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

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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
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Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Handley Regional Library.

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 AED 300 per night from Jan 26 to Jan 27
AED 300
AED 326 total
26 Jan - 27 Jan
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! (1,428 reviews)
This is our number one spot to stay in in Winchester. The location is perfect. Rooms are clean and modern.

Reviewed on 14 January 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 AED 337 per night from Jan 18 to Jan 19
AED 337
AED 367 total
18 Jan - 19 Jan
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! (2,242 reviews)
Clean room; really comfortable bed. Great staff

Reviewed on 8 January 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 AED 250 per night from Jan 18 to Jan 19
AED 250
AED 272 total
18 Jan - 19 Jan
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! (1,086 reviews)
C'était propre et tranquille

Reviewed on 11 January 2026

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 vacation home in Great Cacapon. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Frog Valley Artisans, LTD and Prospect ...
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 December 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 WiFi, 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 December 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 WiFi, a garden, and laundry facilities. Popular attractions Massanutten Storybook Trail and Edinburg Mill Museum ...
9.8/10 Exceptional! (57 reviews)
The host was very welcoming, excellent communication skills stayed in touch the entire time to make sure that the experience was going well. The home was clean and was as described. I would definitely stay again in a home hosted with this host. Thank you to the host for making my experience so ...

Reviewed on 30 December 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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