Halloween Spooktacular
Mon, Oct 26, 2026 · All day · Free · Loudoun County Public Library, 21030 Whitfield Place, Cascades, VA 20165
A family Halloween program featuring creepy crafts and ghoulish games.
Free things to do in Loudoun County: no-cost concerts, talks, festivals and family events this weekend and beyond, with dates and venues, updated daily.
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Mon, Oct 26, 2026 · All day · Free · Loudoun County Public Library, 21030 Whitfield Place, Cascades, VA 20165
A family Halloween program featuring creepy crafts and ghoulish games.
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
Tue, Oct 27, 2026 · All day · Free · Banshee Reeks Nature Preserve, 21085 The Woods Road, Leesburg, VA 20175
There’s never been a storytime like this! Explore nature stories and wildlife topics with a Virginia Master Naturalist each month through interactive and hands-on play. Weather permitting, storytime t
Details for October Storytime Gone Wild & Nature Walk - Leaves
Tue, Oct 27, 2026 · All day · Free · World's Okayest Trivia, 33665 Bear Chase Lane, Bluemont, VA 20135
Join us every Tuesday at Bear Chase Brewing for World's Okayest Trivia! It's free to play and you can have up to 8 players on your team to compete for prizes. Bear Chase gift cards up for grabs for th
Tue, Oct 27, 2026 · All day · Free · Bear Chase Brewing Company, 33665 Bear Chase Lane, Mount Weather, VA 20135
Get your crew together, and put your knowledge to the test every Tuesday, 6:30pm-8:30pm, at Bear Chase Brewing Company! Hosted by World's Okayest Trivia, it is free to play, a chance to win prizes, de
Tue, Oct 27, 2026 · 10:00 AM · 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! Tuesdays at 10am. Start your FREE trial - text 571-278-4122
Tue, Oct 27, 2026 · 6:30 PM · Free · Lark Brewing Co., 24205 James Monroe Hwy, Aldie, VA 20105
Put your knowledge to the test this Tuesday at 6:30 PM! Gather your friends, sip on our finest brews, and compete for awesome prizes. Whether you’re a trivia whiz or just in it for the fun, there’s so
Tue, Oct 27, 2026 · 6:30 PM · Free · Solace Brewing Company, 42615 Trade West Drive Suite 100, Sterling, VA 20166
Every Tuesday & Thursday is Trivia Night in the tasting room! Pour House Trivia will be here to MC the whole thing. Sign-ups start at 6:30pm and questions start at 7pm. Free to play, brewery coupons a
Wed, Oct 28, 2026 · All day · Free · Leesburg Kiwanis Club, Leesburg, VA 20176
An annual tradition since 1957, the Leesburg Kiwanis Halloween Parade celebrates its 70th year with spooky-themed floats, marching bands, costumes and candy, and other entertainment. Free to participa
Wed, Oct 28, 2026 · All day · Free · Bear Chase Brewing Company, 33665 Bear Chase Lane, Mount Weather, VA 20135
Join us every Wednesday from 6:30 PM to 8:30 PM at Bear Chase Brewing Company for Bingo & Brews! Enjoy free-to-play bingo with great prizes, delicious eats from Grill on the Hill, and award-winning be
Wed, Oct 28, 2026 · All day · Free · Loudoun County Public Library, 21030 Whitfield Place, Cascades, VA 20165
Special Halloween Event! Join film historian Anjuli M. Singh for a behind-the-scenes look at some of the classic Universal horror films from the Golden Age of Hollywood. Learn how Universal came to sp
Wed, Oct 28, 2026 · All day · Free · 810 Entertainment - Dulles Town Center, 21029 Dulles Town Circle, Sterling, VA 20166
Midweek plans? Handled. Join us every Wednesday for Karaoke Night at 810 Entertainment Dulles Town Center — where the stage is yours and the spotlight is waiting. Whether you’re belting out power ball
Details for Wednesday Karaoke at 810 Entertainment Dulles Town Center
Wed, Oct 28, 2026 · All day · Free · Washington Dulles Airport Marriott, 45020 Aviation Drive, Dulles, VA 20166
A three-course dinner paired with three Loudoun County wines. A sommelier-led tasting experience introduces guests to the featured wines, with bottles available for purchase.
Wed, Oct 28, 2026 · All day · Free · South Riding Proprietary, 43080 Center Street, Chantilly, VA 20152
An outdoor screening of Disney and Pixar’s Coco at Town Green, with food trucks and a family-friendly Halloween and Día de los Muertos theme. Guests are encouraged to bring blankets and lawn chairs.
Wed, Oct 28, 2026 · All day · Free · Sweet Run State Park / Virginia State Parks, 11661 Harpers Ferry Road, Purcellville, VA 20132
A family-friendly nature program exploring how wildlife moves into abandoned houses, barns, fields, stone walls, brush piles, and other forgotten spaces. Children can follow a spooky trail scavenger h
Wed, Oct 28, 2026 · 1:00 PM · Free · Solace Brewing Company, 42615 Trade West Drive Suite 100, Sterling, VA 20166
Half price growler fills every Wednesday! Bring your own clean, ready to be filled growler or buy one of ours! **Must come into the Tasting Room for discount.** Cannot be combined with any other disco
Wed, Oct 28, 2026 · 6:00 PM · Free · Stockyard Brewery, 12428 Mountain Road, Lovettsville, VA 20180
Join us every Wednesday from 6:00 PM - 8:00 PM for Family Bingo Night at Stockyard Brewery! Bring the whole family out to the farm for an evening filled with laughs, friendly competition, great food,
Wed, Oct 28, 2026 · 6:00 PM · Free · O'Malley's Pub, 45425 Holiday Drive, Sterling, VA 20166
Come for Happy Hour, stay for live music! Enjoy Live Music Wednesdays at O'Malley's featuring a rotating lineup of talented local artists performing in a relaxed, neighborhood pub atmosphere. It’s the
Wed, Oct 28, 2026 · 6:30 PM · Free · 8 Chains North Winery, 38593 Daymont Ln, Waterford, VA 20197
Engage your brain and join us for Trivia Night every Wednesday beginning at 6:30 pm. Your host is Pour House Trivia , the largest pub trivia company based in the Washington D.C. metro area. Thought-pr
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 · 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 · 6:30 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 · 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
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 · 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 · 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!