Winchester

Travel Guide

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

Where to stay in Winchester

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Old Town Winchester

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

Old Town Winchester
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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
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 €74 per night from 8 Feb to 9 Feb
€74
8 Feb - 9 Feb
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 and the clean rooms ...
9/10 Wonderful! (1,422 reviews)
Stayed over night during a long drive, nice clean room, friendly staff, decent breakfast, easy check in/out

Reviewed on 8 Jan 2026

Microtel Inn & Suites 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 €92 per night from 14 Jan to 15 Jan
€92
14 Jan - 15 Jan
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 ...
9.2/10 Wonderful! (2,241 reviews)
Clean room; really comfortable bed. Great staff

Reviewed on 8 Jan 2026

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

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
The price is €63 per night from 9 Feb to 10 Feb
€63
9 Feb - 10 Feb
includes taxes & fees
Stay at this motel in Winchester. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.4/10 Very Good! (1,082 reviews)
All of the above mentioned and a great, nutritious and varied breakfast. Also, both regular and decaf coffee were available in the breakfast area whenever I wanted it. Lastly, plentiful parking.

Reviewed on 27 Dec 2025

Travelodge 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.
Charming mountaintop cabin with hot tub, pool table, and breathtaking views

Charming mountaintop cabin with hot tub, pool table, and breathtaking views

Great Cacapon WV
Stay at this holiday home in Great Cacapon. Enjoy a garden, laundry facilities and a pool table. Popular attractions Frog Valley Artisans, LTD and Prospect Peak ...
9.8/10 Exceptional! (218 reviews)
Everything was as described. Sparkling clean, very comfortable and wonderful views. We had a wonderful time.

Reviewed on 1 Dec 2025

Charming mountaintop cabin with hot tub, pool table, and breathtaking views
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 Wi-Fi, laundry facilities and patios. Popular attractions Frog Valley Artisans, LTD and Colonial Springs Spa ...
9.8/10 Exceptional! (52 reviews)
I took my Mother here for her 80th Bday getaway. It was so quiet and peaceful and relaxing. We had everything we needed. I was so impressed by the cleanliness and quaint decor of this A-Frame. The beds were wonderfully comfortable. We sat at the table and made dinners, did puzzles and listened to ...

Reviewed on 7 Dec 2025

Dreamtime - Modern A-frame Cabin w/ Hot tub
Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets

Fort Valley VA
Stay at this cottage in Fort Valley. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Massanutten Storybook Trail and Edinburg Mill Museum ...
9.8/10 Exceptional! (55 reviews)
The host was informative and responsive to all inquiries in a timely manner. The amenities were as listed. Overall wonderful relaxing experience.

Reviewed on 24 Dec 2025

Cozy Retreat - Hot tub + Mountain Views + Pets
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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