Events in Leesburg, United States
Annie the broadway musical, performed by Goose Creek Players
Purcellville
Friday, April 24, 2026
1930
- 2130
25.00 USD
Theater - Opera - Ballet - Shows - Cabaret
In 1933, Annie is a spirited orphan determined to find the parents who left her at an orphanage eleven years ago. When she is unexpectedly chosen to spend Christmas at the home of billionaire Oliver Warbucks-part of his plan to improve his public image-everything beg ..
Hanging with the Highlands – Milo, Otis and Pilsner!
Lovettsville
Friday, April 24, 2026
1600
- 1900
50.00 USD
Family and Children - Activities - Outings - Events
Want to meet a Highland cow? Now's your chance! We offer intimate, one-on-one sessions where you can spoil our favorite 'hairy coos.'
Ever wanted to meet a Highland cow? Now's your chance! We offer intimate, one-on-one 15 min. sessions where you can spoil our favori ..
Pickle and International Food Festival
Sterling
Saturday, April 18, 2026
1000
- 1800
5.00 USD
Eating Out - Food Events - Cooking Classes
Get ready for Loudoun's First Pickle Festival and International Food Festival featuring 40+ vendors!
Multiple Pickle Vendors
10 of the best Pickle Vendors along the East Coast!
Cultural Food Trucks
A lineup of global flavors celebrating culinary traditions from a ..
Mother and Son Glow Dance Party
Bluemont
Friday, April 10, 2026
1800
- 2000
Free
Family and Children - Activities - Outings - Events
This special evening is all about moms and their sons sharing laughter, dancing, and meaningful moments together. It's a night designed to slow down, have fun, and create memories that will last long after the music ends.
All mother figures are welcome! Moms, Gran ..
Free Easter Egg Hunt at The Sassy Ass in Hillsboro, VA April 4, 2026
Hillsboro
Saturday, April 4, 2026
1400
- 1600
Free
Family and Children - Activities - Outings - Events
The Sassy Ass invites families to join a fun-filled Free Easter Egg Hunt on Saturday, April 4th, starting at 2:00 PM.
The Easter Egg Hunts will be organized by age group to ensure a safe and enjoyable experience for all participants:
2:15 PM: Ages 1–3
2:30 PM: ..
Loudoun Symphony Presents Legendary Travels
Sterling
Saturday, March 28, 2026
1600
- 1745
5.00 USD
Classical Music - Orchestra - Traditional Music Events
Come along for a journey across rivers and mountains with three vivid orchestral works that bring the natural world and imagination to life through sound. Your travels will include The Moldau by Smetana, Apu: Tone Poem for Orchestra by Gabriella Lena Frank and conclu ..
All About Bitcoin presentation, Herndon, Friday 13th evening 5 to 7 pm, author Natalie Brunell
Herndon
Friday, March 13, 2026
1700
- 1900
100.00 USD
Financial Planning - Investing - Crypto - Wealth - Minerals
The Luce Center is pleased to host a Speaking Event Friday, March 13 5-7pm in Herndon. This gathering is designed to foster intellectual engagement featuring journalist and author Natalie Brunell.
The Luce Center is pleased to host a President's Club Exclusive Eveni ..
Loudoun Symphony Presents Rachmaninoff with Ying Li
Aldie
Sunday, February 15, 2026
1500
- 1715
5.00 USD
Classical Music - Orchestra - Traditional Music Events
Prepare for an afternoon of sweeping emotion, profound beauty, and symphonic mastery brought to life by rising star Ying Li, piano. With its haunting opening chords, soaring melodies, and breathtaking virtuosity, Rachmaninoff's 2nd Piano Concerto has captivated audie ..
Galentine's Day at Solace Brewing Co. in Sterling
Sterling
Friday, February 13, 2026
1600
- 2100
Free
Women Focused Events
Pop-Up Boutique featuring local woman owned businesses and vendors. Because there is nothing better than women supporting women!
First 50 ladies to arrive after 4PM will receive a long stem rose from Solace.
Drink Specials for the Ladies Only - $5 Full Pours of ..
Galentine's at Stockyard Brewery
Lovettsville
Saturday, February 7, 2026
1200
- 1700
Free
Festivals - Fairs - Carnivals - Parades - Culture
Come celebrate Galentine's Day at Stockyard Brewery with our Valentine's-themed pop-up market. Gather your gals for an afternoon of sipping and shopping as you browse a curated lineup of local makers, artists, and small businesses. Enjoy craft beer, festive vibes, an ..
Cabin Fever Film Festival
Purcellville
Friday, January 30, 2026
1900
- 1000
8.00 USD
Films - Movies - Cinema
The ninth annual Purcellville Cabin Fever Film Festival will be held Friday, January 30 and Saturday, January 31 at the Franklin Park Visual and Performing Arts Center featuring 12 films created by Loudoun County residents or filmmakers with strong ties to Loudoun Co ..
Annual Peace Service
Herndon
Sunday, December 21, 2025
1900
- 2000
Free
Religious Events
The Battle of Dranesville in 1861 pitted Confederate general J.E.B. Stuart's 2,500 troops against 5,000 troops commanded by Union general Edward O. C. Ord. The battle took place near the intersection of Route 7 and the Georgetown pike, and was the first Union victory ..
Holidays in Purcellville
Virginia
Saturday, December 13, 2025
1200
- 1800
Free
Festivals - Fairs - Carnivals - Parades - Culture
The Town of Purcellville is gearing up for a festive holiday season with fun activities on Saturday, December 13. Details are below and available on the Town website: https://purcellvilleva.gov/1030/Holidays-in-Purcellville
Purcellville Holiday Parade - Saturday, ..
Stockyard Holiday Market
Lovettsville
Saturday, December 13, 2025
1200
- 1900
Free
Retail Sales - Shop Openings - Events
Get your last-minute holiday shopping done while supporting local vendors at our first holiday market! Sip and shop til you drop Saturday and Sunday from 12-7pm.
Category: Community | Holiday Bazaar ..
Hillsboro Holiday Homes tour - 2025 Out-of-Town edition
Virginia
Saturday, December 13, 2025
1000
- 1900
18.00 USD
Trips - Travel - Excursions
The ticketed tour includes 6 historic homes, all decked out with crafted fresh greenery decorations and other materials sourced locally.
Hear about the history of the town, the homes and their owners while soaking in the warmth of holidays preparation. Enjoy burning ..
Give with a chance to get back! Local charity raffle with amazing prizes!
Ashburn
Wednesday, December 10, 2025
0700
- 2355
50.00 USD
Charity Events - Fundraising
All proceeds to RappCats, a 501(c)(3) non-profit located in Rappahannock County, Virginia. We are the only cat shelter and rescue organization in the county and rely exclusively on donations and fundraising for support. We are excited to run our first ever raffle fun ..
Loudoun Symphony Presents Holiday Favorites
Aldie
Sunday, December 7, 2025
1500
- 1615
5.00 USD
Classical Music - Orchestra - Traditional Music Events
Gather with your family and friends for a holiday celebration that will warm your heart and lift your spirits. This holiday concert is packed with beloved seasonal favorites, timeless tunes that span generations! From classic carols to popular holiday songs, orchestr ..
Pictures w/Santa at Solace Brewing Co. in Sterling
Sterling
Sunday, November 30, 2025
1330
- 1530
Free
Family and Children - Activities - Outings - Events
Get your wishlist in early with Santa at the Sterling location on Sunday, November 30 from 1:30 - 3:30PM!
Bring your own camera, no reservations needed. We find that there tends to be a line right at 1:30PM to see Santa. To avoid any wait we would suggest coming a ..
Santa, Steers and Sodas
Lovettsville
Sunday, November 30, 2025
1300
- 1600
25.00 USD
Family and Children - Activities - Outings - Events
Join us for photos with Santa and Mrs. Claus, our 2 new highland calves, dirty soda bar and more activities for the kids!
https://www.eventbrite.com/e/santa-steer-sodas-tickets-1975051566402?aff=oddtdtcreator
Category: Community | Local / Community | Holidays ..
Holiday Sip and Shop
Leesburg
Sunday, November 30, 2025
1100
- 1700
Free
Retail Sales - Shop Openings - Events
Local vendors will be on hand with original and one of a kind gift ideas to get your holiday shopping started. Featuring bottomless mimosas, food trucks, fresh shucked oysters and live music.
Category: Retail | Shopping ..
Goose Creek Players present: It's A Wonderful Life On 28 November 2025
Purcellville
Friday, November 28, 2025
1930
- 2130
25.00 USD
Theater - Opera - Ballet - Shows - Cabaret
The tale of George Bailey, and what would life be like if he had never been born. A beloved Christmas classic, where a Guardian Angel reviews George's life and leads him to discover the impact he had on his community. Goose Creek Players brings to life the story with ..
Holiday Craft Show and Market at Ridgetop Coffee
Sterling
Saturday, November 22, 2025
0900
- 1400
Free
Retail Sales - Shop Openings - Events
Mark your calendar for NOVEMBER 22 and - Shop local! Stop by our all-indoor event hosting all local crafters and businesses. Over 50 door prizes to be won, just for stopping by! Something for all ages and live music to be enjoyed while paroozing (that's a great word) ..
MainStage Series - LLO and United Help Ukraine present: A Cossack Beyond the Danube
Sterling
Saturday, November 15, 2025
1900
- 2100
24.99 USD
Theater - Opera - Ballet - Shows - Cabaret
Experience the vibrant spirit of Ukrainian heritage in A Cossack Beyond the Danube, the beloved comic opera by Semen Hulak-Artemovsky. Filled with heart, humor, and stirring folk melodies, this timeless work follows the adventures of a spirited Cossack, and combines ..
Catoctin Holiday Art Tour
Virginia
Saturday, November 15, 2025
1000
- 1700
Free
Art Exhibitions - Auctions - Painting - Classes - Events
In 2025, the Catoctin Holiday Art Tour includes 22 artists at 10 studios in scenic Western Loudoun County. You’ll find works in glass, wood, metal, jewelry, fiber, painting, photography, ceramics and more. We’re keeping things cozy, with all studios within a 5 mile r ..
Pour House Trivia at Stockyard Brewery
Lovettsville
Thursday, November 13, 2025
1900
- 2100
Free
Eating Out - Food Events - Cooking Classes
Join us for our first trivia night with Pour House Trivia at Stockyard Brewery! Free to play and a chance to win a gift card!
Category: Community | Quiz/Trivia Night ..
Christmas Tree Fundraiser - Community of Faith United Methodist Church - Grains of Hope
Herndon
Monday, November 10, 2025
0900
- 1700
Free
Charity Events - Fundraising
6-7' Tree: $100
7-8' Tree: $125
Delivery Cost: $25 (Delivery only available Saturday November 29)
Indicate:
Pick Up Friday November 28 5:00-8:00 p.m.
Pick Up Saturday November 29 9:00 a.m.-12:00 p.m.
Delivery Saturday November 29 9:00 a.m.-12:00 p ..
Into the Woods
Leesburg
Friday, November 7, 2025
1900
- 2130
20.00 USD
Theater - Opera - Ballet - Shows - Cabaret
INTO THE WOODS:
The Staged Concert
Music and Lyrics by STEPHEN SONDHEIM
Book by JAMES LAPINE
Originally Directed on Broadway by James Lapine
Orchestrations by Jonathan Tunick
An epic reimagining of classic fairytales about wishes, family, and the choices ..
Caregivers’ Re-Treat: The Power of Purpose - Ashburn - Nov. 1
Ashburn
Saturday, November 1, 2025
1300
- 2200
Free
Family and Children - Activities - Outings - Events
AARP Virginia and the Loudoun County Area Agency on Aging are teaming up to offer you the perfect blend of relaxation, inspiration, and reflection.
You will:
· Enjoy a heartwarming film screening of The Hidden Power of Purpose.
· Be inspired by family caregi ..
Purcellville Artisan Tour
Loudoun County
Saturday, November 1, 2025
1100
- 1700
Free
Art Exhibitions - Auctions - Painting - Classes - Events
Local artisans will put out the welcome mat from 11 a.m. to 5 p.m. on Saturday, November 1 and Sunday, November 2 for the sixth annual Purcellville Artisan Tour, sponsored by the Purcellville Arts Council. Find unique and beautiful pieces of art for people on your ho ..
Foster The Future Soiree to Benefit UpsideDown Moments
Leesburg
Sunday, October 19, 2025
1700
- 1930
100.00 USD
Charity Events - Fundraising
Join us for an unforgettable evening of community, compassion, and celebration at UpsideDown Moments' Foster the Future Soiree. Your $100 ticket includes:
Welcome Drinks - Sip a signature cocktail or glass of wine as you mingle with fellow supporters.
Gourmet Cuisi ..
Sunset in the Field 2025
Middleburg
Sunday, October 19, 2025
1530
- 1900
110.00 USD
Trips - Travel - Excursions
Looking for a spectacular fall event? Grab the family, polish your boots, dust off your “goin’ to the farm” hat, and join us for LTV’s 5th annual Sunset in the Field Party!
Come chill with us and enjoy Bluegrass and BBQ while watching the sunset behind the Blue Ri ..
Celebrate Purcellville Fall Festival
Purcellville
Saturday, October 18, 2025
1400
- 1700
Free
Festivals - Fairs - Carnivals - Parades - Culture
Enjoy a fun day in the heart of Purcellville with music, shopping and dining, playing carnival games, and more! Turn in your completed Celebrate Purcellville passport by 4 p.m. for a chance to win prize packages that have been donated by participating businesses and ..
Loudoun Fall Farm Tour
Loudoun County
Saturday, October 18, 2025
1000
- 1600
Free
Family and Children - Activities - Outings - Events
Get Ready for a Fun-Filled Weekend: 2025 Loudoun Fall Farm Tour Returns October 18–19
The Loudoun County Department of Economic Development is delighted to announce the 2025 Fall Farm Tour, coming Saturday and Sunday, October 18 and 19, from 10:00 a.m. to 4:00 p.m ..
The Ladies Board 86th Annual Rummage Sale
Leesburg
Saturday, October 18, 2025
1000
- 1600
Free
Charity Events - Fundraising
Get ready for a shopping tradition like no other! The 86th Annual Ladies Board Rummage Sale is back and bigger than ever, taking place on Saturday, October 18, and Sunday, October 19, from 10 a.m. to 4 p.m. at the Loudoun County Fairgrounds (17558 Dry Mill Road, Lees ..
Stockyard Brewery Grand Opening
Lovettsville
Friday, October 17, 2025
1200
- 2000
Free
Wine - Beer - Whiskey - Cocktails - Gin - Tasting - Classes
Join us for the Grand Opening of Stockyard Brewery - Loudoun's newest family-friendly destination!
Raise a glass and celebrate a day of fun, flavor, and community. Stockyard Brewery isn't just for beer lovers - it's a place where everyone can kick back and enjoy t ..
Hauntings 2025
Leesburg
Thursday, October 16, 2025
1800
- 2100
35.00 USD
Trips - Travel - Excursions
Hauntings takes guests on an 80-minute walking tour of historic Leesburg on October 16, 17th, and 18th. Tour Guides and Storytellers will share spine-tingling stories about historic homes, buildings, and their inhabitants from the past. On your tour, you'll discover ..
Celebrate Purcellville
Virginia
Saturday, October 11, 2025
1000
- 1700
Free
Adventure Trips - Events
Visit the Town of Purcellville and find new places to eat and drink, discover local history, explore nature, check out fun places to shop, and win prizes! Get a Celebrate Purcellville Passport and visit participating businesses and organizations in the Town of Purcel ..
DTFEST 2025
Ashburn
Saturday, October 4, 2025
1200
- 2200
15.00 USD
Festivals - Fairs - Carnivals - Parades - Culture
Celebrate the Spirit of Dashain and Tihar - Nepali Style!
DTFEST 2025 is back - and it's bigger, brighter, and more vibrant than ever before! Now in its fourth year, DTFEST has become the largest Nepali cultural celebration in the DMV (DC, Maryland, Virginia), uni ..
Hail to the Trail - 13th Annual!
Purcellville
Sunday, September 28, 2025
1300
- 1600
Free
Nature - Wildlife Trips - Events
Bring your family and friends to the 13th annual Hail to the Trail event at the Chapman DeMary Trail on September 28 from 1 to 4 p.m. This event is free and fun for all. Participate in hands-on activities, learn about native plants and wildlife, make a pinecone birdf ..
Links on the Lawn Denim and Dandy Edition
Leesburg
Saturday, September 27, 2025
1300
- 1600
Free
Charity Events - Fundraising
Join us September 27, 2025, for the Loudoun County (VA) Chapter of The Links, Incorporated annual fundraiser for scholarships and programming. Learn more about our organization and event when you select 'Get Tickets'.
Category: Community | Fundraisers ..
Lovettsville Oktoberfest
Lovettsville
Friday, September 26, 2025
1800
- 1700
Free
Festivals - Fairs - Carnivals - Parades - Culture
The Town of Lovettsville invites you to join us for our 29th Lovettsville Oktoberfest! Visit www.lovettsvilleoktoberfest.com to view event schedules and entertainment, register for our Stein Hoisting, Stein Hauling, and Royalty Competitions, and to grab your spot in ..
Loudoun Symphony Orchestra Presents Elegance and Power
Ashburn
Saturday, September 20, 2025
1930
- 2115
5.00 USD
Classical Music - Orchestra - Traditional Music Events
Join the LSO for its season opener which includes two masterworks: Mahler's Symphony No. 1 "Titan" and Mendelssohn's beloved Violin Concerto, featuring violin soloist, Timothy Schwarz. Often nicknamed "Titan," Mahler's symphony takes listeners on an emotional journey ..
Crossroads Music Festival 2025 presented by BENEFIT
Leesburg
Saturday, September 20, 2025
1500
- 2230
Free
Music - Concerts - Bands - Lessons
Crossroads Music Festival 2025 presented by BENEFIT
Sept. 19 and 20, 2025
BENEFIT presents two evenings of live music with over 30 musicians performing to raise funds for nonprofits that provide services to children in Loudoun County.
Headliners for BENEFIT's ..
Crossroads Music Festival 2025 presented by BENEFIT
Leesburg
Friday, September 19, 2025
1900
- 2230
Free
Festivals - Fairs - Carnivals - Parades - Culture
Crossroads Music Festival 2025 presented by BENEFIT
Sept. 19 and 20, 2025
BENEFIT presents two evenings of live music with over 30 musicians performing to raise funds for nonprofits that provide services to children in Loudoun County.
Headliners for BENEFIT's ..
Labels and Lyrics: Gilbert and Sullivan
Hamilton
Sunday, September 14, 2025
1500
- 1700
99.00 USD
Theater - Opera - Ballet - Shows - Cabaret
Labels and Lyrics is the perfect way to experience opera, while relishing a great treasure of Loudoun County - wine! In this one-of-a-kind event series, each aria or song is paired with a curated wine, creating a multisensory journey through music and taste. Whether ..
Tribute to Patsy Cline and Don Williams
Bluemont
Saturday, September 13, 2025
1700
- 2000
Free
Charity Events - Fundraising
Join the Martinsburg Chapter of Guitars For Vets at Henway Hard Cider Company in Bluemont for an evening filled with the music of Patsy Cline and Don Williams. Mission Road and Good Old Country are donating their talents to help raise funds to support guitar lessons ..
Loudoun Children's Business Fair
Sterling
Saturday, September 13, 2025
1100
- 2000
Free
Family and Children - Activities - Outings - Events
Loudoun Children's Business Fair is a one-day, annual event organized by Little CEOs Foundation. We are a not-for-profit organization, run by a group of parent-volunteers, whose aim is to ignite and nurture the spark of entrepreneurship within the next generation. Th ..
Basset Hound Rescue Fall Festival
Herndon
Saturday, September 13, 2025
0930
- 1400
Free
Animal Shows - Pet Shows - Horse Racing - Events
BROOD Basset Hound Rescue is having its annual Ramble Fall Festival event. Dog contests begin at 10 am--costume, pie eating, and other contests. The famous Basset 500 race starts at 1:30 pm. Food, raffles, silent auction, raffle baskets and more. Come out with your f ..
Guinness World Record Attempt! By: WTC Salsa Sprouts-Loudoun Roots and Wonder
Leesburg
Saturday, September 6, 2025
1000
- 1400
Free
Festivals - Fairs - Carnivals - Parades - Culture
Presented by WEBS Training Center, this two-day festival brings families, friends, and gardening lovers together for hands-on activities, workshops, crafts, food, music, and an official attempt at the Guinness World Record for the Largest Gardening Lesson. Whether yo ..
Dance-A-Thon benefitting the Gift of Adoption
Sterling
Saturday, August 23, 2025
1700
- 2200
Free
Social Dancing - Dance Lessons - Dance Performances
Register on your own or as a team with a commitment to dancing for the duration of the event! In return you will seek pledges from your friends, family, co-workers, etc. for every hour that you dance.
Even if you are not registered we encourage you to come out to ..