Winchester
Travel Guide
Visit Winchester
Where to stay in Winchester
Old Town Winchester
Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is HK$611 per night from 5 Apr to 6 Apr
HK$611
HK$688 total
5 Apr - 6 Apr
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,000 reviews)
Convenient location. The pool is clean and fitness facility is quite good. Breakfast is excellent and in good service.
Reviewed on 23 Mar 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is HK$838 per night from 26 Mar to 27 Mar
HK$838
HK$912 total
26 Mar - 27 Mar
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (2,267 reviews)
Room was clean, lobby and staff friendly. This is our second time staying so we always enjoy coming.
Reviewed on 23 Mar 2026
Sleep Inn & Suites Winchester near University
140 Costello Dr Winchester VA
The price is HK$625 per night from 19 Apr to 20 Apr
HK$625
HK$681 total
19 Apr - 20 Apr
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,002 reviews)
The room was very clean. The staff are friendly. Nice place to stay.
Reviewed on 23 Mar 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.
Cozy Bear Cottage! Hot Tub! Warm toasty fireplace!
Luray VA
Stay at this cabin in Luray. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Luray Caverns and Dukes of Hazzard Museum are located ...
10/10 Exceptional! (90 reviews)
Didn't use the fireplace,but the kitchen was wonderful,had everything we needed,loved the set up,it was very inviting,the telephone was really interesting!!All the decor on the walls added made the area more interesting,thank you
Reviewed on 25 Mar 2026
Dreamtime - Modern A-frame Cabin w/ Hot tub
Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Frog Valley Artisans, LTD and Colonial Springs Spa ...
10/10 Exceptional! (57 reviews)
The house was beautiful and well taken care of. We had everything we needed to just hold up cozy in the house. The hot tub was a great ammenity.
Reviewed on 23 Jan 2026
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Front Royal VA
Stay at this cabin in Front Royal. Enjoy a garden, patios and an in-room coffee maker. Popular attractions Glen Manor Vineyards and Shenandoah River State Park ...
9.6/10 Exceptional! (343 reviews)
The space was cozy and nice. The view of the river was absolutely breathtaking from the back porch! Quiet and relaxing.
Reviewed on 23 Mar 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.
Popular places to visit
Museum of the Shenandoah Valley
5/5(1 review)
You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
Jim Barnett Park
Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Visit the cosy cafes or top-notch restaurants in this walkable area.
Shenandoah University
Enjoy the student vibe when you visit Shenandoah University during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.
ValleyHealth Winchester Medical Center
If ValleyHealth Winchester Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Winchester.
Apple Blossom Mall
You can search for that perfect souvenir at Apple Blossom Mall during your stay in Winchester. While in this walkable area, you can savour the top-notch restaurants.
Shenandoah Valley Discovery Museum
4/5(1 review)
You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savour the top-notch restaurants.
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