Hotels in Winchester

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Check prices for these dates

Tonight
Dec 10 - Dec 11
Tomorrow
Dec 11 - Dec 12
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Where to stay in Winchester?

Lobby
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.2 out of 10, Wonderful, (1375)
The price is $73
$79 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Microtel Inn & Suites by Wyndham 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.
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Great weekend hotel deals in Winchester, VA

Showing deals for:Dec 19 - Dec 21

Image gallery for The George Washington Hotel, A Wyndham Grand Hotel

2 restaurants, breakfast, lunch, dinner served; American cuisine

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Winchester
9.4/10Exceptional (1,007 reviews)
15% off
$178 nightly
Price is $403
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel

Check out pet-friendly hotels in Winchester

Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1001)
The price is $75
$85 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spark by Hilton Winchester
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You may also like hotels with pools in Winchester

Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (765)
The price is $73
$79 total
includes taxes & fees
Jan 7 - Jan 8, 2026
TRU By Hilton 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.
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When is the best time to visit Winchester?

Our prices for hotels in Winchester are cheapest in January
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Winchester
December
Low crowds
High 7°C / low -1°C. Partly sunny.
View properties in December
7°
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December, Low crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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4°
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January, Low crowds, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
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6°
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February, Low crowds, average high temperature 6 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
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11°
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March, Low crowds, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
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17°
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April, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
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22°
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May, High crowds, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
27°
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June, Moderate crowds, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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30°
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July, High crowds, average high temperature 30 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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29°
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August, High crowds, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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25°
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September, Moderate crowds, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
18°
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October, High crowds, average high temperature 18 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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11°
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November, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Sunny most days.
2°
Monthly weather averages (˚C)

Top neighborhoods in Winchester

Old Town Winchester

Winchester's Old Town Winchester neighborhood is known for its restaurants and bars, and entices visitors with attractions including Bright Box Theater and Shenandoah Valley Discovery Museum.

Winchester Historic District

Winchester's Winchester Historic District neighborhood is home to attractions such as Bright Box Theater and Shenandoah Valley Discovery Museum.

Top landmarks in Winchester

Museum of the Shenandoah Valley

4.5/5 (47 reviews)
Museum of the Shenandoah Valley is 0.8 mi (1.3 km) from central Winchester, why not stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Shenandoah Valley Discovery Museum, Bright Box Theater, and Winchester Medical Center.
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Shenandoah University

4.3/5 (137 reviews)
If you'd like to get a taste of Winchester student life, check out Shenandoah University, located 1.2 mi (2 km) from central Winchester.
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Winchester and related destinations

Winchester is applauded for its theater and entertainment with such cultural attractions as Bright Box Theater and Museum of the Shenandoah Valley. This historical city has something for everyone including restaurants as well as sights like Shenandoah Valley Discovery Museum and Winchester-Frederick County Convention & Visitors Bureau. All are within a scenic setting.

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Check out reviews of Winchester hotels guests love

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Front desk staff was sweet. Checking out was a breeze. Room was great. Great Oishi restaurant, basically in the parking lot ! Would definitely stay here again "
Dwayne 1-night trip
Posted 3 days ago
Microtel Inn & Suites by Wyndham Winchester

Frequently asked questions

What hotels do travelers like in Winchester?
Comfort Inn & Suites Winchester, SpringHill Suites by Marriott Winchester and The George Washington Hotel, A Wyndham Grand Hotel are all properties that our guests really like.
Can I book a refundable hotel in Winchester?
If you're looking for the flexibility to change your travel plans to Winchester, most hotels offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Winchester if I'm looking for a budget-friendly accommodation?
Two inexpensive options worth considering are Microtel Inn & Suites by Wyndham Winchester and Comfort Inn & Suites Winchester.
Where can I stay in Winchester if I want a vacation home instead of a hotel?
If you're looking for a good alternative to a hotel, review our selection of 17 vacation homes. In addition, you can choose from 27 apartments.
What will the weather in Winchester be like during my visit?
July and August are typically the warmest months in Winchester when the average temp is 72°F. January and February are the coldest months when the average temperature is 36°F. May and September are the months with the most rain.
Why should I book my Winchester accommodation with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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