Winchester, VA

Travel Guide

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 Shenandoah Valley Discovery Museum.

Winchester Historic District
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 AED 384 per night from Apr 20 to Apr 21
AED 384
AED 418 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! (1,921 reviews)
Great, except for the breakfasts
"La Quinta is great overall, but not their breakfasts. I appreciate that they offer it, but I couldn’t eat it."

Reviewed on 10 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 AED 334 per night from Apr 20 to Apr 21
AED 334
AED 363 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 ...
9.2/10 Wonderful! (1,001 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
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 AED 465 per night from Apr 20 to Apr 21
AED 465
AED 527 total
includes taxes & fees
20 Apr - 21 Apr
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! (1,001 reviews)
"Really nice value in the Historic area walking distance to shops and restaurants."

Reviewed on 11 April 2025

The George Washington Hotel, A Wyndham Grand Hotel
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.
Star view cabin-Riverfront
Star view cabin-Riverfront
Rileyville
Stay at this cabin in Rileyville. Enjoy tennis courts, patios, and an in-room coffeemaker. Our guests praise the property condition in our reviews. Popular attractions ...
9.6/10 Exceptional! (276 reviews)
Neat, sweet, and serene
"This lovely cabin was exactly what we were looking for. It's cozy with a spectacular view and the river access was perfectly scenic."

Reviewed on 7 April 2025

Star view cabin-Riverfront
Dreamtime - Modern A-frame Cabin w/ Hot tub
Dreamtime - Modern A-frame Cabin w/ Hot tub
Berkeley Springs
Stay at this cabin in Berkeley Springs. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Frog Valley Artisans, LTD and Colonial Springs ...
9.8/10 Exceptional! (36 reviews)
Dreamtime Cabin
"Lovely cabin, very clean and well maintained. A girlfriend weekend and we wanted a great place to hang out and this fit the bill. We never got the TV to work but could be user error."

Reviewed on 26 March 2025

Dreamtime - Modern A-frame Cabin w/ Hot tub
Riverside cottage, minutes from historic Harpers Ferry!  Private river access!
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Harpers Ferry
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (93 reviews)
Beautiful cottage with so many nice touches to make us cofirtsbne’
"We stayed for 2 nights fishing, and site seeing get away. It was the perfect location!"

Reviewed on 6 April 2025

Riverside cottage, minutes from historic Harpers Ferry! Private river access!
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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