Winchester

Travel Guide
Winchester

Where to stay in Winchester

Default Image

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
The price is CA $149 per night from May 26 to May 27
CA $149
CA $162 total
includes taxes & fees
May 26 - May 27
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! (1,333 reviews)
"The only complaint is there is no curtain to hide the frosted window panel into the sleeping area. Therefore no complete privacy when showering while children are awake and light from that comes directly to head of the bed if you wait till they are asleep."

Reviewed on May 20, 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
The price is CA $115 per night from Jun. 2 to Jun. 3
CA $115
CA $125 total
includes taxes & fees
Jun 2 - Jun 3
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! (771 reviews)
"Its was a really nice hotel the people were friendly 🙂 very clean and a reasonable price i would stay there again without a doubt thank you"

Reviewed on May 21, 2024

Microtel Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from May 30 to May 31
CA $94
CA $102 total
includes taxes & fees
May 30 - May 31
Book a stay at this business-friendly motel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,063 reviews)
"nice place, clean but in desperate need of update."

Reviewed on May 18, 2024

Travelodge by Wyndham Winchester
See all 1,857 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! (142 reviews)
Quiet Getaway
"We really enjoyed the secluded location. It felt just far enough away but also easy to get to the cities nearby. We had a few issues with bugs, but nothing unexpected for mountain life. The kitchen was well stocked and the wifi worked surprisingly well during our stay. This was great for our girls ..."

Reviewed on May 6, 2024

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
Rileyville
Book a stay at this family-friendly vacation home in Rileyville. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Elkwallow Picnic ...
9.4/10 Exceptional! (110 reviews)
Beautiful property
"We enjoyed the home but the land even more. Nature is awesome!"

Reviewed on Mar. 31, 2024

Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
Family Farmhouse Inn
Family Farmhouse Inn
3 out of 5
355 Orchard Drive, Mount Jackson, VA
Stay at this apartment in Mount Jackson. Enjoy free parking, a garden, and Netflix. Popular attractions Mt Jackson Thrift & Gift and Meems Bottom Covered Bridge ...
9.4/10 Exceptional! (25 reviews)
"excellent"

Reviewed on Dec. 6, 2023

Family Farmhouse Inn
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

Other places like Winchester