Loudoun County’s Weekend Guide: September 20-23

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Looking forward to an exciting weekend in Loudoun County! We are super excited about the kick-off of Pumpkin Village and Ticonderoga Farms Fall Festival, as well as the grape stomping event at Bluemont Vineyards (yes, harvest time is here!)! Here’s all the details with what’s going on across Loudoun County this weekend!

FRIDAY SEPTEMBER 20

Firkin Friday@Dynasty Brewing Company 3-9 PM

Black Olive Blocktoberfest@The National Conference Center 5-8 PM

Autumn Dinner at the Distillery@Catoctin Creek Distilling Company 7-9 PM

Inaugural Oktoberfest@Wheatland Spring Farm + Brewery 12-8 PM

Crush With Us@Bluemont Vineyard 1-5 PM

Live Music feat. Gary Jay Hoffman@Dirt Farm Brewing 5:30-8:30 PM

Live Music: “Panic For the Vibe!”@MacDowell Brew Kitchen 5-8 PM

StageCoach Bandits Improv Comedy Show@Stagecoach Theatre Company 7:30-9 PM

Happy Accidents: An Exhibit of Original Bob Ross Paintings@Franklin Park Performing & Visual Arts Center 9 AM-5 PM

Hoppy Hour@The Craft Brewing 3-6 PM

SATURDAY SEPTEMBER 21

Apple Gala & Fresh Cider Festival@Great Country Farms 9 AM-6 PM

50th Annual Bluemont Fair@Bluemont, VA 10 AM-5 PM

Middleburg Oktoberfest & Art in the Burg@Middleburg Community Center 10-8 PM

Middleburg Oktoberfest@Old Ox Brewing Middleburg 12-8 PM

2019 Oktoberfest@Black Walnut Brewery 12-10 PM

Inaugural Oktoberfest@Wheatland Spring Farm + Brewery 12-8 PM

Amazing Farm Fun@Ticonderoga Farms Fall Festival 10 AM-6 PM

Crossroads Music Festival presented by BENEFIT@Downtown Leesburg 4-8 PM

Crush With Us@Bluemont Vineyard 12-6 PM

EatLoCo OneLoudoun Farmer’s Market@One Loudoun 9 AM-1 PM

Fall Yard Sale@Brambleton 8 AM-12 PM

LFMOMC Fall Consignment Sale@Ashburn Elementary 9 AM-12 PM

Live Jazz Music@Winery 32 1-4 PM

Ocelot Oktoberfest and Local Flea Market@Ocelot Brewing Company 12-8 PM

Happy Accidents: An Exhibit of Original Bob Ross Paintings@Franklin Park Performing & Visual Arts Center 9 AM-5 PM

Live Music: The New Thirty Band@MacDowell Brew Kitchen 4-8 PM

Diamonds to Die For Murder Mystery Dinner Theatre@ StageCoach Theatre Company 6:30-9:30 PM

Sip & Dip@Willowcroft Farm Vineyards 11 AM-5 PM

Pumpkin Village and Fall Festival@Leesburg Animal Park 9:30 AM- 6 PM

Draughts & Laughs Comedy Show@Twinpanzee Brewing Company  8-10 PM

Diamonds to Die For Murder Mystery Dinner Theatre@Stagecoach Theatre Company 6:30-9:30 PM

20th Anniversary Tarara Summer Concert Series: Sam Grow with Delta Spur @Tarara Winery 6-9:30 PM

Penny Tastings@Tarara Winery 11AM-2 PM

Hoppy Hour@The Craft Brewing 3-6 PM

SUNDAY SEPTEMBER 22

Apple Gala & Fresh Cider Festival@Great Country Farms 9 AM-6 PM

50th Annual Bluemont Fair@Bluemont, VA 10 AM-5 PM

Inaugural Oktoberfest@Wheatland Spring Farm + Brewery 12-8 PM

Amazing Farm Fun@Ticonderoga Farms Fall Festival 10 AM-6 PM

Crush With Us@Bluemont Vineyard 12-6 PM

Sip & Dip@Willowcroft Farm Vineyards 12-3 PM

Carriage Rides with Doc & Molly@Willowcroft Farm Vineyards 2-5 PM

Sip & Paint on Wine Glasses with Winery 32 and HueArt Works@Winery 32 11 AM-12:30 PM

Fall Farm Market@Greenhill Winery &Vineyards 2-5 PM

Diamonds to Die For Murder Mystery Dinner Theatre@Stagecoach Theatre Company 6:30-9:30 PM

Eatloco Brambleton Farmer’s Market@Brambleton Plaza 9 AM–1 PM

Hoppy Hour@The Craft Brewing 3-6 PM

Penny Tastings@Tarara Winery 11 AM-2 PM