Upperville

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.
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
The price is CA $99 per night from Dec 1 to Dec 2
CA $99
CA $109 total
Dec 1 - Dec 2
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
The price is CA $227 per night from Nov 22 to Nov 23
CA $227
CA $318 total
Nov 22 - Nov 23
includes taxes & fees
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. ...
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 CA $184 per night from Nov 19 to Nov 20
CA $184
CA $209 total
Nov 19 - Nov 20
includes taxes & fees
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 ...
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 Nov 11, 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 vacation home in Front Royal. Enjoy free WiFi, 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 Nov 10, 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
Book a stay at this family-friendly cabin in Harpers Ferry. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shenandoah Lake Beach and ...
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 Oct 25, 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 WiFi, 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