Winchester, VA

Travel Guide

Winchester
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby

Where to stay in Winchester

Default Image

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
Default Image

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.

Winchester Historic District
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
The price is AED 250 per night from Dec 1 to Dec 2
AED 250
AED 272 total
1 Dec - 2 Dec
includes taxes & fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,093 reviews)
Clean and comfortable.

Reviewed on 23 November 2025

Travelodge by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
The price is AED 350 per night from Dec 14 to Dec 15
AED 350
AED 380 total
14 Dec - 15 Dec
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 breakfast and the helpful ...
9.2/10 Wonderful! (2,237 reviews)
It was great

Reviewed on 28 November 2025

La Quinta Inn & Suites by Wyndham 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 AED 264 per night from Dec 15 to Dec 16
AED 264
AED 288 total
15 Dec - 16 Dec
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 ...
9/10 Wonderful! (1,372 reviews)
Room and public areas were very clean and well taken care of.

Reviewed on 26 November 2025

Microtel Inn & Suites by Wyndham Winchester
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.
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Frog Valley Artisans, LTD and Colonial Springs Spa ...
9.8/10 Exceptional! (50 reviews)
Hot tub was very clean, in fact chemical service came on second day of stay. House is tastefully decorated, with large tub downstairs that my wife loved and a great Marshall Bluetooth speaker. Walkable distance to hiking trail. Peace and quiet in the woods, in fact only saw one other resident while ...

Reviewed on 14 October 2025

Dreamtime - Modern A-frame Cabin w/ Hot tub
A Cozy Bear Cottage! Quiet Mountain Cabin!

A Cozy Bear Cottage! Quiet Mountain Cabin!

Luray VA
Stay at this cabin in Luray. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Luray Caverns and Dukes of Hazzard Museum are located ...
9.8/10 Exceptional! (77 reviews)
If you want a cozy cabin feel, this is the place for you. It was so cute inside and the beds were very comfortable. The house was clean and they had everything you needed for your stay, including cups, utensils, trash bags, soap/shampoo, a hairdryer and even a baby crib. Will definitely be staying ...

Reviewed on 18 November 2025

A Cozy Bear Cottage! Quiet Mountain Cabin!
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Rileyville VA
Stay at this cabin in Rileyville. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...
9.8/10 Exceptional! (330 reviews)
Perfect place for a get away. Cant wait to go back

Reviewed on 6 November 2025

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
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.

Popular places to visit