Loudoun County, Virginia
Where heritage meets the weekend.
Leesburg and the towns out to the Blue Ridge. Start with what is open, pouring and playing in the next three days.
Waterford · Library of Congress
October 30 to November 1
Out west, this weekend
Four things worth the drive, each linked to its own listing.
Friday
Wine
Daydream Days
Saturday
Nothing listed yet for this day.
Calendars read Nov. 1 From the hosts’ own calendars, the towns’ and Visit Loudoun’s. Check with them before you drive out.
The year’s traditionsThe towns
Leesburg to the ridge
The county seat, then seven towns and one landmark village to its west, out to the Blue Ridge.
The county seat
Leesburg
Loudoun’s county seat since 1758, where the old Carolina Road crossed the Potomac Ridge Road. Its historic downtown is around King and Market Streets.
Capital of hunt country
Middleburg
Foxhounds on the town seal, tack shops on Washington Street, and the National Sporting Library at the edge of town.
The hub
Purcellville
Where western Loudoun does its errands, and where the W&OD Trail ends after 45 miles from Arlington.
The landmark
Waterford
Founded by Quakers around 1733 and so little changed that the village and its fields are a National Historic Landmark.
The mountain village
Bluemont
Tucked against the Blue Ridge at Snickers Gap, where the Appalachian Trail crosses Route 7.
The stone village
Hillsboro
One street of 18th-century stone houses in the gap of Short Hill Mountain, and one of Virginia’s smallest towns.
The gateway
Round Hill
The last town before the mountain, where the farmland starts to fold into the Blue Ridge.
The quiet one
Hamilton
A half-mile of Victorian porches on the old Leesburg to Snickersville turnpike. It doesn’t perform for visitors.
The German settlement
Lovettsville
Settled from Pennsylvania in the 1730s, closer to Maryland than to Leesburg, and proud of both facts.
Eat & drink
Places on land they farm
A starter list, not a directory. Every link goes to the place itself, where the hours are always current.
Winery
Bluemont
Bluemont Vineyard
At 951 feet, the tasting room looks over the whole county.
VisitWinery
Hillsboro
Walsh Family Wine
Serious single-vineyard work from a family that farms all over the county.
VisitWinery
Purcellville
Sunset Hills Vineyard
A restored Amish barn and the sunsets the name promises.
VisitBrewery
Bluemont
Dirt Farm Brewing
Beer grown and brewed on the family farm, with the county at your feet.
VisitBrewery
Waterford
Wheatland Spring
Land-beer from an old farm outside the landmark village.
VisitFarm
Bluemont
Great Country Farms
Pick-your-own seasons, cider donuts, and kids in every direction.
VisitTraditions
The fixed points of the year
Four weekends the whole region plans around, with dates from each organizer’s own site.
Christmas in Middleburg
The Middleburg Hunt review and a mile-long Christmas parade. Parking is sold in advance at fields outside town, with shuttles in.
Bluemont Fair
Juried crafts, bluegrass and local bands, heritage demonstrations and a beer and wine garden, 10 a.m. to 5 p.m. both days. $10 at the gate, free for 9 and under.
Lovettsville Oktoberfest
The town’s 30th Oktoberfest, 10 a.m. to 5 p.m. around Zoldos Square and Town Hall, with festivities from the evening of Friday, September 25.
Waterford Fair
The 82nd Waterford Fair, 10 a.m. to 5 p.m. each day in the village. One ticket covers all three days: $20 in advance, $25 at the gate.
About this guide
Not the official anything.
Western Loudoun is an independent guide to western Loudoun County, Virginia: Leesburg and the towns out to the Blue Ridge. No town, chamber or winery pays to appear here, and nothing on these lists is sponsored. Hours and prices belong to the places themselves, so every listing links straight to them.
The weekend board is the whole point. Every listing comes from the venue's own calendar and links back to it, because a guide that lets its calendar rot is worse than no guide at all.
The site is built and kept current by LFW, a web operations firm in Arlington with roots out here.
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