Upperville, VA
Travel Guide
Visit Upperville
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
$103 nightly
The price is $112 total per night from Sep 1 to Sep 2
$112 total
Sep 1 - Sep 2
Total with taxes and 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 ...
9.2/10 Wonderful! (2,129 reviews)
"Just a suggestion. I am disabled and was placed in a lovely room on the 6th floor. The fire alarm went off and my concern is how is someone in a wheelchair going to evacuate without the elevator. Maybe all ada rooms shou"
Reviewed on Aug 19, 2025
Lansdowne Resort and Spa
44050 Woodridge Pkwy, Leesburg, VA
$252 nightly
The price is $287 total per night from Sep 1 to Sep 2
$287 total
Sep 1 - Sep 2
Total with taxes and 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! (1,000 reviews)
"Excellent couples getaway for Fourth of July, including great fireworks display. The pools and spa/fitness amenities are top notch and charming historic Leesburg is a 10-minute drive from the property."
Reviewed on Aug 11, 2025
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
$85 nightly
The price is $92 total per night from Sep 7 to Sep 8
$92 total
Sep 7 - Sep 8
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,003 reviews)
"It was a great stay for what we needed! A comfortable place to stay while exploring Winchester each day. Pool was a great touch and the front desk lady was helpful and nice! Will be back again!"
Reviewed on Aug 21, 2025
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.
Breathtaking View with an Indoor Pool
Bluemont
Stay at this vacation home in Bluemont. Enjoy private pools, a fitness center, and laundry facilities. Our guests praise the pool and the helpful staff in our ...
9.6/10 Exceptional! (254 reviews)
"We had such a wonderful time at this gorgeous house! It was clean, comfortable, spacious and very relaxing. Our group had kids and adults of all ages and everyone had a fantastic time. The brewery next door is an added bonus, and we didn’t have any issues with noise or crowds. We will definitely ..."
Reviewed on Aug 18, 2025
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River
Front Royal
Stay at this cabin in Front Royal. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Glen Manor Vineyards and Shenandoah ...
9/10 Wonderful! (227 reviews)
"Very nice property. Owner was responsive and very helpful with an issue we experienced."
Reviewed on Aug 18, 2025
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Linden
Stay at this cabin in Front Royal. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Deer Lake and George Richard Thompson State Wildlife ...
10/10 Exceptional! (90 reviews)
Exactly as expected!
"The house was well designed and stocked. The space was cozy and secluded, perfect for a quiet weekend getaway."
Reviewed on Jul 14, 2025
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.
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- Visit Paris
- Paris Barns
- Sky Meadows State Park
- Delaplane Cellars
- RdV Vineyards
- Visit Rectortown
- Visit Delaplane
- Glenwood Park
- Aspen Dale Winery at the Barn
- Barrel Oak Winery
- Naked Mountain Winery & Vineyards
- Bluemont Vineyard
- Watermelon Park Campground
- Visit Middleburg
- The Boxwood Winery
- National Sporting Library & Museum
- Visit Bluemont
- Tudor Day Spa
- The Byrne Gallery
- Red Fox Fine Art
- Middleburg Vacations
- Shenandoah National Park
- Hollywood Casino at Charles Town Races
- Jiffy Lube Live
- Summit Point Motorsports Park
- Shenandoah River
- Front Royal Entrance Shenandoah National Park
- Winchester Medical Center
- Shenandoah University
- Morven Park
- George Washington National Forest
- Leesburg Corner Premium Outlets
- Potomac River
- Skyline Caverns
- Stone Tower Winery
- Bluemont Vineyard
- Tally Ho Theatre
- Museum of the Shenandoah Valley
- Apple Blossom Mall
- National Conference Center
- Morven Park
- Village at Leesburg
- The Golf Club at Lansdowne
- Breaux Vineyards
- Shenandoah Lake Beach
- King SPA
- Ashburn Park
- Shenandoah Valley Discovery Museum
- Greenhill Winery & Vineyards
- 868 Estate Vineyards
- Rock Harbor Golf Course
- Sky Meadows State Park