Upperville, VA

Travel Guide

A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

A lush green field with wildflowers and a distant view of rolling hills and a red-roofed building.

A grassy path leading through a field with a forested hill in the background.

A gravel path flanked by wooden fences and surrounded by trees.

A narrow dirt path through a grassy field with wildflowers and tall grasses.

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Upperville Hotel Deals

Lansdowne Resort and Spa

44050 Woodridge Pkwy Leesburg VA

Book a stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

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Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...

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The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...

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See all 763 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.