Halloween in Franklin Park
Celebrate the spooky season at Halloween in Franklin Park on Friday, Oct. 24, from 6-8 p.m. at 17501 Franklin Park Drive, Purcellville. This free, family-friendly event offers an evening of fun and excitement for all ages, featuring pumpkin decorating, trick-or-treating, carnival games, face painting, live animals, inflatables, local vendors, and more. Kids are encouraged to wear their favorite costumes and enjoy a safe, festive night under the stars surrounded by community spirit. Whether you’re crafting pumpkins, playing games, or collecting treats, there’s something for everyone to enjoy. Don’t miss this annual fall celebration hosted at beautiful Franklin Park — a perfect way to kick off your Halloween weekend with laughter, creativity, and family fun.
Harvest Festival 2025
Celebrate the season at the Harvest Festival on Oct. 25–26, from 11 a.m.-6 p.m. at Breaux Vineyards, 36888 Breaux Vineyards Lane, Purcellville. This free, family-friendly event honors the annual grape harvest with local vendors, contests, great wine, delicious food, and live music all weekend long. Enjoy performances by Dan Berry, Eclectic Company Live, Ian Vest, and Chris Compton, and join the fun in the new Pumpkin Carving Contest with prizes like wine flights, gift cards, and winery lunches. Drop off pumpkins by October 25 and vote for your favorite designs during the festival. Celebrate Virginia Wine Month with good company, scenic views, and award-winning Breaux wines in this joyful autumn tradition for all ages.
Wednesday, Oct. 22
“Consider It Cosmic” October 2025 at The Byrne Gallery
WHEN: 11 a.m.-5 p.m.
WHERE: The Byrne Gallery, 7 W. Washington St., Middleburg
Thursday, Oct. 23
Chloe’s of Middleburg Warehouse Sale
WHEN: 11 a.m.-7 p.m.
WHERE: One Loudoun, 20364 Exchange St., Ashburn
Friday, Oct. 24
Friday Night Flights
WHEN: Noon-5 p.m.
WHERE: Hope Flower Farm & Winery, 40905 Stumptown Road, Waterford
Friday Night Candle Making & Virginia Wine
WHEN: 4-8 p.m.
WHERE: The Global Local, 102 Loudoun St. Southwest, Leesburg
PRICE: $30-35
Ladies Night
WHEN: 4-9 p.m.
WHERE: Lost Barrel Brewing, 36138 Little River Turnpike, Middleburg
Yappy Hour
WHEN: 5-8 p.m.
WHERE: October One Vineyard, 7 Loudoun St. SW, Leesburg
Trivia with Victoria
WHEN: 6-8 p.m.
WHERE: Casanel Vineyards, 17956 Canby Road, Leesburg
Create-Your-Own Creepy Doll Workshop Benefiting SVERN
WHEN: 6-8 p.m.
WHERE: Dirt Farm Brewing, 18701 Foggy Bottom Road, Bluemont
PRICE: $30
2025 Loudoun Wine Awards
WHEN: 6-10 p.m.
WHERE: Lansdowne Resort, 44050 Woodridge Pkwy, Leesburg
Honor Movie Night: Monster House
WHEN: 7-9 p.m.
WHERE: Honor Brewing Company, 42604 Trade W. Drive, Ashburn
Saturday, Oct. 25
Purcellville Farmers Market
WHEN: 8-11 a.m.
WHERE: 142 E. Main St., Purcellville
Leesburg Farmers Market
WHEN: 8 a.m.-Noon
WHERE: Virginia Village Shopping Center, 30 Catoctin Circle SE, Leesburg
Harvest Market at Willowsford Farm
WHEN: 9 a.m.-1 p.m.
WHERE: 23595 Founders Drive, Ashburn
Lucketts Open-Air Market
WHEN: 9 a.m.-1 p.m.
WHERE: 42361 Lucketts Road, Leesburg
Lafayette & Loudoun: Lafayette’s Visit and Legacy
WHEN: 10 a.m.-4 p.m.
WHERE: Loudoun Museum, 16 Loudoun St., SW, Leesburg
Ice Skating Public Session
WHEN: 1-3 p.m.
WHERE: 19201 Compass Creek Parkway SE, Leesburg
PRICE: $4-12
Highlands & Harvest Nights | Fluffy Highland Cows + Caramel Apple Charcuterie
WHEN: 3 p.m.
WHERE: Scarlet Springs Farm, 39755 Old Wheatland Road, Waterford
PRICE: $35-55
Live Music feat. Mark Cullinane
WHEN: 3-6 p.m.
WHERE: Dirt Farm Brewing, 18701 Foggy Bottom Road, Bluemont
Live Music by Steve Boyd & Friends
WHEN: 4-7 p.m.
WHERE: Lost Barrel Brewing, 36138 Little River Turnpike, Middleburg
Cupcake Meet & Greet
WHEN: 4-4:30 p.m.
WHERE: Salamander Middleburg, 500 N. Pendleton St., Middleburg
Vintner’s Harvest Pairing
WHEN: 4-6 p.m.
WHERE: Boxwood Estate Winery, 2042 Burrland Lane, Middleburg
PRICE: $100
Halloween Spooktacular – LUFC vs. NCFC
WHEN: 5-7 p.m.
WHERE: Segra Field, 42095 Loudoun United Drive, Leesburg
Adult Corn Maze Nights
WHEN: 6-9 p.m.
WHERE: Henway Hard Cider Company, 18780 Foggy Bottom Road, Bluemont
PRICE: $35
Sunday, Oct. 26
Oatlands Historic House – Mansion Tour
WHEN: 10 a.m.-5 p.m.
WHERE: Oatlands Historic House and Gardens, 20850 Oatlands Plantation Ln, Leesburg
PRICE: $10-20
Candle Making Workshop
WHEN: Noon-6 p.m.
WHERE: The Global Local, 102 Loudoun St. Southwest, Leesburg
PRICE: $30-35
Halloween Candy + Beer Pairing
WHEN: Noon-7 p.m.
WHERE: Dirt Farm Brewing, 18701 Foggy Bottom Road, Bluemont
PRICE: $18
Discover Nature’s Secrets
WHEN: 1-3 p.m.
WHERE: Chapman DeMary Trail, 205 E. Hirst Road, Purcellville
Milltown Haunt 2025
WHEN: 7-11 p.m.
WHERE: 13936 Milltown Road, Lovettsville
PRICE: $40
Monday, Oct. 27
Eyewitness to War: 4th Sundays at Mt. Zion Historic Park
WHEN: 9-5 p.m.
WHERE: Mt. Zion Historic Park, 40309 Little River Turnpike, Aldie
Tuesday, Oct. 28
A 250-Year History of the United States Army
WHEN: 7-8 p.m.
WHERE: 21030 Whitfield Pl, Potomac Falls
