Ashby Inn & Restaurant 4.0 km from Upperville
Inn in Paris VA
9.5
Excellent
From $240
From $240
Info Categories
Small Inn


Inn for Adults Only


Inn with Rooms With Fireplace


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The Lodge at Bear Rock 5.3 km from Upperville
Lodge in Bluemont VA
Info Categories
Small Lodge


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Goodstone Inn & Restaurant 6.7 km from Upperville
Inn in Middleburg VA
8.8
Excellent
From $489
From $489
Small Inn
Set on a large estate, this inn offers a refined atmosphere celebrating life's finer pleasures, creating an upscale yet potentially intimate retreat with beautiful surroundings.
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The Manor at Airmont 7.2 km from Upperville
Bed & Breakfast in Purcellville VA
10
Excellent
From $264
From $264
Info Categories
Small Bed & Breakfast


Bed & Breakfast with Parking


Accessible Bed & Breakfast


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The Red Fox Inn & Tavern 7.8 km from Upperville
Inn in Middleburg VA
9.0
Excellent
From $370
From $370
Info Categories
Small Inn


Luxury Inn


Inn with Parking


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Airwell Bed and Breakfast 8.0 km from Upperville
Bed & Breakfast in Purcellville VA
10
Excellent
From $210
From $210
Info Categories
Small Bed & Breakfast


Luxury Bed & Breakfast


Bed & Breakfast with Parking


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The Rooms Up There 8.9 km from Upperville
Bed & Breakfast in Marshall VA
10
Excellent
From $274
From $274
Info Categories
Small Bed & Breakfast


Bed & Breakfast with Free Wi-Fi


Bed & Breakfast for Adults Only


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A Whimsical Farmhouse Retreat- Suite 3 12.3 km from Upperville
Guest House in Berryville VA
7.5
Good
Info Categories
Small Guest House


Dog Friendly Guest House


Guest House with Free Wi-Fi


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A Curated Farmhouse Suite in Shenandoah Valley-Suite 2 12.3 km from Upperville
Guest House in Berryville VA
5.0
Rated
Info Categories
Small Guest House


Dog Friendly Guest House


Guest House with Free Wi-Fi


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Smithfield Farm B&B 12.5 km from Upperville
Bed & Breakfast in Berryville VA
10
Excellent
From $240
From $240
Info Categories
Small Bed & Breakfast


Bed & Breakfast with Rooms With Jacuzzi / Hot-tub


Bed & Breakfast with Free Wi-Fi


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Cedarbank - Cabin in Virginia Wine Country 12.6 km from Upperville
Chalet in Linden VA
7.0
Good
Info Categories
Small Chalet


Dog Friendly Chalet


Chalet with Free Wi-Fi


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L'Auberge Provencale Inn & Restaurant 12.8 km from Upperville
Inn in Boyce VA
8.8
Excellent
From $242
From $242
Small Inn
Frequently mentioned as a romantic inn with a focus on fine dining, providing a charming and intimate French country experience.
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Historic Rosemont Manor 12.9 km from Upperville
Inn in Berryville VA
8.8
Excellent
From $273
From $273
Info Categories
Small Inn


Inn with Parking


Inn for Adults Only


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Inn at Evergreen 13.9 km from Upperville
Inn in Haymarket VA
9.4
Excellent
From $261
From $261
Info Categories
Small Inn


Accessible Inn


Luxury Inn


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Harpers Ferry Cottage Hot Tub, WiFi, Dog-Friendly 14.7 km from Upperville
Vacation Home in Harpers Ferry WV
6.4
Rated
Info Categories
Small Vacation Home


Dog Friendly Vacation Home


Luxury Vacation Home


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Marriott Ranch Bed and Breakfast 15.1 km from Upperville
Bed & Breakfast in Hume VA
9.3
Excellent
Info Categories
Small Bed & Breakfast


Bed & Breakfast with Parking


4-Star Bed & Breakfast


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Cozy w Fire Pit Grill Deck Screened Porch WiFi 15.2 km from Upperville
Chalet in Harpers Ferry WV
9.0
Excellent
Info Categories
Small Chalet


Chalet with Free Wi-Fi


Dog Friendly Chalet


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Iconic Chalet with Sauna, Hot Tub, Fire Pit, Plunge 15.5 km from Upperville
Chalet in Harpers Ferry WV
10
Excellent
Info Categories
Small Chalet


Chalet with Free Wi-Fi


Chalet with Parking


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Modern Harpers Ferry Cabin w Hot Tub Deck WiFi 16.0 km from Upperville
Chalet in Harpers Ferry WV
9.0
Excellent
Info Categories
Small Chalet


Dog Friendly Chalet


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Zion Springs 16.3 km from Upperville
Bed & Breakfast in Hamilton VA
9.2
Excellent
From $195
From $195
Info Categories
Small Bed & Breakfast


Bed & Breakfast with Parking


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Small (66)
  •     Parking (44)
  •     Free Wi-Fi (30)
  •     Dog Friendly (24)
  •     4 Star (16)
  •     Adult Only (13)
  •     Pool (10)
  •     Accessible (8)
  •     Luxury (8)
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  •     Heated Pool (4)
  •     EV charging stations (4)
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  •     Rooms with Jacuzzi / Hot-Tub (3)
  •     Business (3)
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  •     Rooms with Fireplace (1)
  •     Sustainability Journey (1)
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  •     Yoga (1)
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