Renowned as the heart of Virginia’s Hunt Country, Middleburg offers a variety of equestrian events throughout the year, including the Middleburg Spring Races and Virginia Fall Races. But it’s also a well-known destination for the arts with events such as the Middleburg Film Festival, Shakespeare in the ‘Burg, Art in the ‘Burg and more. And, of course, Christmas in Middleburg draws thousands of visitors, who line the streets each year to watch the parade and the Middleburg Hunt & Hounds Review. Check the calendar below to find out what’s happening around town.

2017’s Can’t-Miss Events:

May 27-28: Hunt Country Stable Tour

June 5-11: Upperville Horse Show

Oct. 14: Virginia Fall Races

Oct. 19-22: Middleburg Film Festival

Dec. 1: Christmas Tree Lighting

Dec. 2: Christmas in Middleburg

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May 2017

Andre Pater: In a Sporting Light at the National Sporting Library & Museum

May 28 @ 10:00 am - 5:00 pm
|Recurring Event (See all)

An event every week that begins at 10:00am on Sunday, Wednesday, Thursday, Friday and Saturday, repeating until August 13, 2017

National Sporting Library & Museum, 102 The Plains Rd.
Middleburg, VA 20117 United States
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Andre Pater (Polish/American, born 1953) "Demonstrative," 2014, oil on canvas, 28 x 22 inches Private Collection, © Andre Pater

Andre Pater (Polish/American, born 1953) "Demonstrative," 2014, oil on canvas, 28 x 22 inches Private Collection, © Andre Pater Works from collections across the country are represented in the museum’s retrospective exhibition, “Andre Pater: In a Sporting Light.” The bold and vibrant compositions of contemporary sporting artist Andre Pater (Polish-American, b. 1953) are often compared to those of the great 20th-century British sporting artist Sir Alfred Munnings. “Go beyond the mere image, and the painting becomes a ‘matter of light,’” notes sporting art…

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Memorial Day Bourbon, Bocce & BBQ at Salamander Resort & Spa

May 28 @ 12:00 pm - 7:00 pm

Salamander Resort & Spa, 500 N. Pendleton St.
Middleburg, VA 20117 United States
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Salamander Resort & Spa Middleburg VA

You are invited to join us in honoring those who have fought for our freedom this Memorial Day. Salamander will be celebrating with families on the Grand Lawn and enjoying specialty-crafted bourbon cocktails from Woodford Reserve. Come participate in a friendly yet still competitive game of bocce ball and fill up on some delicious, get all over your face, BBQ.

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Live Music at Greenhill Winery & Vineyards

May 28 @ 3:00 pm - 6:00 pm
|Recurring Event (See all)

One event on an unspecified date at 3:00pm

One event on an unspecified date at 3:00pm

Greenhill Winery & Vineyards, 23595 Winery Ln.
Middleburg, VA 20117 United States
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Greenhill Winery and Vineyards Middleburg VA

Enjoy music by Alan Gant while sipping your favorite Greenhill wines!

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Sounds of Salamander at Salamander Resort & Spa

May 28 @ 4:00 pm - 7:00 pm
|Recurring Event (See all)

An event every week that begins at 4:00pm on Sunday, repeating until August 27, 2017

Salamander Resort & Spa, 500 N. Pendleton St.
Middleburg, VA 20117 United States
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Sounds of Salamander Resort and Spa Middleburg VA

Summer never sounded so good! This summer Salamander Resort is introducing “Sounds of Salamander” every Sunday on their outdoor terrace at Gold Cup. Feast on their new al fresco menu, delicious desserts and seasonal beverages while enjoying sensational views of the Virginia countryside and taking in the sounds of an acoustic guitar on their terrace. This weekly event is the place to be and be seen every Sunday this summer! Menu prices vary.

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Memorial Day Weekend at 50 West

May 29
|Recurring Event (See all)

An event every day that begins at 12:00am, repeating until May 29, 2017

50 West Vineyards, 39060 John Mosby Hwy.
Middleburg, VA 20117 United States
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On Memorial Day weekend, we remember those who have made the ultimate sacrifice for our country. We celebrate the freedoms that we have because of their bravery. 50 West would like to invite you out Memorial Day weekend for fun in beautiful Middleburg with live music and great wine! Here’s what’s coming up for the weekend: - Friday, May 26th: Friday Night Flights - Saturday, May 27th: Far Away Songs performing from 2-5 p.m. - Sunday, May 28th: David Davol…

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Wine & Painting Class at Salamander Resort & Spa

May 30 @ 7:00 pm - 9:00 pm
|Recurring Event (See all)

An event every week that begins at 7:00pm on Tuesday, repeating until June 27, 2017

Salamander Resort & Spa, 500 N. Pendleton St.
Middleburg, VA 20117 United States
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Salamander Resort Middleburg VA wine

Enjoy a fun way to paint and create your own original piece of work while sipping on delicious local wines. Two-person minimum. $85 per person, ages 21 and up. For reservations, please call 540-326-4060.

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Andre Pater: In a Sporting Light at the National Sporting Library & Museum

May 31 @ 10:00 am - 5:00 pm
|Recurring Event (See all)

An event every week that begins at 10:00am on Sunday, Wednesday, Thursday, Friday and Saturday, repeating until August 13, 2017

National Sporting Library & Museum, 102 The Plains Rd.
Middleburg, VA 20117 United States
+ Google Map
Andre Pater (Polish/American, born 1953) "Demonstrative," 2014, oil on canvas, 28 x 22 inches Private Collection, © Andre Pater

Andre Pater (Polish/American, born 1953) "Demonstrative," 2014, oil on canvas, 28 x 22 inches Private Collection, © Andre Pater Works from collections across the country are represented in the museum’s retrospective exhibition, “Andre Pater: In a Sporting Light.” The bold and vibrant compositions of contemporary sporting artist Andre Pater (Polish-American, b. 1953) are often compared to those of the great 20th-century British sporting artist Sir Alfred Munnings. “Go beyond the mere image, and the painting becomes a ‘matter of light,’” notes sporting art…

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Free

Gallery Talk at the National Sporting Library & Museum

May 31 @ 2:00 pm - 2:30 pm
|Recurring Event (See all)

An event every week that begins at 2:00pm on Wednesday, repeating until December 27, 2017

National Sporting Library & Museum, 102 The Plains Rd.
Middleburg, VA 20117 United States
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NSLM Middleburg VA

Each week, NSLM's Clarice & Robert H. Smith educator or museum curators will give attendees a personalized sneak peek at traveling exhibitions, permanent collections, and the fascinating stories behind the works in the museum's art collections. No two tours are alike, so come back for more! Reservations are not required and admission is free. Bring your friends! Gallery talks are every Wednesday at 2 p.m.

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June 2017

“When Coffee Meets Canvas” at Middleburg Common Grounds

June 1
|Recurring Event (See all)

An event every day that begins at 12:00am, repeating until June 30, 2017

Middleburg Common Grounds, 114 W. Washington St.
Middleburg, VA 20117 United States
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Enjoy art by Jason J. Swain during the month of June at Middleburg Common Grounds.

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Andre Pater: In a Sporting Light at the National Sporting Library & Museum

June 1 @ 10:00 am - 5:00 pm
|Recurring Event (See all)

An event every week that begins at 10:00am on Sunday, Wednesday, Thursday, Friday and Saturday, repeating until August 13, 2017

National Sporting Library & Museum, 102 The Plains Rd.
Middleburg, VA 20117 United States
+ Google Map
Andre Pater (Polish/American, born 1953) "Demonstrative," 2014, oil on canvas, 28 x 22 inches Private Collection, © Andre Pater

Andre Pater (Polish/American, born 1953) "Demonstrative," 2014, oil on canvas, 28 x 22 inches Private Collection, © Andre Pater Works from collections across the country are represented in the museum’s retrospective exhibition, “Andre Pater: In a Sporting Light.” The bold and vibrant compositions of contemporary sporting artist Andre Pater (Polish-American, b. 1953) are often compared to those of the great 20th-century British sporting artist Sir Alfred Munnings. “Go beyond the mere image, and the painting becomes a ‘matter of light,’” notes sporting art…

Find out more »
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