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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
April 2025

“Drawn to Nature” Exhibit

The field of Natural History thrived between the 16th and 19th centuries as previously unknown parts of the world were explored. A few brave individuals sought to discover and observe new species of plants and animals, publishing their findings in ever increasingly lavish books. Featuring extraordinary loans from the Oak Spring Garden Foundation, visitors will […]
Apr 12 - Sep 13
All Day
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117

“Intrepid Audubon: The Birds of America” Exhibit

In an exciting partnership with Oak Spring Garden Foundation (OSGF), in Upperville, VA, the National Sporting Library & Museum (NSLM) is organizing Intrepid Audubon: The Birds of America to be held at the NSLM’s Museum. The exhibition and accompanying catalogue will explore the creation of the seminal publication, The Birds of America (1827–1838), by John […]
Apr 12 - Sep 13
All Day
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
July 2025

“Ocean Dreams” Exhibit at The Byrne Gallery

The Byrne Gallery in Middleburg, Virginia is pleased to announce our show for the months of July and August, Ocean Dreams. Sweeping water vistas and peaceful shores will be on display through August. The show’s artwork will include oil paintings by Gerald Hennesy, Shawn Hennesy, Jeff Kibler, and Anne Stine, all local artists from the […]
Jul 03 - Aug 31
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117
August 2025

Middleburg Farmers Market

The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the people who produce them. Check the Town of Middleburg Facebook Page for specials, updates and […]

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 […]
Aug 31
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
September 2025

Yoga for Every Body

Begin your week with our Monday morning yoga class that’s held in a safe, supportive and social setting. This slow flow, accessible yoga class is open to students of all ages and abilities. Our weekly 60 minute practice focuses on improving balance, flexibility, coordination, and developing a sense of calm. Each class includes poses (asanas), […]
Sep 01
9:00 am - 10:00 pm

Posture Perfect

Posture Perfect! is a unique, small group exercise program that is based on The Meeks Method of Postural Awareness. A combination of gentle strengthening and stretching movements alleviate pain, strengthen muscles and bones and improve flexibility. This class is designed for those with back pain, hip pain, osteoporosis, osteopenia and poor posture. This class is […]
Sep 01
4:00 pm - 5:00 pm

“Paysage Français: A Journey Through the French Countryside”

The Byrne Gallery proudly presents Paysages Français: A Journey Through the French Countryside. This September, immerse yourself in the romance and beauty of France with Paysages Français, a captivating exhibition of plein-air oil landscapes. From the windswept shores of Brittany to the sun-drenched lavender fields of Provence with a little Paris thrown in, this collection […]
Sep 03 - 28
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117

Better Balance!

Better Balance! is a fun, small group activity program that is excellent for helping reduce falls and fractures by improving your mobility, balance, bone and muscle strength, and stamina. This class is essential for those experiencing frequent falls, poor balance, reduced mobility and stamina, osteoporosis, osteopenia. This class is suitable for all ages and conditioning […]
Sep 03
4:00 pm - 5:00 pm

Art Tribe with J. Douglas

Join the Artists in Middleburg for Art Tribe with J. Douglas at the Gallery! Art Tribe offers artists of all levels a chance to connect, share ideas, and talk about everything related to art. Whether you’re looking for creative inspiration, want to meet fellow artists, or want to get feedback on your own work, this […]
Sep 04
6:00 pm - 8:00 pm
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117

Private Tour of “The Heart of the Turf: Racing’s Black Pioneers” with Chloe’s of Middleburg

Chloe’s of Middleburg invites you to a private tour of The Heart of the Turf: Racing’s Black Pioneers at the National Sporting Library & Museum. Group 1 tour at 10:30 am Group 2 tour at 12:00 pm Reception: 1:30 pm Click here to RSVP! This powerful exhibition, The Heart of the Turf: Racing’s Black Pioneers, […]

Etten’s Eden Enrichment Series Presents: Melissa Quinn Fox Live – “In the Round” Evening

Join rising country artist Melissa Quinn Fox, five-time Wammie Award winner – for an intimate evening of music, storytelling, and live performance! Hear the stories behind her songs Live performance of new releases & fan favorites Audience Q&A – connect directly with Melissa Heavy Refreshments provided Tickets: $65, seats are limited Click here to purchase […]
Sep 06
6:00 am - 8:00 pm
Etten's Eden
2340 Hulberts Lane. The Plains, VA

Middleburg Farmers Market

The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the people who produce them. Check the Town of Middleburg Facebook Page for specials, updates and […]

Yoga for Every Body

Begin your week with our Monday morning yoga class that’s held in a safe, supportive and social setting. This slow flow, accessible yoga class is open to students of all ages and abilities. Our weekly 60 minute practice focuses on improving balance, flexibility, coordination, and developing a sense of calm. Each class includes poses (asanas), […]
Sep 08
9:00 am - 10:00 pm

Weekly Watercolor Series

Join the Artists in Middleburg for a weekly watercolor workshop where each session focuses on a specific style or skill. Sessions will include drawing, composition, and guided exercises. Patricia Craighill will demonstrate techniques, provide inspiration from other artists, and encourage participants to work toward completed pieces  
Sep 08
10:00 am - 1:00 pm
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117

Posture Perfect

Posture Perfect! is a unique, small group exercise program that is based on The Meeks Method of Postural Awareness. A combination of gentle strengthening and stretching movements alleviate pain, strengthen muscles and bones and improve flexibility. This class is designed for those with back pain, hip pain, osteoporosis, osteopenia and poor posture. This class is […]
Sep 08
4:00 pm - 5:00 pm

Better Balance!

Better Balance! is a fun, small group activity program that is excellent for helping reduce falls and fractures by improving your mobility, balance, bone and muscle strength, and stamina. This class is essential for those experiencing frequent falls, poor balance, reduced mobility and stamina, osteoporosis, osteopenia. This class is suitable for all ages and conditioning […]
Sep 10
4:00 pm - 5:00 pm

Sam Robinson Exhibition Sale & Opening Reception

An Artist’s View of Horse and Hound: Foxhunting Paintings by Sam Robinson Experience the dynamic beauty of foxhunting through Sam Robinson’s art, capturing the thrill of horses and hounds in motion across varied landscapes. Opening Reception Tickets: $25 (Members), $35 (Non-members/Guests) Includes refreshments Limited space Click here to RSVP by Sept. 7
Sep 11
5:00 pm - 7:00 pm
Museum of Hounds & Hunting
11 West Washington Street, Middleburg, VA 20117

Middleburg Farmers Market

The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the people who produce them. Check the Town of Middleburg Facebook Page for specials, updates and […]

Fifth Annual Oyster Riot

The Fifth Annual Oyster Riot in the Vineyard will be a made to order lunch served by King Street Oyster Bar and Boxwood Estate Winery. Seated in the pavilion area, servers will take your order in the among the lush vineyard dripping with the 2025 grapes soon to be harvested all around you. Plus, live […]
Sep 13
12:00 pm - 3:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117

Music with Mowgli

Join the PLAYroom for Music with Mowgli every second Sunday of the month and watch your child light up with joy and imagination. $30 per child Limited spots available — sign up now! Upcoming dates: July 13, August 10, and September 14 Time: 9:30–10:45 am Let the rhythm and magic begin! Click here to register […]
Sep 14
9:30 am - 10:45 am
The PLAYroom
108 West Washington Street, Middleburg, VA 20117

Yoga for Every Body

Begin your week with our Monday morning yoga class that’s held in a safe, supportive and social setting. This slow flow, accessible yoga class is open to students of all ages and abilities. Our weekly 60 minute practice focuses on improving balance, flexibility, coordination, and developing a sense of calm. Each class includes poses (asanas), […]
Sep 15
9:00 am - 10:00 pm

Weekly Watercolor Series

Join the Artists in Middleburg for a weekly watercolor workshop where each session focuses on a specific style or skill. Sessions will include drawing, composition, and guided exercises. Patricia Craighill will demonstrate techniques, provide inspiration from other artists, and encourage participants to work toward completed pieces  
Sep 15
10:00 am - 1:00 pm
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117

Posture Perfect

Posture Perfect! is a unique, small group exercise program that is based on The Meeks Method of Postural Awareness. A combination of gentle strengthening and stretching movements alleviate pain, strengthen muscles and bones and improve flexibility. This class is designed for those with back pain, hip pain, osteoporosis, osteopenia and poor posture. This class is […]
Sep 15
4:00 pm - 5:00 pm

Author Night with Marc Leepson

Local author and historian Marc Leepson will talk about his latest book, The Unlikely War Hero, as part of the Middleburg Library Advisory Board’s speaker series. Leepson tells the remarkable story of one of the youngest POW’s held at the “Hanoi Hilton” prison during the Vietnam War. The event is free and open to the […]
Sep 16
6:00 am - 8:00 pm
Emmanuel Parish House
105 E Washington St, Middleburg, VA 20117

Middleburg Classic Horse Show

The Middleburg Classic Horse Show was created by a small group of friends hoping to make an impact on the AIDS epidemic which had dramatically affected the horse show industry. In 2025, the show celebrates its 32nd anniversary, at the Salem Farm Showgrounds in Upperville, September 17-21. The show is run for the benefit of […]
Sep 17 - 22
All Day

Loudoun Certified Tourism Ambassador Class

The Town of Middleburg and Visit Loudoun are hosting a Loudoun Certified Tourism Ambassador (CTA) class for local businesses and residents at NOMAD in Middleburg. This fun, interactive session provides customer service training and equips participants with tools to promote Loudoun and create exceptional visitor experiences. You’ll walk away ready to answer: “What’s there to […]
Sep 17
9:00 am - 1:00 pm

Better Balance!

Better Balance! is a fun, small group activity program that is excellent for helping reduce falls and fractures by improving your mobility, balance, bone and muscle strength, and stamina. This class is essential for those experiencing frequent falls, poor balance, reduced mobility and stamina, osteoporosis, osteopenia. This class is suitable for all ages and conditioning […]
Sep 17
4:00 pm - 5:00 pm

VPHA Presents Divided Loyalties: The Dulany Family and the American Revolution

The coming of the American Revolution divided communities and families across the British empire as political differences fractured society at every level. Daniel Dulany, a leading voice for political reform in the colonies, found himself at odds with those within his own family who took up the cause of American independence. Join VPHA Director of […]

Middleburg Farmers Market

The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the people who produce them. Check the Town of Middleburg Facebook Page for specials, updates and […]

Middleburg Oktoberfest

Prost! Join us for our 5th Oktoberfest Celebration on September 20th, 2025! Festivities will take place on South Madison St. and Federal St., which will be closed to vehicular traffic. We’ll have multiple biergartens, traditional German food, live music, and festival games. Local beer, wine, cider, and traditional Oktoberfest foods will be available for purchase […]

Rock & Popsicles on the Porch

Cool rock & roll favorites from the 60s & 70’s dished out by the Bank Street Band. Cool free popsicles too! On the lawn in front of Emmanuel Church’s Parish House, with the band on the porch. As part of the “At The Parish House” performing arts series, the band will play your favorite classic […]
Sep 21
3:00 pm - 4:30 pm
Emmanuel Parish House
105 E Washington St, Middleburg, VA 20117

Yoga for Every Body

Begin your week with our Monday morning yoga class that’s held in a safe, supportive and social setting. This slow flow, accessible yoga class is open to students of all ages and abilities. Our weekly 60 minute practice focuses on improving balance, flexibility, coordination, and developing a sense of calm. Each class includes poses (asanas), […]
Sep 22
9:00 am - 10:00 pm

Weekly Watercolor Series

Join the Artists in Middleburg for a weekly watercolor workshop where each session focuses on a specific style or skill. Sessions will include drawing, composition, and guided exercises. Patricia Craighill will demonstrate techniques, provide inspiration from other artists, and encourage participants to work toward completed pieces  
Sep 22
10:00 am - 1:00 pm
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117

Posture Perfect

Posture Perfect! is a unique, small group exercise program that is based on The Meeks Method of Postural Awareness. A combination of gentle strengthening and stretching movements alleviate pain, strengthen muscles and bones and improve flexibility. This class is designed for those with back pain, hip pain, osteoporosis, osteopenia and poor posture. This class is […]
Sep 22
4:00 pm - 5:00 pm

Book Signing with VIETRI Founder Susan Gravely

Join Creme de la Creme for a special book signing with Susan Gravely, Founder and CEO of VIETRI, as she celebrates her latest book, Italy in a Glass. This special book signing event offers guests a rare opportunity to meet Susan in person and hear firsthand the stories and inspiration behind her beautifully written tribute […]
Sep 23
12:00 pm - 3:00 pm
Creme de la Creme
23 E Washington St, Middleburg, VA 20118

Better Balance!

Better Balance! is a fun, small group activity program that is excellent for helping reduce falls and fractures by improving your mobility, balance, bone and muscle strength, and stamina. This class is essential for those experiencing frequent falls, poor balance, reduced mobility and stamina, osteoporosis, osteopenia. This class is suitable for all ages and conditioning […]
Sep 24
4:00 pm - 5:00 pm

Middleburg Farmers Market

The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the people who produce them. Check the Town of Middleburg Facebook Page for specials, updates and […]

Second Annual Rokeby Community Festival

The Oak Spring Garden Foundation is excited to welcome you to the second annual Rokeby Community Festival, a fall celebration for all ages! Festival Highlights: Live Music from local artists including Lua Project and Bramblefoot Food Trucks: The Roaming Coyote, The Dog House, Red Truck Bakery, DC Me Rollin’, MooThru Drinks from Powers Brewery and […]
Sep 27
10:00 am - 4:00 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184

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 […]
Sep 28
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117

Yoga for Every Body

Begin your week with our Monday morning yoga class that’s held in a safe, supportive and social setting. This slow flow, accessible yoga class is open to students of all ages and abilities. Our weekly 60 minute practice focuses on improving balance, flexibility, coordination, and developing a sense of calm. Each class includes poses (asanas), […]
Sep 29
9:00 am - 10:00 pm

Weekly Watercolor Series

Join the Artists in Middleburg for a weekly watercolor workshop where each session focuses on a specific style or skill. Sessions will include drawing, composition, and guided exercises. Patricia Craighill will demonstrate techniques, provide inspiration from other artists, and encourage participants to work toward completed pieces  
Sep 29
10:00 am - 1:00 pm
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117

Posture Perfect

Posture Perfect! is a unique, small group exercise program that is based on The Meeks Method of Postural Awareness. A combination of gentle strengthening and stretching movements alleviate pain, strengthen muscles and bones and improve flexibility. This class is designed for those with back pain, hip pain, osteoporosis, osteopenia and poor posture. This class is […]
Sep 29
4:00 pm - 5:00 pm
October 2025

Better Balance!

Better Balance! is a fun, small group activity program that is excellent for helping reduce falls and fractures by improving your mobility, balance, bone and muscle strength, and stamina. This class is essential for those experiencing frequent falls, poor balance, reduced mobility and stamina, osteoporosis, osteopenia. This class is suitable for all ages and conditioning […]
Oct 01
4:00 pm - 5:00 pm

Middleburg Farmers Market

The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the people who produce them. Check the Town of Middleburg Facebook Page for specials, updates and […]

Yoga for Every Body

Begin your week with our Monday morning yoga class that’s held in a safe, supportive and social setting. This slow flow, accessible yoga class is open to students of all ages and abilities. Our weekly 60 minute practice focuses on improving balance, flexibility, coordination, and developing a sense of calm. Each class includes poses (asanas), […]
Oct 06
9:00 am - 10:00 pm

Posture Perfect

Posture Perfect! is a unique, small group exercise program that is based on The Meeks Method of Postural Awareness. A combination of gentle strengthening and stretching movements alleviate pain, strengthen muscles and bones and improve flexibility. This class is designed for those with back pain, hip pain, osteoporosis, osteopenia and poor posture. This class is […]
Oct 06
4:00 pm - 5:00 pm

Better Balance!

Better Balance! is a fun, small group activity program that is excellent for helping reduce falls and fractures by improving your mobility, balance, bone and muscle strength, and stamina. This class is essential for those experiencing frequent falls, poor balance, reduced mobility and stamina, osteoporosis, osteopenia. This class is suitable for all ages and conditioning […]
Oct 08
4:00 pm - 5:00 pm

Middleburg Farmers Market

The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the people who produce them. Check the Town of Middleburg Facebook Page for specials, updates and […]

Yoga for Every Body

Begin your week with our Monday morning yoga class that’s held in a safe, supportive and social setting. This slow flow, accessible yoga class is open to students of all ages and abilities. Our weekly 60 minute practice focuses on improving balance, flexibility, coordination, and developing a sense of calm. Each class includes poses (asanas), […]
Oct 13
9:00 am - 10:00 pm

Posture Perfect

Posture Perfect! is a unique, small group exercise program that is based on The Meeks Method of Postural Awareness. A combination of gentle strengthening and stretching movements alleviate pain, strengthen muscles and bones and improve flexibility. This class is designed for those with back pain, hip pain, osteoporosis, osteopenia and poor posture. This class is […]
Oct 13
4:00 pm - 5:00 pm

Better Balance!

Better Balance! is a fun, small group activity program that is excellent for helping reduce falls and fractures by improving your mobility, balance, bone and muscle strength, and stamina. This class is essential for those experiencing frequent falls, poor balance, reduced mobility and stamina, osteoporosis, osteopenia. This class is suitable for all ages and conditioning […]
Oct 15
4:00 pm - 5:00 pm

Middleburg Farmers Market

The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the people who produce them. Check the Town of Middleburg Facebook Page for specials, updates and […]

Yoga for Every Body

Begin your week with our Monday morning yoga class that’s held in a safe, supportive and social setting. This slow flow, accessible yoga class is open to students of all ages and abilities. Our weekly 60 minute practice focuses on improving balance, flexibility, coordination, and developing a sense of calm. Each class includes poses (asanas), […]
Oct 20
9:00 am - 10:00 pm

Posture Perfect

Posture Perfect! is a unique, small group exercise program that is based on The Meeks Method of Postural Awareness. A combination of gentle strengthening and stretching movements alleviate pain, strengthen muscles and bones and improve flexibility. This class is designed for those with back pain, hip pain, osteoporosis, osteopenia and poor posture. This class is […]
Oct 20
4:00 pm - 5:00 pm

Better Balance!

Better Balance! is a fun, small group activity program that is excellent for helping reduce falls and fractures by improving your mobility, balance, bone and muscle strength, and stamina. This class is essential for those experiencing frequent falls, poor balance, reduced mobility and stamina, osteoporosis, osteopenia. This class is suitable for all ages and conditioning […]
Oct 22
4:00 pm - 5:00 pm
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