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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
Monthly Weekly Daily List
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

Breakfast with Santa

Join Middleburg Community Charter School for a delightful morning of festive fun at our annual Breakfast with Santa event! Join Middleburg Community Charter School for a delightful morning of festive fun at the 2025 Breakfast with Santa in Middleburg! Get ready to kick off the holiday season with THE BEST PARKING IN TOWN, a warm, […]
Dec 06
7:30 am - 11:30 pm
Middleburg Community Charter School
101 N Madison St, Middleburg, VA 20117
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Rue de Emmanuel Christmas Shop

Rue de Emmanuel Christmas Shop has all the charm, color, and holiday magic that make it one of Middleburg’s most anticipated traditions. Emmanuel Church transforms into a lively Christmas market filled with inspired gifts, festive decorations, gourmet treats, and one of a kind finds you will not see anywhere else. It is a joyful gathering […]
Dec 06
10:00 am - 6:00 pm
Emmanuel Parish House
105 E Washington St, Middleburg, VA 20117
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Castle Gallery Grand Opening Weekend

Celebrate the Grand Opening of the Castle Gallery in Middleburg! Thursday, December 4 – Opening Day We are opening early at 8am with La Selva Crepes & Coffee! Their coffee truck will be parked by the gallery until 3pm. We’ll be open until 5pm! Friday, December 5 – Grand Opening VIP Party Join us 10am-6pm […]
Dec 06
10:00 am - 5:00 pm
Castle Gallery
10 East Federal Street, Middleburg, Va 20117
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Ultimate Parade Party

Celebrate the Middleburg Christmas Parade in style at the Ultimate Parade Party at the Red Fox Inn & Tavern! Enjoy a festive day by the Cowboy Cauldron fire pit with live music, a signature BBQ buffet, cider and hot cocoa, and a s’mores bar. Beer, wine, specialty cocktails, and holiday gifts will be available for […]
Dec 06
11:00 am - 2:00 pm
Red Fox Inn & Tavern
2 East Washington St, Middleburg, Va 20117
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Christmas in Middleburg

Christmas in Middleburg is Saturday, December 6, 2025! Join one of the most fun-filled family festivals of the year in Middleburg with activities, special events, great eats, the famous Middleburg Hunt Revue, a mile-long Christmas parade. Afterwards, experience a Middleburg evening in our bistros, cafes, pubs, and restaurants joining in the Spirits of Middleburg. Click […]
Dec 06
11:00 am - 6:00 pm
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