Upperville, VA
Travel Guide
Visit Upperville
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
$69 nightly
The price is $75 total per night from Nov 2 to Nov 3
$75 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,102 reviews)
Clean room. Good breakfast
Reviewed on Oct 21, 2025
Hilton Garden Inn Dulles North
22400 Flagstaff Plaza, Ashburn, VA
$79 nightly
The price is $90 total per night from Nov 23 to Nov 24
$90 total
Nov 23 - Nov 24
Total with taxes and 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! (1,006 reviews)
Call ahead for airport shuttle .. far from anything fun !
Reviewed on Oct 12, 2025
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 Oct 29 to Oct 30
$112 total
Oct 29 - Oct 30
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! (2,200 reviews)
Clean room, friendly staff
Reviewed on Oct 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.
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.
Harpers Ferry
Book a stay at this family-friendly cabin in Harpers Ferry. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Shenandoah Lake Beach and Shannondale ...
10/10 Exceptional! (75 reviews)
Once we found the property we enjoyed all of the deer, the singing birds and spectacular sunset.
Reviewed on Oct 20, 2025
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! (47 reviews)
The home was gorgeous. We loved our stay. Cannot wait to go back when the leaves change.
Reviewed on Oct 9, 2025
Silo Tiny House Cabin
Harpers Ferry
Stay at this cabin in Harpers Ferry. Enjoy free WiFi, a sauna, and patios. Popular attractions Harpers Ferry National Historical Park and Hollywood Casino at ...
9.4/10 Exceptional! (7 reviews)
Very cute and unique property. The sauna was an added bous. Quiet area and a short car ride to a lot of activities. We will definitely be staying there again!
Reviewed on Aug 29, 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
- 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
- Sleepy Hollow Country Club