Upperville Travel Guide

Tourist 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.
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
The price is NZ$1,434 per night from 23 Sept to 24 Sept
NZ$1,434
23 Sept - 24 Sept
includes taxes & fees
Stay at this luxury resort in Middleburg. Enjoy free Wi-Fi, an outdoor pool and a full-service spa. Popular attractions Middleburg Community Center and Red Fox ...
Salamander Resort And Spa
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
The price is NZ$258 per night from 27 Sept to 28 Sept
NZ$258
27 Sept - 28 Sept
includes taxes & fees
Stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
The George Washington Hotel, A Wyndham Grand Hotel
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
The price is NZ$483 per night from 18 Oct to 19 Oct
NZ$483
18 Oct - 19 Oct
includes taxes & fees
Stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
Lansdowne Resort and Spa
See all 751 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.
Whiskey Hill Cabin a mountain escape in Virginia wine country!

Whiskey Hill Cabin a mountain escape in Virginia wine country!

Linden VA
Stay at this cabin in Front Royal. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Deer Lake and George Richard Thompson State Wildlife ...
10/10 Exceptional! (123 reviews)
"Ever clean and welcoming. Would highly recommend this one too anyone."

Reviewed on 16 Aug 2026

Whiskey Hill Cabin a mountain escape in Virginia wine country!
Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal

Front Royal VA
Stay at this holiday home in Front Royal. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Shenandoah River and Bing Crosby Stadium are ...
10/10 Exceptional! (40 reviews)
"House was very clean and had everything we needed for a comfortable stay. The view from the porch was spectacular."

Reviewed on 16 Sept 2026

Mountain View Bungalow in Front Royal
~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake

~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake

Harpers Ferry WV
Stay at this family-friendly cabin in Harpers Ferry. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Shenandoah Lake Beach and Shannondale ...
10/10 Exceptional! (104 reviews)
"Great location. Beautiful home-very clean, Easy communication"

Reviewed on 12 Sept 2026

~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake
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.

Stay near popular Upperville attractions

Upperville Park

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