Hotels in Winchester

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Check prices for these dates

Tonight
Apr 23 - Apr 24
Tomorrow
Apr 24 - Apr 25
This weekend
Apr 25 - Apr 27
Next weekend
May 2 - May 4

Where to stay in Winchester?

Comfort Inn & Suites
Exterior

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1014)
The price is $106
includes taxes & fees
$98 per night
May 11 - May 12
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.
trending_down

Our prices for hotels in Winchester are cheapest in February

See average prices and weather for all months

Price trends for hotels in Winchester

Pricing is based on two traveler single night rates
Apr
$107
Average price during April is $107
May
$120
Average price during May is $120
Jun
$116
Average price during June is $116
Jul
$114
Average price during July is $114
Aug
$116
Average price during August is $116
Sep
$119
Average price during September is $119
Oct
$121
Average price during October is $121
Nov
$112
Average price during November is $112
Dec
$104
Average price during December is $104
Jan
$95
Average price during January is $95
Feb
$94
Average price during February is $94
Mar
$98
Average price during March is $98
Currently viewing crowd sizes and weather for April.

April

trending_flatModerate crowds
High 63°F / low 44°F. Sunny most days.
63°
weather_sun
April, Moderate crowds, average high temperature 63 degrees Fahrenheit, average low temperature 44 degrees Fahrenheit. Sunny most days.
44°
72°
weather_sun
May, High crowds, average high temperature 72 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
53°
81°
weather_sun
June, Moderate crowds, average high temperature 81 degrees Fahrenheit, average low temperature 61 degrees Fahrenheit. Sunny most days.
61°
86°
weather_sun
July, High crowds, average high temperature 86 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
66°
84°
weather_sun
August, High crowds, average high temperature 84 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
77°
weather_sun
September, Moderate crowds, average high temperature 77 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
65°
weather_sun
October, High crowds, average high temperature 65 degrees Fahrenheit, average low temperature 48 degrees Fahrenheit. Sunny most days.
48°
52°
weather_sun
November, Moderate crowds, average high temperature 52 degrees Fahrenheit, average low temperature 36 degrees Fahrenheit. Sunny most days.
36°
44°
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December, Low crowds, average high temperature 44 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
31°
39°
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January, Low crowds, average high temperature 39 degrees Fahrenheit, average low temperature 25 degrees Fahrenheit. Snow likely.
25°
43°
ac_unit
February, Low crowds, average high temperature 43 degrees Fahrenheit, average low temperature 27 degrees Fahrenheit. Snow likely.
27°
52°
weather_partly_sunny
March, Low crowds, average high temperature 52 degrees Fahrenheit, average low temperature 34 degrees Fahrenheit. Partly sunny.
34°
Monthly weather averages (˚F)
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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 top-notch restaurants or charming coffeehouses in this walkable area.

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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 Museum of the Shenandoah Valley. 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.

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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.

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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.

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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 Veterans Park and Florence Civic Center.

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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 Nyack Beach State Park and Rockland Lake State Park.

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Nyack showing a city
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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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.
Where can I get free parking at my hotel in Winchester?
Park your car for free at APM Inn & Suites.
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 can I stay with my pet in Winchester?
Your furry friend can stay with you at these pet-friendly hotels: La Quinta Inn & Suites by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester and Comfort Inn & Suites. There are 21 alternatives on our site to choose from.
Which Winchester hotels do guests like for their terrific location?
Travelers like these properties for their convenient location: La Quinta Inn & Suites by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester and The George Washington Hotel, A Wyndham Grand Hotel.
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 22 apartments.
Where can I stay if I'm visiting Winchester with my kids?
Your kids are welcome at Microtel Inn & Suites by Wyndham Winchester, Country Inn & Suites by Radisson, Winchester, VA and Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel. You can also see 10 available options on our site.
Where should I stay in Winchester for a trip with my partner?
Clean, neat, peace and quiet, Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed and Find the secrets to peace and beauty here! are great options for a romantic getaway.
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.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

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