Winchester, VA
Travel Guide
Visit Winchester
Where to stay in Winchester
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.
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Handley Regional Library.
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is ￥12,895 per night from Jan 26 to Jan 27
￥12,895
￥14,030 total
Jan 26 - Jan 27
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! (1,431 reviews)
Clean room. Fan in bathroom was like an airplane engine. Breakfast didn’t start until 6:30 which meant we missed it…. On the road by 6:00….
Reviewed on Jan 7, 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is ￥14,507 per night from Jan 18 to Jan 19
￥14,507
￥15,784 total
Jan 18 - Jan 19
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 Jan 8, 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is ￥9,671 per night from Jan 18 to Jan 19
￥9,671
￥10,521 total
Jan 18 - Jan 19
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 Jan 11, 2026
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
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 Dec 1, 2025
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 Dec 7, 2025
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! (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 Dec 24, 2025
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
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 charming coffeehouses or top-notch restaurants in this walkable area.
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 charming coffeehouses or top-notch restaurants in this walkable area.
Shenandoah University
4.5/5(69 reviews)
Enjoy the collegiate vibe when you visit Shenandoah University, during your trip to Winchester. While in this walkable area, you can savor the top-notch restaurants.
ValleyHealth Winchester Medical Center
4/5(39 reviews)
Though ValleyHealth Winchester Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Winchester while you are here.
Apple Blossom Mall
4/5(105 reviews)
You can enjoy retail therapy at Apple Blossom Mall during your visit to Winchester. While in this walkable area, you can savor the top-notch restaurants.
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.
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