Hotels in Winchester

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Check prices for these dates

Tonight
Jan 14 - Jan 15
Tomorrow
Jan 15 - Jan 16
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Where to stay in Winchester?

Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,244 reviews)
The price is $92
$100 total
includes taxes & fees
Jan 18 - Jan 19
La Quinta Inn & Suites by Wyndham Winchester
Exterior
Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,093 reviews)
The price is $98
$107 total
includes taxes & fees
Jan 19 - Jan 20
Comfort Inn & Suites Winchester
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1,001 reviews)
The price is $76
$84 total
includes taxes & fees
Jan 21 - Jan 22
Ramada by Wyndham Strasburg/Shenandoah Valley
Lobby
Spark by Hilton Winchester
Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
The price is $77
$87 total
includes taxes & fees
Feb 1 - Feb 2
Spark by Hilton Winchester
Indoor pool
Hampton Inn Front Royal
Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,008 reviews)
The price is $102
$113 total
includes taxes & fees
Jan 21 - Jan 22
Hampton Inn Front Royal
Lobby
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,430 reviews)
The price is $82
$89 total
includes taxes & fees
Jan 26 - Jan 27
Microtel Inn & Suites by Wyndham Winchester
Lobby
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,001 reviews)
The price is $82
$89 total
includes taxes & fees
Feb 1 - Feb 2
Country Inn & Suites by Radisson, Winchester, VA
Exterior
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
The price is $84
$92 total
includes taxes & fees
Jan 21 - Jan 22
Quality Inn Winchester
Exterior
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (797 reviews)
The price is $101
$110 total
includes taxes & fees
Feb 1 - Feb 2
SpringHill Suites by Marriott Winchester
Bar (on property)
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, (1,005 reviews)
The price is $127
$143 total
includes taxes & fees
Jan 21 - Jan 22
The George Washington Hotel, A Wyndham Grand Hotel
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
The price is $76
$86 total
includes taxes & fees
Jan 22 - Jan 23
Holiday Inn Winchester Se-Historic Gateway by IHG
Snack bar
TRU By Hilton Winchester
TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (787 reviews)
The price is $77
$84 total
includes taxes & fees
Jan 26 - Jan 27
TRU By Hilton Winchester
Lobby
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (815 reviews)
The price is $93
$101 total
includes taxes & fees
Jan 17 - Jan 18
Fairfield Inn & Suites by Marriott Winchester
Exterior
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (813 reviews)
The price is $74
$81 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,004 reviews)
The price is $56
$62 total
includes taxes & fees
Feb 3 - Feb 4
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
The price is $98
$108 total
includes taxes & fees
Jan 22 - Jan 23
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Lobby
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,087 reviews)
The price is $68
$74 total
includes taxes & fees
Jan 22 - Jan 23
Travelodge by Wyndham Winchester
Exterior
Courtyard by Marriott Winchester
Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (926 reviews)
The price is $101
$110 total
includes taxes & fees
Jan 23 - Jan 24
Courtyard by Marriott Winchester
Dining
Wayside Inn
Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (420 reviews)
The price is $72
$89 total
includes taxes & fees
Jan 28 - Jan 29
Wayside Inn
Restaurant
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (854 reviews)
The price is $106
$120 total
includes taxes & fees
Jan 22 - Jan 23
Hampton Inn Winchester N/Conference Center, VA
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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Check out pet-friendly hotels in Winchester

Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2244)
The price is $92
$100 total
includes taxes & fees
Jan 18 - Jan 19
La Quinta Inn & Suites by Wyndham Winchester
View all properties

You may also like hotels with pools in Winchester

Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2244)
The price is $92
$100 total
includes taxes & fees
Jan 18 - Jan 19
La Quinta Inn & Suites by Wyndham Winchester
View all properties

You can also stay at family-friendly hotels in Winchester

Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1430)
The price is $82
$89 total
includes taxes & fees
Jan 26 - Jan 27
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.
View all properties

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 January
Currently viewing crowd sizes and weather for January.
Typical weather for Winchester
January
High 4°C / low -4°C. Snow likely.
View properties in January
4°
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January, no crowd data, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
6°
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February, no crowd data, average high temperature 6 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
11°
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March, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
17°
weather_sun
April, no crowd data, average high temperature 17 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
22°
weather_sun
May, no crowd data, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
27°
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June, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
30°
weather_sun
July, no crowd data, average high temperature 30 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
29°
weather_sun
August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
25°
weather_sun
September, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
18°
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October, no crowd data, average high temperature 18 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
11°
weather_sun
November, no crowd data, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Sunny most days.
2°
7°
weather_partly_sunny
December, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
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 Handley Regional Library.

Top landmarks in Winchester

Gardens at Glen Burnie House.
Photo by Tina McClelland
Open Photo by Tina McClelland

Museum of the Shenandoah Valley

4.5/5 (47 reviews)
The MSV showcases the Valley's rich heritage through art galleries and the historic Glen Burnie House. Wander through meticulously designed gardens with outdoor sculptures while following scenic trails.
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Jim Barnett park
Photo by Mominator Madness
Open Photo by Mominator Madness

Jim Barnett Park

4.0/5 (31 reviews)
Jim Barnett Park spans 170 acres with trails, sports fields, and a fishing lake for outdoor enthusiasts. Grab a picnic and use the shelters with grills for a relaxing day under mature trees.
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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 Patsy Cline Historic House. All are within a scenic setting.

See all hotels in Winchester

Check out reviews of Winchester hotels guests love

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

10/10 Excellent
"Pet friendly and they provided a goodie bag for my dog - very welcoming."
Kimberly 1-night trip
Posted 2 days ago
Hampton Inn Winchester-University/Mall Area

Frequently asked questions

What hotels do travelers like in Winchester?
SpringHill Suites by Marriott Winchester, Quality Inn 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?
A few inexpensive options worth considering are Microtel Inn & Suites by Wyndham Winchester, Quality Inn Winchester and Hampton Inn Winchester N/Conference Center, VA.
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 15 vacation homes. In addition, you can choose from 26 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.