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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

Christmas Week Stay & Dine Experience at the Red Fox

Celebrate the holidays in the heart of Middleburg with the Stay & Dine Experience at the Red Fox Inn & Tavern. Book three nights between December 21 and January 3 and receive a $250 dining credit to enjoy a festive meal in The Tavern or The Pub. Extend your getaway with a fourth night for […]
Dec 21 - Jan 03
8:00 am - 6:00 pm
Red Fox Inn & Tavern
2 East Washington St, 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 27
10:00 am - 2:00 pm
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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 28
10:00 am - 2:00 pm
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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 […]
Dec 28
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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New Year’s Eve at Goodstone

Ring in 2026 with an unforgettable evening at Goodstone. Enjoy a luxurious five-course prix fixe dinner, thoughtfully crafted by the culinary team and raise a glass to the new year with a complimentary champagne toast, offered to every guest (21 years of age and over). Click here for reservations!
Dec 31
6:00 am - 12:00 am
Goodstone Inn & Restaurant
36205 Snake Hill Rd, Middleburg, VA 20117
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New Year’s Eve Experience

Say farewell to 2025 with an unforgettable night at The Red Fox. Enjoy a thoughtfully curated multi course game and seafood dinner in our intimate Tavern. After the night of celebration, wake up to a complimentary breakfast with mimosas delivered to your door; the perfect start to your first day of 2026! Click here to […]
Dec 31 - Jan 01
All Day
Red Fox Inn & Tavern
2 East Washington St, Middleburg, Va 20117
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