Fleetwood Farm Winery

Name: Fleetwood Farm Winery
Address: 23075 Evergreen Mills Road, Leesburg, VA, 20175, US
Telephone: (703) 722-2124
Price range: $$

Winery

Before you go: These details reflect our latest research and change seasonally — confirm directly with the venue. Last verified July 7, 2026. New to tasting rooms? Start with what to expect.

garden winery on a historic estate

Quick answers

Is Fleetwood Farm Winery dog-friendly?: Yes. Fleetwood Farm Winery is dog-friendly outdoors only.
Do I need a reservation at Fleetwood Farm Winery?: Walk-ins are welcome at Fleetwood Farm Winery for standard visits.
When does Fleetwood Farm Winery open on Saturday?: Fleetwood Farm Winery is usually open on Saturday, but exact Saturday hours are not published here; confirm before you go.
Is Fleetwood Farm Winery family-friendly?: Family visits are limited at Fleetwood Farm Winery; ask ahead before bringing kids.
What food is available at Fleetwood Farm Winery?: Fleetwood Farm Winery lists food as: Charcuterie boards, flatbreads, and a menu of shareable dishes to pair with wine. No outside food or drink except celebratory cake/cupcakes (guests bring their own serving utensils)..

Visit details

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Walk-ins welcome

Don't want to drive? See wine tours & designated drivers

Amenities & access

Full kitchen
Private event space
Partial wheelchair access
ParkingPaved lot

On-site winery/event parking; Fleetwood event PDFs state the event venue/restrooms are handicap accessible, but tasting-room route details are not otherwise published.

Phone(703) 722-2124

AreaLeesburg & Lucketts

TownLeesburg

Distance~9 mi south of downtown Leesburg

Price$$

FeesFee not published — typical Loudoun flights run $15-$25; Garden Party flights, by-the-glass pours, and a full food menu are offered.

HoursWed-Thu 3-8pm, Fri noon-9pm, Sat 11am-8pm, Sun 11am-6pm; closed Mon-Tue. Verify seasonally.

DaysClosed Mon–Tue (typical)

Live musicLive music typically every weekend, plus trivia night every other Friday (per the winery's FAQ).

ReservationsFirst-come, first-served seating with no online booking; groups wanting guaranteed space are directed to email Kylie@fleetwoodfarmwinery.com.

DogsOutdoors only

FamilyLimited — ask ahead

FoodCharcuterie boards, flatbreads, and a menu of shareable dishes to pair with wine. No outside food or drink except celebratory cake/cupcakes (guests bring their own serving utensils).

Address23075 Evergreen Mills Road, Leesburg, VA 20175
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Eat & stay nearby

Where to eat

No option in our guide falls within 8 miles. Browse the full guide for Leesburg & Lucketts.

Where to stay

Briar Patch Bed & Breakfast Inn

Middleburg · 5.2 mi

Historic farm bed-and-breakfast with guest rooms, suites and a private cottage east of Middleburg.

Check rates — Briar Patch Bed & Breakfast Inn (opens in new tab)

Carradoc Hall Hotel & Conference Center

Leesburg · 7.6 mi

Formerly the Clarion — rebranded under Red Roof's The Red Collection in a historic manor-house setting at 1500…

Check rates — Carradoc Hall Hotel & Conference Center (opens in new tab)

Independent picks — venues don't pay for placement. How we choose.

Spot something outdated? Email corrections@leesburgwineries.com.

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Why visit

Garden winery set on a historic Leesburg estate — a c.1775 Federal-style property once known as Peggy's Green / Greenhill Plantation — opened in late 2018 by owners Jamie McClellan and Skip Edgemond.
Pastoral setting south of Leesburg on Evergreen Mills Road, with manicured gardens, a beautifully designed indoor tasting room, and breathtaking outdoor spaces just a short drive from downtown Leesburg, Brambleton, and the DC metro.
Tasting flights — including the popular Garden Party flight — span estate-style house wines, a secondary Bordeaux-leaning list, and a well-liked port.
Primarily a 21+ experience during the week with kid-welcome Family Sundays; leashed dogs are welcome in designated outdoor areas.
Weekend live music plus trivia nights, extended Friday/Saturday evening hours, and a charcuterie and food menu make for a leisurely visit.
Popular wedding and private-event venue (accommodating roughly 10–400 guests) recognized as a Washingtonian Weddings Best Vendor 2026.