Hamilton and Waterford make sense together when you want a route with historic-farm settings, then a measured run west into the vineyard belt. Begin at The Barns at Hamilton Station Vineyards, then use Blue Wall Cider and Corcoran Vineyards & Cider to trace the Waterford side of the county. Zephaniah Farm Vineyard is another pastoral stop on the way toward Purcellville, where Doukénie Winery, 868 Estate Vineyards, and Breaux Vineyards complete the estate portion of the drive. The final three all carry views notes or best-views facets in the guide, so they are sensible choices for a clear afternoon; 868 Estate's listing specifically notes its hilltop sunsets. Even so, this is not a seven-stop tasting challenge. The route covers a broad piece of western Loudoun, with rural roads and seasonally variable hours. Pick a Hamilton–Waterford pair and one or two Purcellville stops, leave time for food, and arrange the ride before the first pour. Its value is the contrast: barns and farm settings in the east of the loop, then larger vineyard stops as the road approaches Hillsboro. Check every venue page on the morning of the trip for reservations, age rules, and current service.
At a glance
- The Barns at Hamilton Station and Zephaniah are the historic-farm stops named in the venue data.
- Blue Wall Cider and Corcoran add cider and wine near the Waterford side of the route.
- Doukénie, 868 Estate, and Breaux bring the trail into the Purcellville and Hillsboro vineyard belt.
Getting around: The route crosses several rural clusters, so it is best treated as a full day or split in two. Use the map as a guide, check seasonal hours, and do not count on rideshare for a return from the western stops.
The stops
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Map view
- Winery
- Cidery
Each dot is a stop on this trail. Tap a dot to open the venue.
- WineryHamilton · $$
The Barns at Hamilton Station Vineyards
restored 1910 dairy barn with Governor's Cup pedigree
Print details: 16804 Hamilton Station Rd, Hamilton, VA 20158 (540) 338-5309 Thu 11:00-17:30; Fri 11:00-17:30; Sat 11:00-17:30; Sun 11:00-17:30 - CideryPrint details: 40614 Charles Town Pike, Paeonian Springs, VA 20129 (540) 454-2505 Fri 13:00-18:00; Sat 11:00-17:00; Sun 11:00-17:00
- Cidery
- WineryPrint details: 19381 Dunlop Mill Road, Leesburg, VA 20175 (703) 431-1994 Fri 11:00-17:30; Sat 11:00-17:30; Sun 11:00-17:30
- Winery
- Winery
- WineryPrint details: 36888 Breaux Vineyards Ln, Purcellville, VA 20132 (540) 668-6299 Open daily (typical)
Explore the regions on this trail
Trail field sheet
Hamilton–Waterford Estates
A cross-county estates route connecting Hamilton, Waterford, and the Purcellville vineyard belt.
Map view
- Winery
- Cidery
Stops are positioned relative to downtown Leesburg.
Cell service is patchy in western Loudoun — print or screenshot this.
- 1
The Barns at Hamilton Station Vineyards
Address: 16804 Hamilton Station Rd, Hamilton, VA 20158
Phone: (540) 338-5309
Hours: Thu 11:00-17:30; Fri 11:00-17:30; Sat 11:00-17:30; Sun 11:00-17:30; Open Thu-Sun 11am-5:30pm, last call 5pm; closed Mon-Wed except federal holiday Mondays. Some event Saturdays close at 5pm with last call 4:30pm.
Fees: Self-guided flights offered; group tastings are about $18/person plus tax, with wine glass +$5. Current single-flight price is not published.
Reservations: Walk-ins welcome
Dogs: Outdoors only Family: All ages welcome
Facts checked 2026-07-07
- 2
Blue Wall Cider & Wine
Address: 40614 Charles Town Pike, Paeonian Springs, VA 20129
Phone: (540) 454-2505
Hours: Fri 13:00-18:00; Sat 11:00-17:00; Sun 11:00-17:00; Open Fri 1-6pm and Sat-Sun 11am-5pm in season; the 2026 season opened March 21 and the venue closes midwinter.
Fees: Fee not published — typical Loudoun flights run $15-$25; bottles run roughly $23-$35.
Reservations: Walk-ins welcome
Dogs: Outdoors only Family: All ages welcome
Facts checked 2026-07-07
- 3
Corcoran Vineyards & Cider
Address: 14635 Corkys Farm Lane, Waterford, VA 20197
Phone: (540) 882-9073
Hours: By appointment only; Open by scheduled appointment only (any day) for tastings and private events; no regular walk-in hours. $50 minimum purchase per group.
Fees: No standing tasting fee — visits are appointment-based with a $50 minimum purchase per group.
Reservations: By appointment only
Dogs: Outdoors only Family: All ages welcome
Facts checked 2026-07-07
- 4
Zephaniah Farm Vineyard
Address: 19381 Dunlop Mill Road, Leesburg, VA 20175
Phone: (703) 431-1994
Hours: Fri 11:00-17:30; Sat 11:00-17:30; Sun 11:00-17:30; Fri-Sun 11am-5:30pm; closed Mon-Thu
Fees: Seated 4-wine tasting ~$20; reservation fee covers the guided flight (wines also by glass/bottle)
Reservations: Reservations recommended
Dogs: Not permitted Family: Adults 21+ only
Facts checked 2026-07-07
- 5
Doukénie Winery
Address: 14727 Mountain Rd, Purcellville, VA 20132
Phone: (540) 668-6464
Hours: Closed Mon–Tue (typical); Summer hours (May 1-Oct 31): Wed-Thu noon-5pm, Fri noon-6pm, Sat 11am-8pm, Sun 11am-6pm; closed Mon-Tue and subject to private-event changes — verify seasonally.
Fees: Flight is about $15 for four wines.
Reservations: Walk-ins welcome
Dogs: Outdoors only Family: All ages welcome
Facts checked 2026-07-07
- 6
868 Estate Vineyards
Address: 14001 Harpers Ferry Rd, Hillsboro, VA 20132
Phone: (540) 668-7008
Hours: Closed Mon–Tue (typical); Closed Mon-Tue; Wed/Thu/Sun 11am-6pm and Fri/Sat 11am-8:30pm; verify seasonally and around events.
Fees: Fee not published — typical Loudoun flights run $15-$25; event admission is often free unless a ticketed program says otherwise.
Reservations: Walk-ins welcome
Dogs: Outdoors only Family: All ages welcome
Facts checked 2026-07-07
- 7
Breaux Vineyards
Address: 36888 Breaux Vineyards Ln, Purcellville, VA 20132
Phone: (540) 668-6299
Hours: Open daily (typical); Open daily 11am-6pm; closed New Year's Day, Easter, Thanksgiving, and Christmas; call or check official channels for severe-weather or event changes.
Fees: Tasting flights roughly ~$12-$15; bottles often $50+. Some reviewers find pours small for the price.
Reservations: Walk-ins welcome
Dogs: Welcome inside and out Family: All ages welcome
Facts checked 2026-07-07
Verify before you go: Hours, fees, reservations, and dog/family policies can change. Confirm the details that matter directly with each venue.
Plan it, stay safe, go again
Trails are shareable routes — pair this one with a chauffeured tour, a place to stay, or another trail for the rest of the weekend.