Winchester

Travel Guide

Winchester
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby

Where to stay in Winchester

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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.

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

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
The price is HK$798 per night from 11 Jan to 12 Jan
HK$798
HK$869 total
11 Jan - 12 Jan 2026
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! (2,221 reviews)
Comfortable and clean room.

Reviewed on 9 Dec 2025

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 HK$567 per night from 7 Jan to 8 Jan
HK$567
HK$616 total
7 Jan - 8 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,377 reviews)
This was either the 3rd or 4th time for me staying at this hotel over the last few years and the hotel pretty much looks the same. Looks clean and doesn't seem to have much normal wear and tear that most hotels have. Looks as new as it did the first time I stayed.

Reviewed on 11 Dec 2025

Microtel Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
The price is HK$763 per night from 11 Jan to 12 Jan
HK$763
HK$831 total
11 Jan - 12 Jan 2026
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 ...
9.4/10 Exceptional! (1,075 reviews)
Great accomodations!!

Reviewed on 6 Dec 2025

Comfort Inn & Suites 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.
Dreamtime - Modern A-frame Cabin w/ Hot tub

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 ...
9.8/10 Exceptional! (50 reviews)
Everything about this place is top notch! We enjoyed Dreamtime cabin so much we probably spent more time in the cabin than out exploring. The home is well stocked with everything you could need from shampoo to kitchen supplies. We brought food to make all our meals in and had everything we needed. ...

Reviewed on 24 Nov 2025

Dreamtime - Modern A-frame Cabin w/ Hot tub
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Rileyville VA
Stay at this cabin in Rileyville. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the property condition in their reviews. Popular attractions ...
9.8/10 Exceptional! (331 reviews)
My husband and I stayed at The Walden from November 21st to November 23rd, and it was an unforgettable experience. The home was spotless, beautifully maintained, and thoughtfully designed inside and out. The views from the property are absolutely stunning, adding to the peaceful and romantic atmosphere.We ...

Reviewed on 23 Nov 2025

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Cabin w New Hot Tub, River/Kayak, WiFi, & Fire Pit

Cabin w New Hot Tub, River/Kayak, WiFi, & Fire Pit

Great Cacapon WV
Stay at this cabin in Great Cacapon. Enjoy a garden, laundry facilities and patios. Popular attractions Sideling Hill Wildlife Management Area and Cacapon Resort ...
9.2/10 Wonderful! (155 reviews)
I had a wonderful time here! Hot tub was warm and clean when we arrived! We spent every morning and evening on the screened porch. It was so peaceful.I would absolutely stay here again.

Reviewed on 13 Oct 2025

Cabin w New Hot Tub, River/Kayak, WiFi, & Fire Pit
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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