Winchester Historic District, VA

Winchester

A stone building with a sign reading "W. 8th Street."
A building with a green roof and ornate architectural details.
A red brick church with a blue door and a clock tower.
A brick building with a cafe on the ground floor and a church steeple in the background.
A brick-paved street lined with shops and cafes, under a cloudy sky.

Stay near popular Winchester Historic District attractions


Winchester Historic District Hotel Deals

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 NT$4,221 per night from Aug 17 to Aug 18
NT$4,221
NT$4,783 total
Aug 17 - Aug 18
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,005 reviews)
"This was our third stay at the George Washington and our go to when we are in Winchester. Convenient location, easy walk to shops and restaurants. Staff is excellent!"

Reviewed on 2026/7/25

The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
The price is NT$2,689 per night from Aug 9 to Aug 10
NT$2,689
NT$3,090 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Holiday Inn Winchester Se-Historic Gateway by IHG
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is NT$3,154 per night from Jul 30 to Jul 31
NT$3,154
NT$3,510 total
Jul 30 - Jul 31
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,018 reviews)
"Clean rooms and comfy beds"

Reviewed on 2026/7/24

TRU By Hilton Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
The price is NT$2,345 per night from Aug 2 to Aug 3
NT$2,345
NT$2,657 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,004 reviews)
"The place was great but unfortunately, I had Sasquatch in the room above me. Of course that was not the hotels fault. The only complaint I have about this Spark is that the breakfast was only a bagel bar. If in the area again I will try a different place with a better breakfast!"

Reviewed on 2026/7/24

Spark by Hilton Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
The price is NT$3,212 per night from Aug 24 to Aug 25
NT$3,212
NT$3,575 total
Aug 24 - Aug 25
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,443 reviews)
"This is a gem. Great location off I81 with a gas station as you drive in or out. Parking waa ample. The property is pristine, we'll lit and quiet. The staff is wonderful and the breakfast had a nice variety of choices."

Reviewed on 2026/7/25

Microtel Inn & Suites by Wyndham Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
The price is NT$2,642 per night from Aug 20 to Aug 21
NT$2,642
NT$2,940 total
Aug 20 - Aug 21
includes taxes & fees
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,004 reviews)
"I can't believe this run-down hotel carries the Ramada/Wyndham name. The only saving grace was that the beds were clean and comfortable. We won't be back!"

Reviewed on 2026/7/25

Ramada by Wyndham Strasburg/Shenandoah Valley
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 Winchester Historic District

Find the best Winchester Historic District areas and neighborhoods for the activities you enjoy most.

Old Town Winchester

Old Town Winchester is known for its ample dining options, and you can make a stop by Shenandoah Valley Discovery Museum and Bright Box Theater while in the area.



Winchester Historic District, VA