Winchester Historic District, VA

Winchester

Winchester Historic District
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby

Popular places to visit

Staircase at Handley Library

Handley Regional Library

5/5(2 reviews)

After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.

Handley Regional Library
Gardens at Glen Burnie House.

Museum of the Shenandoah Valley

5/5(19 reviews)

You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.

Museum of the Shenandoah Valley

Shenandoah Valley Discovery Museum

4.5/5(11 reviews)

You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savor the top-notch restaurants.

Shenandoah Valley Discovery Museum

Bright Box Theater

4.5/5(4 reviews)

Enjoy a show at Bright Box Theater, a storied theater in Winchester. While in this walkable area, you can savor the top-notch restaurants.

Bright Box Theater

Winchester Little Theater

5/5(3 reviews)

Enjoy a show at Winchester Little Theater, a storied theater in Winchester. While in this walkable area, you can savor the top-notch restaurants.

Winchester Little Theater

Stonewall Jackson's Headquarters

Learn about the local history of Winchester when you take a trip to Stonewall Jackson's Headquarters. Check out the charming coffeehouses or top-notch restaurants in this walkable area.

Stonewall Jackson's Headquarters

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 SAR 447 per night from May 4 to May 5
SAR 447
SAR 507 total
includes taxes & fees
4 May - 5 May
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (1,000 reviews)
Fabulous
"Historical hotel in heart of Winchester, steps from Old Town. Really felt luxurious ~ credit to all involved. Keep up the good work."

Reviewed on 15 April 2025

The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is SAR 351 per night from Apr 20 to Apr 21
SAR 351
SAR 382 total
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,934 reviews)
"Was easy to check in. Only took a few minutes. The lady at the desk was very nice and helpful. I would definitely stay here again."

Reviewed on 14 April 2025

La Quinta Inn & Suites by Wyndham Winchester
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
The price is SAR 367 per night from May 11 to May 12
SAR 367
SAR 399 total
includes taxes & fees
11 May - 12 May
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,003 reviews)
"Very clean hotel!! Front desk staff was friendly. Bed was quite firm, so if you're used to something soft it might be uncomfortable for you. I do wish there had been a fan setting on the heating/cooling unit. I like to have a little white noise to drown out exterior noise while I sleep. The area ..."

Reviewed on 10 April 2025

Comfort Inn & Suites
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
The price is SAR 280 per night from Apr 20 to Apr 21
SAR 280
SAR 312 total
includes taxes & fees
20 Apr - 21 Apr
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 ...
8/10 Very Good! (1,000 reviews)
"Nice hotels"

Reviewed on 13 April 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
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 SAR 336 per night from May 11 to May 12
SAR 336
SAR 377 total
includes taxes & fees
11 May - 12 May
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,000 reviews)
"Nice place with great staff restaurant on site"

Reviewed on 5 April 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
Spark by Hilton Winchester
Spark by Hilton Winchester
3 out of 5
150 Wingate Dr, Winchester, VA
The price is SAR 338 per night from May 11 to May 12
SAR 338
SAR 383 total
includes taxes & fees
11 May - 12 May
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,000 reviews)
"Quality hotel and affordable. It must be the best kept secret in Winchester! We really don’t have money to spend frivolously and I never heard of the ‘Spark’ brand before. We took a chance and am so happy we did! You won’t regret it!"

Reviewed on 13 April 2025

Spark by Hilton Winchester
See all 367 properties in Winchester Historic District
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.

Other neighborhoods around Winchester Historic District

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Old Town Winchester

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

Old Town Winchester

Winchester Historic District, VA

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