Leesburg
(Sample Route from the Field Guide)
Gateway to Western Loudoun Wine Country
Leesburg blends colonial roots, walkable charm, and proximity to some of Northern Virginia’s most established vineyard clusters. Its location makes it one of the most strategic starting points for exploring some of the most established wineries in Loudoun Country.
Historic Background
Founded in the 18th century, Leesburg has long served as a crossroads between agricultural tradition and regional commerce. Its preserved downtown, courthouse square, and proximity to historic estates provide a layered sense of place before the first tasting begins.
Route Overview
This route explores vineyards south-west of Leesburg in Loudoun County, where wineries sit among rolling farmland at the eastern edge of the Blue Ridge Mountains.
The sequence minimizes driving time while allowing visitors to experience three distinct winery environments across the rolling countryside of Northern Virginia.
Total driving time between stops is approximately 5-15 minutes.
Estimated Total Experience Time
Approximately 5-6 hours
Optional Morning Exploration
Visitors arriving earlier in the morning may wish to explore historic downtown Leesburg before beginning the wine route.
The town offers a walkable historic district with preserved architecture, boutique shops, cafes, and restaurants.
Recommended arrival time: 9:30–11:00 AM
What To See
Historic Downtown Leesburg
Morvern Park
Oatlands Historic House & Gardens
Dodona Manor
Where To Eat
Recommended options before beginning the wine route:
Tuscarora Mill: American cuisine in a restored historic grain mill.
Lightfoot Restaurant: Upscale dining in a former historic bank building.
Fire Works Pizza: Casual wood-fired pizzas and craft beer.
Suggested Route Sequence
11:00 AM — Lunch in Leesburg
Beginning with lunch helps create a relaxed pace before winery visits.
12:30 PM- Three Creeks Winery
Drive time from Leesburg: 12 minutes
Address
18548 Harmony Church Rd,
Hamilton, VA
Phone
(540) 369-4655
Website
https://www.3creekswinery.com/
Known for
European-style wines crafted from Virginia-grown grapes and a relaxed countryside setting with outdoor seating along the property’s three creeks.
Tasting Style
Guided tastings offered in a historic barn tasting room, with additional outdoor seating areas overlooking the vineyard and surrounding farmland.
Food
Light fare and snacks may be available, and visitors are often welcome to bring their own food for picnics in the outdoor areas.
Family Policy
Primarily a 21+ winery, with the exception of infants under six months.
Pets
Dogs allowed on leash in outdoor only.
2:00 PM — Zephaniah Farm Vineyards
Drive time from Three Creeks: 5 minutes
Address
19381 Dunlop Mill Rd,
Leesburg, VA
Phone
(703) 431-2016
Website
Known for
Estate-focused wines on a historic Loudoun farm.
Tasting style
Intimate, relaxed, heritage driven.
Food
Limited light offering. Outside food is welcome in their outdoor seating areas. A $5 per guest food fee is required for indoor dining.
Family Policy
Reserved for 21 and over.
Pets
Not permitted on property.
3:00PM- Stone Tower Winery
Drive time from Stone Tower: 15 minutes
Address
19925 Hogback Mountain Rd
Leesburg, VA
Phone
(703) 777-2797
Website
Known for
Expansive vineyard views and a polished tasting room experience.
Tasting Style
Structured tastings with multiple indoor and outdoor seating areas.
Food: Bistro menu
Family Policy
Harvest Barn area is family friendly. Tower View tasting room reserved for 21+.
Pets
Leashed dogs are allowed in the Harvest Barn Tasting Room, both inside and out, but only permitted outside the Tower View Tasting Room.
Additional wineries in the area
Visitors with additional time may also explore several other wineries located near Leesburg within Loudoun County.
Casanel Vineyards & Winery
Willowcroft Farm Vineyards
Endheart Vineyards
Bleu Frog Vineyards
Eagletree Farm Winery & Restaurant
Hidden Brook Winery
Fabbioli Cellars
Creek’s Edge Winery
These wineries can easily be incorporated into extended itineraries or separate visits to the region.
Winery hours and reservation policies may vary.
This route is just one part of the full system.
Inside the Field Guide, you’ll find many more towns, regions, and carefully designed winery routes across Virginia and Maryland—each built for flow, timing, and experience.
A Structured Approach to Wine Travel
Access curated cluster routes, drive-time, sequencing, seasonal strategy, and historical context designed for travelers who want to explore Virginia and Maryland’s Wine Country with clarity, intention, and perspective. The Field Guide brings structure to exploration-transforming a day in wine country into a seamless, well-paced experience.