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 Shenandoah Valley Discovery Museum.
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
$99 nightly
The price is $107 total per night from Dec 28 to Dec 29
$107 total
Dec 28 - Dec 29
Total with taxes and 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! (2,237 reviews)
The breakfast staff is helpful
Reviewed on Dec 22, 2025
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
$79 nightly
The price is $86 total per night from Dec 29 to Dec 30
$86 total
Dec 29 - Dec 30
Total with taxes and 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! (1,395 reviews)
Yes the room was spotless and the staff have been great
Reviewed on Dec 22, 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
$68 nightly
The price is $74 total per night from Jan 14 to Jan 15
$74 total
Jan 14 - Jan 15, 2026
Total with taxes and 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! (1,089 reviews)
Everything was fine except your Breakfast pretty much only had instant cereal, apples, orange juice, and toast.
Reviewed on Dec 16, 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.
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! (50 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
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville VA
Stay at this cabin in Rileyville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chalybeate Spring and Fort Valley Public Library are ...
10/10 Exceptional! (327 reviews)
Appreciated the great communication the host provided. We REALLY appreciated just how clean the cabin was. It was such a nice cabin to stay in for a quick 2-night get-away. It was the perfect layout and size for a cozy place for just the two of us. Hot tub was wonderful (and so clean!!!). The firepit ...
Reviewed on Nov 19, 2025
Hidden Gem in the woods with hot tub
Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy free WiFi, a pool table, and patios. Popular attractions Berkeley Springs Antique Mall and Ice House are located ...
9.4/10 Exceptional! (87 reviews)
The cabin was very clean, well equipped, and the amenities were plentiful. It was also private and was everything I was expecting based on the property's description. I would rent it again.
Reviewed on Dec 7, 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
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
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.
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.
Shenandoah University
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.
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.
Shenandoah Valley Discovery Museum
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.
Other places like Winchester
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- Hotels near Old Town Winchester
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- Hotels near Bright Box Theater
- Hotels near Old Court House Civil War Museum
- Frederick County Hotels
- Hotels near Shenandoah Valley Discovery Museum
- Hotels near George Washington's Office
- Hotels near Handley Regional Library
- Hotels near Mt Hebron Cemetery
- Hotels near Winchester Little Theater
- Hotels near Stonewall Jackson's Headquarters
- Hotels near Patsy Cline Historic House
- Hotels near Museum of the Shenandoah Valley
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- Hotels near Winchester-Frederick County Convention & Visitors Bureau
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- Flights from Frederick County
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- Car rentals near Old Town Winchester
- Car rentals near Patsy Cline Historic House
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- Car rental Winchester Airport (WGO)
- Winchester Medical Center
- Shenandoah University
- Apple Blossom Mall
- Museum of the Shenandoah Valley
- Shenandoah Valley Discovery Museum
- Bright Box Theater
- Patsy Cline Historic House
- Rock Harbor Golf Course
- Jim Barnett Park
- Stonewall Jackson's Headquarters
- The Kernstown Battlefield
- Winchester Little Theater
- Handley Regional Library
- Rocking S Ranch
- Abram's Delight
- George Washington's Office
- Mt Hebron Cemetery
- Nalls Farm Market
