promises to be a fun and educational journey through history and flavors. Whether you’re a wine enthusiast looking to expand your knowledge or simply seeking a more unique tasting experience, this is […]
Feb 23
1:00 pm - 2:15 pm
View Detail

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Feb 23
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Free Art & Nature Class for Kids and Teens: Dried Floral Wall Hanging Craft

Join the Middleburg Library for an exciting hands-on activity presented by the Oak Spring Garden Foundation. Kids (ages 6-11) and teens (ages 12-18) are invited to get creative making beautiful, dried flower wall hangers to brighten those winter blues using dried florals and plants from the Biocultural Conservation Farm at Oak Spring Garden. It’s a […]
Feb 25
6:00 pm - 7:30 pm
Middleburg Library
101 Reed St, Middleburg, VA 20117
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The Final Resting Place of President John F. Kennedy: A Conversation

Join Oak Spring Garden Foundation for a captivating discussion about the burial of President John F. Kennedy at Arlington National Cemetery, the creation of his gravesite, and the fascinating story behind an abandoned memorial wreath. Elinor Crane, who played a key role in the search for this long-forgotten memorial, will be joined by Sgt. James […]
Feb 26
10:00 am - 12:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
View Detail
March 2025

Tulip Mania

Join horticulturist and flower bulb grower Jason Delaney and the OSGF Library staff for a richly illustrated and immersive lecture on the storied history of a timeless garden favorite, the tulip. Drawing from five centuries’ worth of lavish content in the OSGF Library’s rare and antiquarian holdings, Jason will enlighten participants on the tulip’s wild […]
Mar 06
3:30 pm - 5:30 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184
View Detail

Cooking Class Weekend

Briar Patch is offering winter cooking classes and a stay for folks who want to try something new in the kitchen while staying at the inn! The cooking class weekends feature Chef Matt Finarelli. Participants will learn how to prepare four-course gourmet meals and enjoy their creations. Grab a partner to enjoy fine food and […]
Mar 14 - 16
All Day
Briar Patch B&B
23130 Briar Patch Lane, Middleburg, VA 20117
View Detail

Virginia’s Daffodil Tale

Virginians and daffodils share a rich, though sometimes questionable, history. The allure of having one’s beloved flower aboard early colonial ships has inspired both northern and southern writers to craft tales, long on romance, but short on proof. Despite this, daffodils do make appearances in colonial era garden journals, letters, and—most compellingly—within the remnants of […]
Mar 15
9:00 am - 12:00 pm
Oak Spring Granary
8614 Mill Reef Rd, Upperville, Va 20184
View Detail

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Mar 30
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
April 2025

Middleburg Wellness Day

We invite you to participate and enjoy the 2025 Middleburg Wellness Day which will take place on Saturday April 12, 2025 from 11:00 a.m. – 3:00 p.m. Wellness Day will highlight the numerous businesses and organizations in and around Middleburg that contribute to the many aspects of health and wellness and will be there to […]
Apr 12
11:00 am - 3:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
View Detail

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Apr 27
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
May 2025

Art in the Burg

Art In the Burg returns to Celebrate the Arts! Join us Saturday, May 10th from 11:00 a.m. to 6:00 p.m. In addition to paintings, pottery, sculptures and photography we’ll have live music, dance groups, and theatre performances throughout the day! In addition, local businesses, schools, and neighborhoods will participate in Art CAN Help by creating […]
May 10
11:00 am - 6:00 pm
View Detail

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
May 25
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
June 2025

2025 Loudoun Benefit Horse Show

The Loudoun Benefit Horse Show began in 1951, running as a Junior and Pony Show for several decades. Held for many years at Glenwood Park in Middleburg it was among the many prestigious stops along the Virginia show circuit. Today’s show is held at the Upperville Show Grounds on Route 50, the week following the […]
Jun 11 - 15
All Day
Loudoun Benefit Horse Show
8300 John S. Mosby Hwy., Upperville, VA 20184
View Detail

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Jun 29
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
July 2025

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Jul 27
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
August 2025

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Aug 31
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
September 2025

Middleburg Oktoberfest

Prost! Join us for our 5th Oktoberfest Celebration on September 20th, 2025! Festivities will take place on South Madison St. and Federal St., which will be closed to vehicular traffic. We’ll have multiple biergartens, traditional German food, live music, and festival games. Local beer, wine, cider, and traditional Oktoberfest foods will be available for purchase […]
Sep 20
11:00 am - 6:00 pm
View Detail

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Sep 28
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
October 2025

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Oct 26
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
November 2025

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Nov 30
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
December 2025

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Dec 28
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
January 2026

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Jan 25
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
February 2026

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Feb 22
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
March 2026

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Mar 29
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
April 2026

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Apr 26
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
May 2026

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
May 31
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
June 2026

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Jun 28
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
July 2026

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Jul 26
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
August 2026

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Aug 30
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
View Detail
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Established in the 1960s, the Middleburg Business and Professional Association is a membership-based organization that works to promote, enhance and support the local businesses of Middleburg, Virginia, “The Nation’s Horse & Hunt Capital.

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