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Compare 10 Guest Houses in Upperville with updated reviews, rates, and availability.

Briar Patch Bed & Breakfast Inn
Briar Patch Bed & Breakfast Inn
7.8 out of 10, Good, (8)
The price is SAR 1,342
SAR 1,529 total
includes taxes & fees
16 Apr - 17 Apr

Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed
Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed
10.0 out of 10, Exceptional, (11)

Secret Gardens Carriage House
Secret Gardens Carriage House
9.8 out of 10, Exceptional, (19)

Guest House at Mt. Independence
Guest House at Mt. Independence
10.0 out of 10, Exceptional, (3)

Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment
Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment
10.0 out of 10, Exceptional, (3)
The price is SAR 1,032
SAR 1,611 total
includes taxes & fees
1 May - 2 May

Guest House at Mt Independence
Guest House at Mt Independence
10.0 out of 10, Exceptional, (2)
The price is SAR 717
SAR 1,177 total
includes taxes & fees
6 May - 7 May

Chilton House Suites
Chilton House Suites
9.2 out of 10, Wonderful, (37)

Weddings at Highholdborne
Weddings at Highholdborne
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.
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Other property types in Upperville

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
10.0 out of 10, Exceptional, (84)

Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
10.0 out of 10, Exceptional, (61)
The price is SAR 638
SAR 1,354 total
includes taxes & fees
21 Apr - 22 Apr

18th Century Stone Cottage minutes from historic Middleburg
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (38)
The price is SAR 1,032
SAR 1,478 total
includes taxes & fees
21 Apr - 22 Apr
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.
Recent reviews of Upperville hotels
Recent reviews of Upperville hotels

The George Washington Hotel, A Wyndham Grand Hotel
5/5 Excellent
Fabulous
"Historical hotel in heart of Winchester, steps from Old Town. Really felt luxurious ~ credit to all involved. Keep up the good work."
A verified traveler stayed at The George Washington Hotel, A Wyndham Grand Hotel
Posted 14 hours ago
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