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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

“The Happiness of Color” Jewelry Exhibit

The Byrne Gallery is pleased to present The Happiness of Color Spring Jewelry Event 2024. This special exhibition will feature jewelry and accessories for the new season by five local designers: Olga Chan, Debra Fabian, Margarita Smoroda, Kathryn Stanko and Susie Lipscher of Plum Blossom Kimono. Each of their one-of-a-kind collections incorporates color and compositions […] ...
Apr 06 - Jul 31
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117

“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 - Sep 15
All Day
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117

Windy Hill Sip & Soiree

Windy Hill Foundation is proud to have entered their 41st year of making a difference in the neighborhood. Everyone is welcome to celebrate this incredible milestone with the community! Celebrate the Windy Hill residents and family past and present, as well as the 20th Anniversary of Virginia Lane and raise a toast to Windy Hill’s […] ...
Apr 25
6:00 pm - 8:00 pm
Salamander Resort & Spa
500 North Pendleton St. Middleburg, VA 20117
people at library sketching

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 28
2:30 pm - 4:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
May 2024

“Champagne & Flowers!” Exhibit

The Byrne Gallery is proud to present “Champagne & Flowers 2024!”, an exhibition for the month of May by five talented local artists: Craig Arnold, Suzanne Lago Arthur, Caroline Hottenstein, Jeffrey Kibler and Carolyn Marshall Wright. Celebrating Flowers, Gardens and Spring, this exhibition will feature a range of artistic media. The artists will present works […] ...
May 01 - 31
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117

First Friday

You’re invited to Greenhill’s historic Manor House in the heart of quintessential Virginia Wine Country. Enjoy dinner from either food truck, Talk of the Mountain Seafood or Arepa Vibes, and live music from Will Shepard, while sipping on your favorite Greenhill wine! Because seating is limited, we are not taking reservations; however, we ask that […] ...
May 03
5:00 pm - 8:00 pm
Greenhill Winery
23595 Winery Ln, Middleburg, VA

Paint Out: In the Walled Garden Independent Work Session for Artists

The Oak Spring Garden Foundation is pleased to host this unique opportunity for practicing artists to visit and paint, draw or create other works inspired by the beauty found within the formal walled garden of Rachel “Bunny” Mellon. This event is designed for practicing artists, such as plein air painters or botanical illustrators, or other […] ...
May 04
8:00 am - 12:00 pm
Oak Spring Garden Foundation Walled Garden
8616 Mill Reef Road, Upperville, VA 20184

An Exploration of Landscape and History

The Oak Spring landscape is full of hidden history – in the trees, the rocks, the rock walls, and the arrangement of forest and field. On this one-day program we will explore the countryside of Oak Spring and Rokeby and learn to see the landscape through a lens of history, and of contemporary ecology and […] ...
May 04
9:00 am - 4:30 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184

Cinco de Mayo Community Dinner

Celebrate Cinco De Mayo with your neighbors at the Middleburg Community Center! Join us for a fun-filled evening of delicious food, lively music, and great company. This in-person event is a fantastic opportunity to come together as a community and enjoy a festive meal in honor of this special day. Included in your ticket price is […] ...
May 05
5:00 am - 7:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117

Poetry Book Club

Welcome to the brand-new Middleburg Books Poetry Book Club! We’re thrilled to host readers at our jewel-box of a shop as we discuss an array of poetry titles. Our inaugural selection for May is “Soft Science” by Franny Choi, which is a slim volume that appeals to poetry veterans and newcomers alike. If our little […] ...
May 07
5:00 pm - 6:00 pm
Middleburg Books
17 South Madison Street, Middleburg, Virginia, 20117

“Wings Over Water” Screening

Join NSLM for the 45-minute film, Wings Over Water. This documentary tells the story of the epic journeys of three amazing bird families – the Sandhill Crane, the Yellow Warbler, and the Mallard Duck – with extraordinary footage of their fascinating behaviors. Audiences will be captivated by the triumphs and challenges of these remarkable creatures […] ...
May 09
5:30 am - 6:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117

Plein Air at Farmer’s Delight

Farmer’s Delight was built in the 18th century by Colonel Joseph Flavius Lane. and is on the Register of National Historic Places. The farm is on 90 acres and features an arboretum, magnolia grove, lovely gardens, beautiful views to the Rideg Mountains, ancient columns, and a number of outbuildings, including a chapel. Click here to […] ...
May 09
9:00 am - 1:00 pm

Mother’s Day Flower Arranging Workshop

Join MCC for a fun-filled Mother’s Day Flower Workshop at the Middleburg Community Center! Treat the mom in your life to a special day of creativity and bonding as you learn how to create beautiful floral arrangements together. Bridget Wilson will guide you through the process, ensuring you leave with a stunning bouquet to gift […] ...
May 09
5:00 pm - 7:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117

Author Night with David Baldacci

You’re invited for a special evening with New York Times Bestselling Author David Baldacci. Enjoy a literary conversation on his new book, A Calamity of Souls, followed by a reception featuring passed hors d’oeuvres, wine, champagne, and book signing. David Baldacci is a global #1 bestselling author, and one of the world’s favorite storytellers. His […] ...
May 10
5:30 pm - 7:30 pm
Salamander Resort & Spa
500 North Pendleton St. Middleburg, VA 20117

Mother’s Day Bulgarian Rose Event

Welcome Spring in Middleburg just in time for Mother’s Day! Make a scented gift to your mother to freshen her day with Aromatherapy Aura Mist, Bulgarian Rose Water, Artisan Shea butter hunt country soaps and Lavender Hand balms. The creative team of the Museum of Hounds and Hunting NA lead by Katrina Ryan- Director of […] ...
May 11
11:00 am - 4:00 pm
Museum of Hounds & Hunting
11 West Washington Street, Middleburg, VA 20117

Tea in Mrs. Mellon’s Garden

Please join OSGF this Mother’s Day weekend to celebrate the mother, grandmother or special woman in your life while enjoying the beauty of Mrs. Mellon’s spring garden. As musicians play, indulge in a selection of fine teas and a variety of sweet and savory offerings prepared by our Chef Jason Neve. Garden party attire is […] ...
May 11
11:00 am - 1:00 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184

Mother’s Day Brunch

Treat Mom to a locally sourced brunch featuring Certified Humane® and Organic proteins from Ayrshire Farm. Enjoy four-course prix-fixe menu featuring seasonal springtime flavors in charming surroundings. (Price: $65 per person) Call 540-592-9020 to make a reservation or click here. ...
May 12
10:00 am - 4:00 pm
Hunter's Head Tavern
9048 John S Mosby Hwy, Upperville, VA 20184

Celebration of Mom Brunch Buffet

Treat mom to a very special Mother’s Day brunch in our grand ballroom featuring a raw bar, omelet and carving stations, plus endless desserts and much more. $205 per adult, $70 per child, excludes tax and gratuity. Reservations required. To reserve, please call 866-888-05124. ...
May 12
10:00 am - 2:00 pm
Salamander Resort & Spa
500 North Pendleton St. Middleburg, VA 20117

Mother’s Day Bulgarian Rose Event

Welcome Spring in Middleburg just in time for Mother’s Day! Make a scented gift to your mother to freshen her day with Aromatherapy Aura Mist, Bulgarian Rose Water, Artisan Shea butter hunt country soaps and Lavender Hand balms. The creative team of the Museum of Hounds and Hunting NA lead by Katrina Ryan- Director of […] ...
May 12
11:00 am - 4:00 pm
Museum of Hounds & Hunting
11 West Washington Street, Middleburg, VA 20117

Mother’s Day Garden Party Brunch

The Goodstone Inn & Restaurant is thrilled to announce a special Mother’s Day Brunch Buffet that will take place in our Woodsy Garden. This is a perfect opportunity to treat your mother to a beautiful outdoor brunch with live music. Our brunch costs $125 per person, while kids aged 12 years and below will pay […] ...
May 12
11:00 am - 3:00 pm
Goodstone Inn & Restaurant
36205 Snake Hill Rd, Middleburg, VA 20117

Mother’s Day Tea

Enjoy afternoon tea in a fabulous setting with sweeping views of the Virginia countryside. Savor a variety of organic teas, tea sandwiches, petit fours and other traditional accompaniments, plus a glass of Laurent-Perrier champagne. $95 per adult, $45 per child, excludes tax and gratuity. Reservations required. Reserve through OpenTable under the “Experiences” tab. ...
May 12
11:30 am - 1:00 pm
Salamander Resort & Spa
500 North Pendleton St. Middleburg, VA 20117

Sprout on the Green

Sprout on the Green features 18-holes along the scenic Potomac River at the River Creek Club – one of Northern Virginia’s most beautiful and challenging golf courses. Enjoy a delicious BBQ lunch, greens fees and cart for 18 holes, free beverage cart throughout the round and an awards reception with open bar, awesome food provided […] ...
May 13
11:00 am - 7:00 pm

DocWeek Middleburg

DocWeek Middleburg Film Festival (formerly Doc5) is one of the area’s most intriguing and enjoyable cultural events. Showing five films in five days in the beautiful Shenandoah Springtime, the festival is a chance for documentary film lovers to be informed, be delighted, or both. Click here for tickets! ...
May 14 - 18
All Day
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117

Biodiversity Walk

Join the Biodiversity Conservation Team for a biodiversity walk across the forests and meadows at OSGF. The morning will consist of a walking tour across parts of the 700-acre property to highlight spring flora and fauna as well as conservation land management practices implemented here at the foundation. Novice and seasoned wildlife watchers welcome. The […] ...
May 18
9:00 am - 12:00 pm

Vintage Market

Visit Lost Barrel Brewing in Middleburg for a day of vintage shopping, music, beverages, food and good friends! Support local small business while hunting for your treasures. Our desire is to bring together the community in a joy-filled day of shopping, music and good friends! Enjoy the hunt and support sustainability. Whether you’re a vintage […] ...
May 18
11:00 am - 4:00 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117

Boots, Bridles & Bling Barn Dance

Join Loudoun Therapeutic Riding in celebrating the Boots, Bridles & Bling Barn Dance! Listen and dance to boot-stompin’ live music, bid in exciting live and silent auctions, and indulge in a delicious dinner by Mission BBQ and beverages by One Family Brewing to support LTR students. Click here for tickets! ...
May 18
5:00 pm - 10:00 pm
Loudoun Therapeutic Riding
14490 Berlin Turnpike, Lovettsville, VA 20180

Art Show to Celebrate 100th Anniversary of the Old Dominion Hounds

Art sale of paintings and bronze sculptures. A benefit for the Old Dominion Hounds. Proceeds from sale to suport the Old Dominion Educational and Environmental Foundation and the Musuem of Hounds and Hunting North America for Museum Members and their guests. Secure tickets in person at the Musuem at 11 W. Washington Street or online! ...
May 25
11:00 am - 4:00 pm
Museum of Hounds & Hunting
11 West Washington Street, Middleburg, VA 20117

Art Show to Celebrate 100th Anniversary of the Old Dominion Hounds

Art sale of paintings and bronze sculptures. A benefit for the Old Dominion Hounds. Proceeds from sale to suport the Old Dominion Educational and Environmental Foundation and the Musuem of Hounds and Hunting North America for Museum Members and their guests. Secure tickets in person at the Musuem at 11 W. Washington Street or online! ...
May 26
11:00 am - 4:00 pm
Museum of Hounds & Hunting
11 West Washington Street, Middleburg, VA 20117
people at library sketching

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 26
2:30 pm - 4:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
June 2024

171st Upperville Colt & Horse Show

The 171st Upperville Colt & Horse Show, the Nation’s Oldest Horse Show, is June 3-9, 2024 at Grafton and Salem Showgrounds on Route 5o in Upperville. Parking and Admission are free all week long! Click here for more information.  ...
Jun 03 - 09
All Day
Upperville Colt & Horse Show
8300 John S. Mosby Hwy., Upperville, VA 20184

Summer Plant Camp

Come to Oak Spring Garden Foundation this summer for Plant Camp! Where green thumbs and creative minds blossoms! Why you’ll love it: -Plant-tastic activities -Wild adventures filled with farm education -Nature-based learning -Engaging farm-to-table projects -Storytime in the garden We will have three sessions: -June 24-June 28 -July 22-July 26 -July 28-August 2 *Daily from […] ...
Jun 24
9:00 am - 3:00 pm

Summer Plant Camp

Come to Oak Spring Garden Foundation this summer for Plant Camp! Where green thumbs and creative minds blossoms! Why you’ll love it: -Plant-tastic activities -Wild adventures filled with farm education -Nature-based learning -Engaging farm-to-table projects -Storytime in the garden We will have three sessions: -June 24-June 28 -July 22-July 26 -July 28-August 2 *Daily from […] ...
Jun 25
9:00 am - 3:00 pm

Summer Plant Camp

Come to Oak Spring Garden Foundation this summer for Plant Camp! Where green thumbs and creative minds blossoms! Why you’ll love it: -Plant-tastic activities -Wild adventures filled with farm education -Nature-based learning -Engaging farm-to-table projects -Storytime in the garden We will have three sessions: -June 24-June 28 -July 22-July 26 -July 28-August 2 *Daily from […] ...
Jun 26
9:00 am - 3:00 pm

Summer Plant Camp

Come to Oak Spring Garden Foundation this summer for Plant Camp! Where green thumbs and creative minds blossoms! Why you’ll love it: -Plant-tastic activities -Wild adventures filled with farm education -Nature-based learning -Engaging farm-to-table projects -Storytime in the garden We will have three sessions: -June 24-June 28 -July 22-July 26 -July 28-August 2 *Daily from […] ...
Jun 27
9:00 am - 3:00 pm

Summer Plant Camp

Come to Oak Spring Garden Foundation this summer for Plant Camp! Where green thumbs and creative minds blossoms! Why you’ll love it: -Plant-tastic activities -Wild adventures filled with farm education -Nature-based learning -Engaging farm-to-table projects -Storytime in the garden We will have three sessions: -June 24-June 28 -July 22-July 26 -July 28-August 2 *Daily from […] ...
Jun 28
9:00 am - 3:00 pm
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