Winchester

Travel Guide
Winchester

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 Shenandoah Valley Discovery Museum and Bright Box Theater while in the area.

Old Town Winchester
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
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from May 12 to May 13
CA $156
CA $170 total
includes taxes & fees
May 12 - May 13
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,305 reviews)
"Everything was great except there were no hooks or bars to hang towels."

Reviewed on May 8, 2024

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
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from May 12 to May 13
CA $113
CA $123 total
includes taxes & fees
May 12 - May 13
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 ...
8.8/10 Excellent! (748 reviews)
Good
"Good place to stay"

Reviewed on May 8, 2024

Microtel 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 CA $136 per night from May 27 to May 28
CA $136
CA $148 total
includes taxes & fees
May 27 - May 28
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 ...
9.4/10 Exceptional! (916 reviews)
"Nice breakfast selection"

Reviewed on May 8, 2024

Comfort Inn & Suites
See all 1,890 properties in 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.
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Star Tannery
Book a stay at this family-friendly vacation home in Star Tannery. Enjoy free WiFi, balconies, and cable/satellite TV service. Our guests praise the clean rooms ...
9.8/10 Exceptional! (141 reviews)
Would stay here again
"The property was exactly as described. The house was lovely and well appointed. our friends and I had a wonderful time."

Reviewed on Apr. 22, 2024

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
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 patios, an in-room coffeemaker, and air conditioning. Our guests praise the clean rooms in our reviews. Popular ...
9.6/10 Exceptional! (54 reviews)
A great stay
"We came into town to see a show at Charles Town Casino. The location was perfect! We loved the view of the river. The home was very clean, comfortable and well appointed. We enjoyed a great dinner at Mi Dellagado and an excellent breakfast at the Mountain View Diner. We would definitely stay here ..."

Reviewed on Apr. 30, 2024

Riverside cottage, minutes from historic Harpers Ferry; private river access!
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Front Royal
Stay at this cabin in Front Royal. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Front Royal Entrance Shenandoah National Park and ...
9.6/10 Exceptional! (246 reviews)
Cliffside
"Property has a great view and is in a convenient location to town and Shenandoah NP. Would stay again!"

Reviewed on Apr. 24, 2024

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
See all properties in 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.

Popular places to visit

Image for Museum of the Shenandoah Valley

Museum of the Shenandoah Valley

5/5(1 review)

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.

Museum of the Shenandoah Valley
Image for Handley Regional Library

Handley Regional Library

5/5(1 review)

After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.

Handley Regional Library
Image for Shenandoah University

Shenandoah University

4/5(1 review)

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.

Shenandoah University
Image for Winchester Medical Center

Winchester Medical Center

Though 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.

Winchester Medical Center
Image for Apple Blossom Mall

Apple Blossom Mall

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.

Apple Blossom Mall
Image for Jim Barnett Park

Jim Barnett Park

Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.

Jim Barnett Park

Things to do

Image for Shenandoah Tour: Self-Guided Drive

Shenandoah Tour: Self-Guided Drive

CA $21
Per adult
96% of travellers recommend
Shenandoah Tour: Self-Guided Drive
See all activities in Winchester

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