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.
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
The price is £57 per night from 1 Dec to 2 Dec
£57
1 Dec - 2 Dec
includes taxes & fees
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 ...
Travelodge by Wyndham Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
The price is £175 per night from 25 Nov to 26 Nov
£175
25 Nov - 26 Nov
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
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 £110 per night from 19 Nov to 20 Nov
£110
19 Nov - 20 Nov
includes taxes & fees
Stay at this spa hotel in Winchester. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
9.4/10 Exceptional! (1,001 reviews)
"Great hotel in an excellent downtown location only one block from Winchester’s lovely pedestrian-only shopping and dining area. The room was large, clean, and well appointed. A unique and gorgeous bar was great fun."

Reviewed on 11 Nov 2026

The George Washington Hotel, A Wyndham Grand Hotel
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.
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! (51 reviews)
"It was great and beautiful place to staying. Thanks for hospitality"

Reviewed on 10 Nov 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! (112 reviews)
"We had a fabulous time at this little cabin! It was safe, clean, allowed for our two dogs and overall an incredibly comfortable space. The steam shower was awesome and such a treat. We came at the right time of year and will definitely return!"

Reviewed on 25 Oct 2026

~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake
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 ...
Whiskey Hill Cabin a mountain escape in Virginia wine country!
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

Cities near Upperville