Hotels in Winchester

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Where to stay in 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.

Great weekend hotel deals in Winchester, VA

Showing deals for:Apr 4 - Apr 6
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Our prices for hotels in Winchester are cheapest in January

See average prices and weather for all months

Price trends for hotels in Winchester

Pricing is based on two traveler single night rates
Mar
$117
Average price during March is $117
Apr
$121
Average price during April is $121
May
$132
Average price during May is $132
Jun
$117
Average price during June is $117
Jul
$112
Average price during July is $112
Aug
$117
Average price during August is $117
Sep
$116
Average price during September is $116
Oct
$115
Average price during October is $115
Nov
$106
Average price during November is $106
Dec
$98
Average price during December is $98
Jan
$95
Average price during January is $95
Feb
$95
Average price during February is $95
Currently viewing crowd sizes and weather for March.

March

trending_downLow crowds
High 11°C / low 1°C. Partly sunny.
11°
weather_partly_sunny
March, Low crowds, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
17°
weather_sun
April, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
22°
weather_sun
May, High crowds, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
27°
weather_sun
June, Moderate crowds, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
30°
weather_sun
July, High crowds, average high temperature 30 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
29°
weather_sun
August, High crowds, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
25°
weather_sun
September, Moderate crowds, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
18°
weather_sun
October, High crowds, average high temperature 18 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
11°
weather_sun
November, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Sunny most days.
weather_partly_sunny
December, Low crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
ac_unit
January, Low crowds, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
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February, Low crowds, average high temperature 6 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
Monthly weather averages (˚C)

Top landmarks in Winchester

Winchester and related destinations

Winchester is applauded for its theater and entertainment with such cultural attractions as Bright Box Theater and Winchester Little Theater. This historical city has something for everyone including restaurants as well as sights like Shenandoah Valley Discovery Museum and Patsy Cline Historic House. All are within a scenic setting.

Admired for its riverfront and mountains, Pueblo features attractions such as Pueblo Union Depot and Pueblo Convention Center. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Colorado State Fair Events Center and Pueblo City Park.

Aspen trees in the fall are a beautiful sight to see.
Photo by Jeff White
Open Photo by Jeff White

Staunton is applauded for its entertainment and theater with such cultural attractions as American Shakespeare Center and Frontier Culture Museum. This historical city has something for everyone including its museums, restaurants, and sights like The Woodrow Wilson Presidential Library and Gypsy Hill Park.

Notable for its entertainment, Florence features attractions such as Florence Museum and Magnolia Mall. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Florence Civic Center and Palmetto Shores Lake.

Nyack is well-known for its riverfront and entertainment while attractions include Edward Hopper House Art Center and Buttermilk Falls Park. This family-friendly city has something for everyone including its sports, restaurants, and sights like Rockland Lake State Park and Nyack Beach State Park.

Nyack showing a city

Frequently asked questions

What hotels do travelers like in Winchester?
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?
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 21 vacation homes. In addition, you can choose from 21 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.