Upperville, VA

Travel Guide

Lansdowne Resort and Spa
Lansdowne Resort and Spa
4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is SAR 859 per night from Jun 30 to Jul 1
SAR 859
SAR 1,118 total
30 Jun - 1 Jul
includes taxes & fees
Stay at this 4-star golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (1,003 reviews)
"We had a great stay and excellent bday connect Coton & Rye. Pete the manager and Morgan the waitress went above and beyond to accommodate our large family with 5 children including 3 two year olds. They were very kind, helpful, and flexible."

Reviewed on 21 June 2025

Lansdowne Resort and Spa
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is SAR 389 per night from Jul 1 to Jul 2
SAR 389
SAR 423 total
1 Jul - 2 Jul
includes taxes & fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,068 reviews)
"Easy to get to, quiet, kind staff, clean rooms, great for a quick stop."

Reviewed on 25 June 2025

La Quinta Inn & Suites by Wyndham Winchester
Hilton Garden Inn Dulles North
Hilton Garden Inn Dulles North
3 out of 5
22400 Flagstaff Plaza, Ashburn, VA
The price is SAR 398 per night from Jul 4 to Jul 5
SAR 398
SAR 454 total
4 Jul - 5 Jul
includes taxes & fees
Stay at this 3-star business-friendly hotel in Ashburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,000 reviews)
"This is an excellent Hotel the breakfast is very good and the service and I'm very nice pool and hot tub and best of all free parking"

Reviewed on 22 June 2025

Hilton Garden Inn Dulles North
See all 711 properties in Upperville
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.
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
Leesburg
Book a stay at this family-friendly vacation home in Leesburg. Enjoy free WiFi, a sauna, and laundry facilities. Popular attractions One Loudoun and Tuscarora ...
Insanely nice place. Owner is amazing too
"Didn’t know what to expect, but regardless I was blown away. The place is VERY well furnished with everything you need to enjoy your stay. It was the perfect place to come back home to and relax after a long day. The owner was also amazing, she left a few chocolates and a welcome note. She was also ..."

Reviewed on 23 May 2025

Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
Front Royal
Book a stay at this family-friendly chalet in Front Royal. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Dickey Ridge Trail and Dickey ...
10/10 Exceptional! (42 reviews)
Mountain Retreat
"The perfect mountain home for a relaxing getaway! The proximity to the Front Royal Entrance to the Shenandoah National Park and the town was a plus! We saw deer (with a baby), rabbits, and tons of beautiful birds on the property.The house is nicely updated with all the amenities one could want. They ..."

Reviewed on 2 June 2025

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
18th Century Stone Cottage minutes from historic Middleburg
18th Century Stone Cottage minutes from historic Middleburg
Middleburg
Stay at this cottage in Middleburg. Enjoy free WiFi, a garden, and patios. Popular attractions The Boxwood Winery and Middleburg Community Center are located ...
10/10 Exceptional! (43 reviews)
Beautiful Cottage
"We really enjoyed our short stay near Middleburg. The cottage and property are beautiful and the owner was extremely communicative. We will back in the Fall to try some new wineries."

Reviewed on 23 June 2025

18th Century Stone Cottage minutes from historic Middleburg
See all properties in Upperville
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.

Popular places to visit

Upperville Park

Explore the great outdoors at Upperville Park, a lovely green space in Upperville.

Upperville Park