Upperville Guest Houses

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Guest Houses in Upperville

Briar Patch Bed & Breakfast Inn

23130 Briar Patch Ln, Middleburg, VA

$314

includes taxes & fees

$275 per night

Dec 23 - Dec 24

Free Cancellation

Reserve now, pay when you stay

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

Guest House at Mt. Independence

2254 Winchester Rd, Delaplane, VA

Located in Delaplane, Guest House at Mt. Independence is in the mountains, a 2-minute drive from Delaplane Cellars and 7 minutes from Sky Meadows State Park.

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.

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

$439

includes taxes & fees

$409 per night

Dec 24 - Dec 25

Located in Marshall, this guesthouse is on a lake, within a 15-minute drive of Marshall Center and Archwood Green Barns Farmers' Market.

Guest House at Mt. Independence

Located in Delaplane, this guesthouse is in the mountains, a 2-minute drive from Delaplane Cellars and 7 minutes from Sky Meadows State Park.

M&M Suite Near Downtown Leesburg

A stay at this guesthouse places you in the heart of Leesburg, steps from Catoctin Valley and 9 minutes by foot from Robinson Park.

Weddings at Highholdborne

19729 Ridgeside Rd, Bluemont, VA

Located in Bluemont, Weddings at Highholdborne is in the mountains, within a 10-minute drive of Blue Ridge Regional Park and Great Country Farms.

Chilton House Suites

97 Culpeper Street, Warrenton, VA

When you a stay at Chilton House Suites in Warrenton, you'll be in the historical district, within a 5-minute walk of Liberty Heritage Society Museum and Old Jail Museum.

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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.