Browse upcoming events in Loudoun County — concerts, theater, food, family activities, and more.
All Northern Virginia events · All DMV events
Thu, Oct 29, 2026 · All day · Free · The Branch, 49 Catoctin Circle Southeast, Leesburg, VA 20175
An evening of mystery, murder, dinner, and deadly family drama awaits at The Branch!
Details for A Grave Misunderstanding: Murder Mystery Dinner at The Branch
Thu, Oct 29, 2026 · All day · Free · The Leaf, 1602 Village Market Boulevard Southeast, Leesburg, VA 20175
Join us at The Leaf in Leesburg for a cozy autumn morning the whole family will love! Enjoy a fall-themed brunch buffet while you get creative with pumpkins. When: Thursday, October 29, 11:00 AM to 2:
Thu, Oct 29, 2026 · All day · Free · Spanky's Shenanigans, 538 East Market Street, Leesburg, VA 20176
On the deck
Thu, Oct 29, 2026 · 2:00 PM · $107.48–$139.49 · 22611 Markey Court, Sterling, VA 20166
Craft Your Own Cozy Masterpiece: Dive into Rug Tufting!
Thu, Oct 29, 2026 · 2:00 PM · $81.88–$183.24 · 22611 Markey Court, Sterling, VA 20166
Unleash your creativity and learn how to turn ordinary flowers into stunning works of art at our Pressed Flower Art Workshop!
Thu, Oct 29, 2026 · 6:00 PM · Free · Mastery Jiu-Jitsu, 161 Fort Evans Road Northeast, Leesburg, VA 20176
Learn real life skills in our Warrior Women Self Defense Jiu-Jitsu class! Thursdays at 6pm. Start your FREE trial - text 571-278-4122
Thu, Oct 29, 2026 · 6:00 PM · Free · Stockyard Brewery, 12428 Mountain Road, Lovettsville, VA 20180
Join us for Trivia Night at Stockyard Brewery hosted by Pour House Trivia for an evening packed with laughs, friendly competition, great beer, and farm brewery fun! Gather your smartest friends, bring
Thu, Oct 29, 2026 · 6:00 PM · $49.87 · Bourbon Boulevard Steakhouse - Sterling, 21078 Dulles Town Circle, Sterling, VA 20166
Come mix and mingle with fun, interesting singles and discover new connections!
Thu, Oct 29, 2026 · 6:30 PM · Free · Eleven Eleven Brewing Company, 725 E. Main St, Purcellville, VA 20132
Thursday Night Trivia at Eleven Eleven Brewing Company -- Every Thursday @ 6:30pm until 8pm (ish). Prizes are given every week for our 1st, 2nd, and 3rd place teams! New teams are always welcome to jo
Thu, Oct 29, 2026 · 6:30 PM · Free · Loudoun Brewing Company, 310 East Market St., Leesburg, VA 20176
Weekly trivia every Thursday at Loudoun Brewing Company - 630-830pm - hosted by Owen Palmiotti
Thu, Oct 29, 2026 · 7:00 PM · Free–$28.52 · All Go Rhythms Bar & Restaurant, 21035 Dulles Town Circle, Sterling, VA 20166
Sing your heart out and vibe with friends at Kareoke Nights, only at AllGoRhythms Gastro Bar!
Thu, Oct 29, 2026 · 7:00 PM · Free · Bluemont Station Brewery & Winery, 18301 Whitehall Estate Lane, Bluemont, VA 20132
Join us at this BEAUTIFUL new winery/brewery for free line dancing and line dance lessons EVERY Thursday from 7-10pm! This place has a great floor, delicious food, cool drink options (and ice cream sa
Thu, Oct 29, 2026 · 7:30 PM · Free · Crooked Run Fermentation, Market Station 205 Harrison St SE Suite #100, Leesburg, VA 20175
Come get nerdy with Tonia for Thursday Trivia at Crooked Run in Leesburg! Questions feature a mix of general knowledge and niche information. All ages are welcome, but some adult content is featured i
Oct 24 – 31, 2026 · Free · Naut Human Productions, 312 East Market Street, Leesburg, VA 20176
Naut Human Productions brings The Dracula Experience back to Loudoun with Dracula’s Midnight Masquerade, running October 16–November 1, 2026 at George C. Marshall’s Dodona Manor in Leesburg, Virginia,
Oct 24 – 30, 2026 · Free · Meadows Farms, 43054 Little River Turnpike, Chantilly, VA 20152
Free Fall Festival
Oct 24 – Nov 1, 2026 · Free · The Byrne Gallery, 7 West Washington Street, Middleburg, VA 20117
This month, artist Sandra Iafrate will depict the beauty of the harvest season and the enduring connections between food, memory, family, and place. Iafrate’s use of collected materials and paint inst
Oct 24 – Nov 1, 2026 · Free · NOVA Parks, 15855 Limestone School Road, Leesburg, VA 20176
Bring the whole family to Temple Hall Farm Regional Park for a memorable day of fall fun. Start by taking a wagon ride to pick your own pumpkin right from the patch, then cut your own bouquet and capt
Fri, Oct 30, 2026 · All day · $35 · Hillsborough Winery, Brewery and Vineyards, 36716 Charles Town Pike, Hillsboro, VA 20132
A Grave Misunderstanding Written by R. Aaron Thompson As Adapted by Betsy Hansen and Russell Silber Produced by Jerri Wiseman Directed by Betsy Hansen Cast: Evie Izdepski, Ilan Komrad, and Russell Sil
Details for A Grave Misunderstanding Murder Mystery Dinner Theatre
Fri, Oct 30, 2026 · All day · Free · Claude Moore Park, 21544 Old Vestals Gap Road, Sterling, VA 20164
This introductory to archery class teaches safety, basic skill development, and practice time. We finish by playing some fun archery games. You can register with this link:https://tinyurl.com/4swzsvfw
Fri, Oct 30, 2026 · All day · Free · Claude Moore Park, 21544 Old Vestals Gap Road, Sterling, VA 20164
Enjoy a relaxing morning fishing at our stocked ponds. Don't worry if you don't have equipment or experience. Staff will be available to provide assistance and bait. Fishing rods are available on a fi
Fri, Oct 30, 2026 · All day · Free · AllTech Services , 101a Executive Drive, Sterling, VA 20166
👻🎃 Join us at AllTech Services for our Annual Haunted House! 🎃👻Come walk the halls with our spooky team and get ready for some fun scares! You never know who or what you might meet along the way!
Details for Haunted Halls Trick or Treat at Alltech Services
Fri, Oct 30, 2026 · All day · Free · Dulles Town Center, 21100 Dulles Town Circle, Dulles, VA 20166
Get ready for a spooktacular time at Mall-O-Ween, where the whole mall transforms into a festive playground of fright and fun!Storefront Trick-or-Treat TrailRetailers will be handing out candy and goo
Fri, Oct 30, 2026 · All day · Free · One Loudoun, 20626 Easthampton Plaza, Ashburn, VA 20147
Your Friday plans are officially made! Join us at One Loudoun for the Friday Moonlight Market, happening every Friday from August 14 through October 30, from 5–9PM.Explore a curated lineup of local ma
Fri, Oct 30, 2026 · All day · Free · Spanky's Shenanigans, 538 East Market Street, Leesburg, VA 20176
Playing for happy hour
Fri, Oct 30, 2026 · All day · Free · Brambleton Community Association, 22890 Brambleton Plaza, Brambleton, VA 20148
Brambleton Movie Night on the Green at Brambleton Community Association.
Fri, Oct 30, 2026 · All day · Free · Trackside, 19 West Market Street, Leesburg, VA 20176
Burn the ballroomOVER 55 MILLION STREAMS AND COUNTING… BURN THE BALLROOM IS A ROCK PROJECT FOUNDED IN THE WASHINGTON DC METRO AREA, BASED BETWEEN DC AND NASHVILLE. BTB BLURS THE LINES BETWEEN ANTHEM,
Fri, Oct 30, 2026 · All day · Free · Old Farm Winery at Hartland, 23583 Fleetwood Road, Aldie, VA 20105
A Halloween evening of mentalism, magic, storytelling, wine, and food at Old Farm Winery at Hartland. Ages 21 and older.
Details for Echoes of the Past: Halloween Mentalist Experience
Fri, Oct 30, 2026 · All day · Free · Stockyard Brewery, 12428 Mountain Road, Lovettsville, VA 20180
Calling all ghouls—it’s time for GALLOWEEN! Grab your favorite girls and join us at Stockyard Brewery for a chic and spooky Halloween-Themed Girls Night! Friday, October 30 Starting at 5 PM Stockyard
Fri, Oct 30, 2026 · All day · Free · Dulles Town Center, 21100 Dulles Town Circle, Dulles, VA 20166
A family Halloween event featuring a storefront trick-or-treat trail, themed crafts, magician performances, face painting, character meet-and-greets, and costumes encouraged.
Fri, Oct 30, 2026 · All day · Free · One Loudoun; The Maker’s Valley, 20387 Exchange Street, Ashburn, VA 20147
Friday evening maker market featuring local makers, small businesses, artists, bakers, and other vendors. The market is free and open to all ages; the final listed 2026 occurrence is Friday, October 3
Fri, Oct 30, 2026 · 12:00 AM · Free · Wheatland Spring, 38506 John Wolford Road, Waterford, VA 20197
A Czech lager-themed weekend at Wheatland Spring. Event details were listed as forthcoming by the organizer.
Fri, Oct 30, 2026 · All day · Free · Loudoun County Parks, Recreation & Community Services, 120 Enterprise Street, Sterling, VA 20164
Haunted-house experience with scares and thrills; the official registration listing notes that it is not intended for younger children.
Fri, Oct 30, 2026 · All day · Free · Spanky's Shenanigans, 538 East Market Street, Leesburg, VA 20176
Let’s get warmed up for Halloween as Off the Record returns to Spanky’s on Oct 30th. This won’t be a costume party but feel free to rock your favorite outfit! Once you break it in, you can determine i
Fri, Oct 30, 2026 · 9:30 AM · $23.95 · Leesburg Animal Park, 19270 James Monroe Hwy, Leesburg, VA 20175
Pumpkin Village Fall Fest is packed with fun family activities! Giant hill slides, moon bounces, wagon rides, petting zoo, pedal carts, the corn bin, weekend entertainment & more.
Fri, Oct 30, 2026 · 10:30 AM · Free · 161 Fort Evans Road Northeast, Leesburg, VA 20176
Come join us for some fun and real world skills that will serve your child for a lifetime! START FREE TRIAL- 571-278-4122 info@masteryjj.com
Fri, Oct 30, 2026 · 12:00 PM · Free · 8 Chains North Winery, 38593 Daymont Ln, Waterford, VA 20197
Friday food and wine special! Kick the weekend off right with our Bottle & Board Friday Special . Purchase a bottle of wine for on-premise consumption, and enjoy a Bruschetta Board for only $5.00 extr
Fri, Oct 30, 2026 · 12:00 PM · Free · Hope Flower Farm & Winery, 40905 Stumptown Rd, Waterford, VA 20197
Join us at Hope Flower Farm and Winery for "Friday Night Flights!" Enjoy a four flight tasting of our seasonal wines and ciders for 15% OFF!
Fri, Oct 30, 2026 · 4:45 PM · $60 · Salamander Middleburg, 500 N Pendleton St., Middleburg, VA 20117
Discover the character of Virginia wine in this engaging tasting experience with Walsh Family Wine. Guests will explore a curated selection of wines while learning about the winery’s approach to winem
Details for Salamander Uncorked: Masterclass with Walsh Family Wine
Fri, Oct 30, 2026 · 6:00 PM · $9.85–$17.85 · Juleps Kentucky Tavern, 43781 Central Station Drive, Ashburn, VA 20147
Meet at Ashburn, Dulles, Chantilly, VA for singles ages 30–49—fun, relaxed night of connection, conversation, in the DMV.
Details for Ashburn, Dulles, Chantilly, VA Singles Event with Singles 30–49
Fri, Oct 30, 2026 · 6:00 PM · Free · Solace Brewing Company, 42615 Trade West Drive Suite 100, Sterling, VA 20166
Live music at Solace in Sterling every Friday night featuring local artist's. Check the website, solacebrewing.com, for a list of specific acts.
Fri, Oct 30, 2026 · 6:00 PM · Free · The Wine Reserve at Waterford, 38516 Charles Town Pike, Waterford, VA 20197
Movies in the Vineyard: JAWS October 30, 2026 at Dusk Join us on select evenings when we screen some favorite flicks out on our gigantic inflatable movie screen that sits vineyard-side next to the tas
Details for Movie in the Vineyards: JAWS and Horror Movie Trivia Night!
Fri, Oct 30, 2026 · 6:00 PM · Free · Fleetwood Farm Winery, 23075 Evergreen Mills Rd, Leesburg, VA 20175
Meet us on the lawn for a movie night with a side of wine! Bring your own blanket or lawn chair, grab a glass of wine, and settle in for a movie on the lawn with vineyard views. It’s the perfect excus
Fri, Oct 30, 2026 · 7:00 PM · $10–$20 · Solace Brewing Company, 42615 Trade West Drive Suite 100, Sterling, VA 20166
Get ready for a night full of laughs at our Comedy Show! Join us in person to enjoy a hilarious performance from Lucas Bohn. Lucas Bohn shares his journey of following his dreams in the midst of life'
Fri, Oct 30, 2026 · 7:00 PM · Free · 21165 Whitfield Place, Potomac Falls, VA 20165
Join us for a blessed evening for a Mawlid and dinner. This month’s Mawlid is for sisters only in partnership with Illuminoor
Details for Sister’s Mawlid @ Zawiyah DMV in Partnership with Illuminoor
Fri, Oct 30, 2026 · 7:15 PM · $12.51–$17.85 · Solace Brewing Company, 42615 Trade West Drive, Sterling, VA 20166
Laugh out loud for a great cause at the Comedy Showcase benefiting Gift of Adoption—fun for a heartfelt mission!
Sat, Oct 31, 2026 · 12:00 AM · Free · One Loudoun, 20626 Easthampton Plaza, Ashburn, VA 20147
Asia in a Bite Food Fest is bringing bold flavors and good vibes to One Loudoun. With 40 food vendors serving up street food favorites, Asian specialties, fusion bites, and sweet treats, there's somet
Sat, Oct 31, 2026 · All day · $45 · Breaux Vineyards, 36888 Breaux Vineyards Lane, Purcellville, VA 20132
Enjoy a glass of wine while being walked through painting your very own masterpiece! All supplies and your first glass of wine are included in your ticket purchase.
Sat, Oct 31, 2026 · All day · Free · Middleburg Community Center, 300 West Washington Street, Middleburg, VA 20117
Free family Halloween gathering at the Middleburg Community Center with costumes, hot dogs, and community activities. Attendees are asked to RSVP so organizers can plan food quantities.
Sat, Oct 31, 2026 · All day · Free · Intentions, 41166 Canter Lane, Paeonian Springs, VA 20129
This Halloween, put on your dancing shoes and explore!Visionaries is an annual art gala held in celebration of the DMV art community.Live music, dance, and poetry across two stages.A gallery, film scr
Details for Visionaries 2026 : A Halloween Night at the Art Gala
Sat, Oct 31, 2026 · All day · Free · Tally Ho Theater, 19 West Market Street, Leesburg, VA 20176
COSTUME CONTEST: Best costume wins $100 cash! Winner will be selected on stage by the band and crowd participation at intermission. Whiskey Glasses: Morgan wallen tribute Introducing Whiskey Glasses,
Details for A Haunted Honky Tonky with Whiskey Glasses (Morgan Wallen Tribute)