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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
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November 2025

Byrne Gallery Yuri Gorbachev Exhibit

The Byrne Gallery proudly announces its 30th Anniversary and will mark the occasion with a special exhibition this November and December featuring the vibrant oil and enamel paintings of internationally renowned artist Yuri Gorbachev. This will be Gorbachev’s 22nd consecutive show with the gallery. Highlights include selected works from his 2025 world museum tour. With […]
Nov 04 - Dec 30
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117
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Byrne Gallery 30th Anniversary & Yuri Gorbachev Exhibition

The Byrne Gallery announces its 30th anniversary this year with a celebration and exhibition of vivid oil and enamel paintings of internationally acclaimed artist Yuri Gorbachev. The Byrne Gallery welcomes Yuri Gorbachev for his 22nd consecutive exhibition in Middleburg, Virginia. The Gallery will feature some of his classic paintings along with new works from his […]
Nov 04 - Dec 30
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117
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“Hunt Country Reflections” Exhibit and Sale

Experience the beauty and tradition of Virginia’s hunt country at the Hunt Country Reflections Exhibit and Sale, on view November 20–December 28 at the Museum of Hounds & Hunting, North America in Middleburg. This special exhibition showcases equestrian-inspired art celebrating the spirit of the field, with select works available for purchase. An Opening Reception will […]
Nov 20 - Dec 28
All Day
Museum of Hounds & Hunting
11 West Washington Street, Middleburg, VA 20117
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December 2025

VPHA’s Christmas in Camp: Holiday Traditions in the Civil War

The Heritage Area saw thousands of men march and camp throughout its storied roads and homes, many not to return home. The Christmas season was difficult for the soldiers living in cold and dreary winter camps, but many found joy through music and comradery. Musician and VPHA Board director Bess Putnam will perform music popular […]
Dec 18
7:00 pm - 9:00 pm
Middleburg United Methodist Church
15 W Washington St, Middleburg, VA 20117
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Jingle Paws Dog Parade

Pups (and their humans) will parade from through Downtown Middleburg for prizes and a Yappy Hour this holiday season! Calling all naughty and nice canines to strut their holiday spirit in the annual Jingle Paws Parade 2025! Registration: 12:30-1:00pm at the National Sporting Library & Museum Parade: 1:00pm step off. Parade from NSLM grounds, through […]
Dec 20
12:30 am - 2:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Holiday Carriage Rides

Celebrate the holiday season with festive carriage rides through Middleburg! Enjoy the sights and sounds of the holidays as you take a leisurely ride through beautifully decorated streets lined with twinkling lights and classic charm. Create unforgettable memories with family and friends in our picturesque town. Perfect for couples, families, or anyone looking to add […]
Dec 20
10:00 am - 2:00 pm
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