Upperville Guest Houses

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Guest Houses in Upperville

Briar Patch Bed & Breakfast Inn

23130 Briar Patch Ln, Middleburg, VA

$338

per night

Jun 3 - Jun 4

Located in Middleburg, Briar Patch Bed & Breakfast Inn is within a 5-minute drive of Cana Vineyards and Winery and Aldie Mill Historic Park.

Pool

Pet friendly

Guest House at 1796 Historic Farm in Wine Country

Located in Lovettsville, this guesthouse is in the mountains, a 1-minute drive from Catoctin Valley and 7 minutes from Lovettsville Historical Society and Museum.

Free WiFi

Air conditioning

Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment

$295

per night

May 29 - May 30

With a stay at this guesthouse in Marshall, you'll be on a lake, and 8.3 mi (13.4 km) from Barrel Oak Winery and 9.7 mi (15.6 km) from Marterella Winery.

Free WiFi

Air conditioning

M&M Suite Near Downtown Leesburg

With a stay at this guesthouse, you'll be centrally located in Leesburg, within a 15-minute drive of One Loudoun and Catoctin Valley.

Free WiFi

Air conditioning

Weddings at Highholdborne

19729 Ridgeside Rd, Bluemont, VA

Located in Bluemont, Weddings at Highholdborne is in the mountains, within a 15-minute drive of Great Country Farms and Bluemont Vineyard.

Pool

Pet friendly

Chilton House Suites

97 Culpeper Street, Warrenton, VA

Located in Warrenton, Chilton House Suites is in the historical district, within a 15-minute drive of Stonewall Golf Club and Vint Hill Craft Winery.

Hot Tub

Parking included

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.