Old Town Winchester Travel Guide
Winchester
Visit Old Town Winchester
Stay near popular Old Town Winchester attractions
Top hotels in Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is Rp2.373.698 per night from 22 Nov to 23 Nov
Rp2.373.698
Rp2.689.400 total
22 Nov - 23 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! (1,004 reviews)
"Staff was very friendly, especially Mr. Randy!"
Reviewed on 14 Nov 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is Rp1.274.420 per night from 1 Dec to 2 Dec
Rp1.274.420
Rp1.405.685 total
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 ...
8.8/10 Excellent! (1,066 reviews)
"Location"
Reviewed on 15 Nov 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is Rp1.441.915 per night from 22 Nov to 23 Nov
Rp1.441.915
Rp1.604.851 total
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,444 reviews)
"Proche de la 95 Station service Restaurant La chambre propre mes l’établissement manque un peu de propreté Déjeuner de basse"
Reviewed on 15 Nov 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is Rp1.477.963 per night from 22 Nov to 23 Nov
Rp1.477.963
Rp1.644.972 total
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,001 reviews)
"This is my second time staying here and by far the best hotel to stay little on the higher side when it comes to cost for just a over night but definitely worth and will stay again on my travels"
Reviewed on 15 Nov 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is Rp1.377.284 per night from 22 Nov to 23 Nov
Rp1.377.284
Rp1.532.918 total
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is Rp1.686.786 per night from 29 Nov to 30 Nov
Rp1.686.786
Rp1.877.403 total
29 Nov - 30 Nov
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
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.
Where to stay in Old Town Winchester
Find the best Old Town Winchester areas for the activities you enjoy most.
Photo by Fernando Begay
Open Photo by Fernando Begay
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
