Hotels in Winchester

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Check prices for these dates

Tonight
Jan 8 - Jan 9
Tomorrow
Jan 9 - Jan 10
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Where to stay 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, (2242)
The price is $99
$107 total
includes taxes & fees
Jan 11 - Jan 12
La Quinta Inn & Suites by Wyndham Winchester
Exterior
Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1089)
The price is $98
$107 total
includes taxes & fees
Feb 8 - Feb 9
Comfort Inn & Suites Winchester
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1000)
The price is $73
$81 total
includes taxes & fees
Jan 20 - Jan 21
Ramada by Wyndham Strasburg/Shenandoah Valley
Lobby
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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, (1001)
The price is $62
$69 total
includes taxes & fees
Jan 10 - Jan 11
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Lobby
Country Inn & Suites by Radisson, Winchester, VA
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, (1003)
The price is $84
$92 total
includes taxes & fees
Feb 8 - Feb 9
Country Inn & Suites by Radisson, Winchester, VA
Exterior
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (796)
The price is $107
$117 total
includes taxes & fees
Jan 18 - Jan 19
SpringHill Suites by Marriott 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, (1423)
The price is $79
$86 total
includes taxes & fees
Feb 8 - Feb 9
Microtel Inn & Suites by Wyndham Winchester
Lobby
Spark by Hilton Winchester
Spark by Hilton Winchester
Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1002)
The price is $77
$87 total
includes taxes & fees
Jan 25 - Jan 26
Spark by Hilton Winchester
Exterior
Quality Inn Winchester
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1001)
The price is $84
$92 total
includes taxes & fees
Jan 15 - Jan 16
Quality Inn Winchester
Indoor pool
Hampton Inn Front Royal
Hampton Inn Front Royal
Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1006)
The price is $98
$109 total
includes taxes & fees
Jan 15 - Jan 16
Hampton Inn Front Royal
Porch
Relax Inn Motel
Relax Inn Motel
Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (259)
The price is $65
$72 total
includes taxes & fees
Jan 10 - Jan 11
Relax Inn Motel
Snack bar
TRU By Hilton Winchester
TRU By Hilton Winchester
TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (784)
The price is $74
$81 total
includes taxes & fees
Jan 26 - Jan 27
TRU By Hilton Winchester
Lobby lounge
Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1000)
The price is $113
$126 total
includes taxes & fees
Jan 18 - Jan 19
Fairfield Inn & Suites Strasburg Shenandoah Valley
Exterior
Holiday Inn Express Winchester South-Stephens City by IHG
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, (811)
The price is $74
$81 total
includes taxes & fees
Jan 15 - Jan 16
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior
Glen Gordon Manor
Glen Gordon Manor
Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96)
The price is $269
$294 total
includes taxes & fees
Feb 8 - Feb 9
Glen Gordon Manor
Seasonal outdoor pool
Twi-Lite Inn
Twi-Lite Inn
Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (544)
The price is $68
$76 total
includes taxes & fees
Jan 11 - Jan 12
Twi-Lite Inn
Lobby
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1086)
The price is $68
$74 total
includes taxes & fees
Feb 1 - Feb 2
Travelodge by Wyndham Winchester
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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, (1001)
The price is $98
$108 total
includes taxes & fees
Jan 15 - Jan 16
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Lobby sitting area
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1008)
The price is $77
$83 total
includes taxes & fees
Jan 26 - Jan 27
Sleep Inn & Suites Winchester near University
Exterior
Courtyard by Marriott Winchester
Courtyard by Marriott Winchester
Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (925)
The price is $107
$116 total
includes taxes & fees
Jan 15 - Jan 16
Courtyard by Marriott 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.
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Check out pet-friendly hotels in Winchester

Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1002)
The price is $77
$87 total
includes taxes & fees
Jan 25 - Jan 26
Spark by Hilton Winchester
View all properties

You may also like hotels with pools in Winchester

Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (784)
The price is $74
$81 total
includes taxes & fees
Jan 26 - Jan 27
TRU By Hilton Winchester
View all properties

You can also stay at family-friendly hotels in Winchester

Lobby
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (1001)
The price is $62
$69 total
includes taxes & fees
Jan 10 - Jan 11
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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°
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April, no crowd data, average high temperature 17 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
22°
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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°
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August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
25°
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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.
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11°
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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 Shenandoah Valley Discovery Museum.

Top landmarks in Winchester

Museum of the Shenandoah Valley

4.5/5 (47 reviews)
Museum of the Shenandoah Valley is 0.8 mi (1.3 km) from central Winchester, why not stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Shenandoah Valley Discovery Museum, Bright Box Theater, and ValleyHealth Winchester Medical Center.
See properties

Shenandoah University

4.3/5 (137 reviews)
If you'd like to get a taste of Winchester student life, check out Shenandoah University, located 1.2 mi (2 km) from central Winchester.
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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

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Service was exceptional. It’s a small hotel, but was clean and great service. "
Danah 6-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Winchester

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?
Two inexpensive options worth considering are Microtel Inn & Suites by Wyndham Winchester and Quality Inn Winchester.
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 25 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.