Upperville, VA

Travel Guide

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
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

Travelodge by Wyndham Winchester
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3 out of 5
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

Hilton Garden Inn Dulles North
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
$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

La Quinta Inn & Suites by Wyndham Winchester
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.

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

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.
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! (47 reviews)
The home was gorgeous. We loved our stay. Cannot wait to go back when the leaves change.

Reviewed on Oct 9, 2025

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
Silo Tiny House Cabin

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

Silo Tiny House Cabin
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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