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Hotels in Old Town Winchester

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Check prices for these dates

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Where to stay in Old Town Winchester?

2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1008)
The price is CNY887
CNY1,005 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The George Washington Hotel, A Wyndham Grand Hotel
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 February
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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May, High crowds, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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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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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.
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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 landmarks in Old Town Winchester

Shenandoah Valley Discovery Museum

4.2/5 (36 reviews)
Old Town Winchester is home to Shenandoah Valley Discovery Museum, so why not stop by during your stay in Winchester.
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Bright Box Theater

4.5/5 (4 reviews)
If you want to see a show while you're in town, try and grab some tickets at Bright Box Theater in Old Town Winchester. If you enjoy the show and want to see another, Winchester Little Theater is just a short walk away.
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Check out reviews of Old Town Winchester hotels guests love

TRU By Hilton Winchester

TRU By Hilton Winchester

10/10 Excellent
"Clean rooms, courteous staff"
Holly 3-night trip
Posted 5 hours ago
TRU By Hilton Winchester

Frequently asked questions

Is Old Town Winchester expensive to stay in?
You can find great hotels from CNY518 in Old Town Winchester to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Old Town Winchester hotels?
Discover great deals on hotels in Old Town Winchester with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Old Town Winchester hotels.
Can I receive a refund if I cancel my Old Town Winchester hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Old Town Winchester hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
What are some of the best Old Town Winchester hotels for couples?
The George Washington Hotel, A Wyndham Grand Hotel is a popular hotel with 2 restaurants, as well as massage treatments in each guestroom. Find more romantic Old Town Winchester hotels by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best Old Town Winchester hotels with a pool?
Book a Old Town Winchester hotel with a pool for some added relaxation or exercise on your trip. The George Washington Hotel, A Wyndham Grand Hotel is a top-rated hotel with an indoor pool, and an average guest score of 9.4 out of 10. This hotel also features a full-service spa and 2 restaurants. For more Old Town Winchester hotels with a pool, use the "Amenities" filter in your search and select "Pool" on Hotels.com.
Is it worth staying in Old Town Winchester?
There are 12 hotels in the area to find your perfect somewhere. Basing yourself in Old Town Winchester for your Winchester vacation, makes it easy to explore the neighborhood of Winchester Historic District.
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