Upperville Holidays
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Top Flight + Hotel Deals in Upperville
Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University
Northeast
Price was €1,136, price is now €784 per person
€784
per person
1 May - 8 May
found 1 day ago
Return flight included
Milwaukee (MKE) to Washington (DCA)
8.2/10 Very Good! (1,002 reviews)
Nice room and a short walk to bars and restaurants
Reviewed on 24 Feb 2026
Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Price was €1,966, price is now €1,174 per person
€1,174
per person
1 May - 8 May
found 1 day ago
Return flight included
Milwaukee (MKE) to Washington (DCA)
9/10 Wonderful! (1,084 reviews)
We prepaid for our breakfast so our coming should not have been a surprise for the restaurant. We had to wait in the long line to be seated and even longer time to get a meal
Reviewed on 16 Feb 2026
Arlo Washington DC
Northwest
Price was €1,418, price is now €924 per person
€924
per person
1 May - 8 May
found 1 day ago
Return flight included
Milwaukee (MKE) to Washington (DCA)
9.2/10 Wonderful! (1,093 reviews)
Highly recommend, nice staff, clean rooms as well as nice cafe and restaurant.
Reviewed on 23 Feb 2026
Top hotels in Upperville
Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
The price is €217 per night from 12 Mar to 13 Mar
€217
12 Mar - 13 Mar
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Excellent rooms, spa, staff, everything. Very enjoyable stay. The only reason it is not 5 stars is because there isn't enough variety of food on the menus. Please offer more vegetarian options. But otherwise, wonderful stay!
Reviewed on 25 Feb 2026
Hilton Garden Inn Dulles North
22400 Flagstaff Plaza Ashburn VA
Fully refundableReserve now, pay when you stay
The price is €106 per night from 7 Mar to 8 Mar
€106
7 Mar - 8 Mar
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Staff was very friendly, always enjoy this property.
Reviewed on 23 Feb 2026
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
The price is €618 per night from 4 Mar to 5 Mar
€618
4 Mar - 5 Mar
includes taxes & fees
9.2/10 Wonderful! (384 reviews)
For over a decade, staying at Salamander Middleburg was on my bucket list. As a young professional, I always heard raving reviews but felt priced out. So when a friend and I finally secured a Presidents Day weekend stay around $600 per night, we were excited for a true luxury experience. Unfortunately, ...
Reviewed on 22 Feb 2026
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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