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 NZ$137 per night from 1 Dec to 2 Dec
NZ$137
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 NZ$400 per night from 22 Nov to 23 Nov
NZ$400
22 Nov - 23 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 NZ$263 per night from 19 Nov to 20 Nov
NZ$263
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 ...
The George Washington Hotel, A Wyndham Grand Hotel
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.
Your Peaceful Getaway in the Blue Ridge.

Your Peaceful Getaway in the Blue Ridge.

Bluemont VA
Stay at this cabin in Bluemont. Enjoy laundry facilities and air conditioning. Popular attractions Cool Spring and Holy Cross Abbey are located nearby.
8/10 Very good! (9 reviews)
"It’s at the end of a dead end road in the woods with no lights. Very hard to find after dark. I had good communication with host util it was time to get access info. Was never able to access the property. I saw this happened before. I traveled over 5 hours -fortunately VRBO made it right and refunded ..."

Reviewed on 3 Nov 2026

Your Peaceful Getaway in the Blue Ridge.
~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
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! (48 reviews)
"Very cute and clean home. The location was great and Vanessa was awesome to work with"

Reviewed on 4 Nov 2026

Mountain View Bungalow in Front Royal
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.
See properties

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