Boutique Hotels in Winchester

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Check availability on Winchester Boutique Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Top Boutique Hotels in Winchester

Inn at Evergreen
Free daily full breakfast

Inn at Evergreen

3.5 star property
9.4 out of 10, Exceptional, (130)
"This is a lovely property. We were lucky to have a suite - so restful and quiet. The breakfast across the street at the golf club was delicious. There is a lot to do in the area if you're not into golf."
Inn at Evergreen
Hotel Laurance
TV

Hotel Laurance

3.5 star property
9.0 out of 10, Wonderful, (156)
"We loved this sweet hotel, especially its cozy common area full of amenities (i.e., cookies). "
Hotel Laurance
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.
View all properties

Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Convenient off I-81, clean, quiet,nice warm breakfast, even great dark roast coffee. Will definitely make this a stop on our way south annually"
Lisa 1-night trip
Posted 5 days ago
La Quinta Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"The beauty of the property to begin with. Old world charm but modernized without detracting from the original character. The grand mailbox, each floor having a mailbox which directly connects with and is fed by gravity to the “grand” collection box on the ground floor! Beautiful! The basement pool is a spectacle to behold! The beauty along with the perfect water temperature provided a perfect ending to our evening!"
Chad 1-night trip
Posted 12 days ago
The George Washington Hotel, A Wyndham Grand Hotel

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Frequently asked questions

What's there to see and do in Winchester?
Visitors speak positively about this destination's major shopping centres, scenic landscape and interesting historical sites. Activities and attractions to experience around Winchester include Bright Box Theater, Winchester Little Theater and Museum of the Shenandoah Valley. You might also like to explore more of the area and take in additional sights like Shenandoah Valley Discovery Museum, Abram's Delight and Wayside Theater while you're here.
What kind of weather should I plan for when I travel to Winchester?
Getting an idea of what to expect from the weather in Winchester will help you enjoy your stay to the fullest. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.
What's the best way to get to my boutique hotel in Winchester?
You have a few options for travelling to and around Winchester. The closest major airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.