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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
July 2026

“Ocean Song” Exhibit

The Byrne Gallery in Middleburg, Virginia is pleased to announce our show for the months of July and August, Ocean Song. The show’s artwork will include oil paintings by local artists Gerald Hennesy, Shawn Hennesy, Jeff Kibler, and Victor Nizovstev. Their paintings transport the viewer to serene ocean views from up and down the East […]
Jul 01 - Aug 30
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117
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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 […]
Jul 26
2:00 pm - 4:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Middleburg’s 20th Annual Summer Sidewalk Sale!

Mark your calendar for one of Middleburg’s favorite shopping traditions as the 20th Annual Summer Sidewalk Sale returns July 31 through August 2. Throughout the weekend, boutiques, galleries, specialty shops, and local businesses will bring their best bargains outdoors, offering incredible discounts on everything from fashion and home décor to gifts, artwork, and equestrian favorites. […]
Jul 31
10:00 am - 5:00 pm
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Emmanuel’s Treasures

The annual high-end second-hand and new sales event at Emmanuel Church in the heart of Middleburg will host a special preview night on Thursday, July 30 and kicks off on Friday, July 31 through Sunday, August 2, coinciding with Middleburg’s Annual Sidewalk Sale! Housed in the Parish Hall, alongside Emmanuel Church, the incredible inventory of […]
Jul 31
10:00 am - 5:00 pm
Emmanuel Parish House
105 E Washington St, Middleburg, VA 20117
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Open Late Concert Series with Krystal King

On Friday, July 31, welcome Krystal King to the NSLM stage! Bring your chairs or blanket and enjoy a free concert on the lawn of the National Sporting Library & Museum. The concert and museum admission are free and open to the public from 6:00 to 8:00 pm. Picnics are welcome but no glass containers […]
Jul 31
6:00 pm - 8:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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August 2026

Middleburg’s 20th Annual Summer Sidewalk Sale!

Mark your calendar for one of Middleburg’s favorite shopping traditions as the 20th Annual Summer Sidewalk Sale returns July 31 through August 2. Throughout the weekend, boutiques, galleries, specialty shops, and local businesses will bring their best bargains outdoors, offering incredible discounts on everything from fashion and home décor to gifts, artwork, and equestrian favorites. […]
Aug 01
10:00 am - 5:00 pm
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