Hotels in Winchester

Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Check prices for these dates

Tonight
Apr 6 - Apr 7
Tomorrow
Apr 7 - Apr 8
Next weekend
Apr 11 - Apr 13
In two weeks
Apr 18 - Apr 20

Where to stay in Winchester?

Comfort Inn & Suites
Exterior

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1012)
The price is $95
$104 total
includes taxes & fees
Apr 13 - Apr 14
Comfort Inn & Suites
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 18 - Apr 20

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

Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Winchester
9.4/10Exceptional (1,004 reviews)
15% off
Price is $182
per night
$412 total
includes taxes & fees
The George Washington Hotel, A Wyndham Grand Hotel
trending_down

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
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
Mar
$117
Average price during March is $117
Currently viewing crowd sizes and weather for April.

April

trending_flatModerate crowds
High 17°C / low 6°C. Sunny most days.
17°
weather_sun
April, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
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.
9°
11°
weather_sun
November, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Sunny most days.
2°
7°
weather_partly_sunny
December, Low crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
4°
ac_unit
January, Low crowds, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
6°
ac_unit
February, Low crowds, average high temperature 6 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
11°
weather_partly_sunny
March, Low crowds, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
Monthly weather averages (˚C)
View all properties

Top landmarks in Winchester

Gardens at Glen Burnie House.

Museum of the Shenandoah Valley

You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.

See properties in Museum of the Shenandoah Valley
Museum of the Shenandoah Valley

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.

See all hotels in Winchester

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

See all hotels in Pueblo
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.

See all hotels in Staunton

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.

See all hotels in Florence

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.

See all hotels in Nyack
Nyack showing a city

Frequently asked questions

What hotels do travelers like in Winchester?
SpringHill Suites by Marriott Winchester, Comfort Inn & Suites 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?
A few inexpensive options worth considering are Comfort Inn & Suites, Microtel Inn & Suites by Wyndham Winchester and Sleep Inn & Suites.
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.