Old Town Winchester
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 RM533 per night from 28 Oct to 29 Oct
RM533
RM603 total
28 Oct - 29 Oct
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)
"The staff was just not welcoming or helpful."
Reviewed on 7 Oct 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is RM353 per night from 8 Nov to 9 Nov
RM353
RM393 total
8 Nov - 9 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! (1,445 reviews)
"Squeaky doors, dirty floors, rooms could use to be more noice proofed"
Reviewed on 13 Oct 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is RM309 per night from 1 Nov to 2 Nov
RM309
RM344 total
1 Nov - 2 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 ...
8.2/10 Very good! (1,012 reviews)
"We stayed for 4 nights. The Check-In was fast. Front Desk associate was helpful and provided us extra towells and pillows. Our Room was only cleaned once during our stay and they didnt even make the bed during that one cleaning service. The bed was uncomforable and lumpy. The TV kept cutting out ..."
Reviewed on 13 Oct 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is RM348 per night from 1 Nov to 2 Nov
RM348
RM388 total
1 Nov - 2 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! (1,004 reviews)
"True was a very colorful hotel. The beds were comfortable. The staff was nice. I loved the fact that they had a pool table and a shower in the swimming pool area. I didn't like that there were no microwaves in the rooms or carpet on the bedroom floors. I also wasn't a fan of the breakfast items."
Reviewed on 13 Oct 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is RM419 per night from 14 Oct to 15 Oct
RM419
RM466 total
14 Oct - 15 Oct
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 ...
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
The price is RM408 per night from 5 Nov to 6 Nov
RM408
RM455 total
5 Nov - 6 Nov
includes taxes & fees
Stay at this golf hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
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.
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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.
