Hotels in Winchester

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Check prices for these dates

Tonight
Apr 4 - Apr 5
Tomorrow
Apr 5 - Apr 6
Next weekend
Apr 10 - Apr 12
In two weeks
Apr 17 - Apr 19

Where to stay in Winchester?

Exterior
Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,094 reviews)
  • cleanliness
    Modern Winchester hotel with free breakfast, fitness center, and Wi-Fi access.
The price is $103
$112 total
includes taxes & fees
Apr 27 - Apr 28
Comfort Inn & Suites Winchester
Lobby
Spark by Hilton Winchester
Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Enjoy a peaceful stay with easy highway access and friendly service at this property.
The price is $86
$98 total
includes taxes & fees
Apr 12 - Apr 13
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, (1,001 reviews)
  • cleanliness
    A welcoming retreat near Shenandoah National Park with indoor pool and free perks.
The price is $98
$109 total
includes taxes & fees
Apr 12 - Apr 13
Hampton Inn Front Royal
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, (1,005 reviews)
  • cleanliness
    A relaxing Shenandoah Valley retreat with onsite dining and fitness amenities.
The price is $79
$88 total
includes taxes & fees
Apr 15 - Apr 16
Ramada by Wyndham Strasburg/Shenandoah Valley
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, (1,000 reviews)
The price is $92
$100 total
includes taxes & fees
Apr 26 - Apr 27
Country Inn & Suites by Radisson, Winchester, VA
Exterior
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (831 reviews)
  • cleanliness
    Modern Winchester retreat with indoor pool and 24-hour fitness center access.
The price is $114
$124 total
includes taxes & fees
Apr 12 - Apr 13
SpringHill Suites by Marriott Winchester
Lobby lounge
Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,002 reviews)
The price is $113
$126 total
includes taxes & fees
Apr 12 - Apr 13
Fairfield Inn & Suites Strasburg Shenandoah Valley
Exterior
Courtyard by Marriott Winchester
Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (950 reviews)
The price is $107
$116 total
includes taxes & fees
Apr 11 - Apr 12
Courtyard by Marriott Winchester
Exterior
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,003 reviews)
The price is $92
$100 total
includes taxes & fees
May 5 - May 6
Quality Inn Winchester
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)
  • cleanliness
    Modern retreat with golf course and indoor pool near Shenandoah National Park.
The price is $87
$96 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Reception
Home2 Suites By Hilton Winchester
Home2 Suites By Hilton Winchester
3.0 star property
Winchester
The price is $98
$111 total
includes taxes & fees
Apr 12 - Apr 13
Home2 Suites By Hilton Winchester
Winery
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (938 reviews)
  • cleanliness
    Experience a serene getaway near Shenandoah National Park with peaceful rooms and easy access.
The price is $57
$63 total
includes taxes & fees
Apr 15 - Apr 16
Baymont by Wyndham Front Royal Near Shenandoah National Park
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, (2,272 reviews)
  • cleanliness
    Comfortable beds await at this Winchester gem with a refreshing indoor pool.
The price is $110
$119 total
includes taxes & fees
Apr 6 - Apr 7
La Quinta Inn & Suites by Wyndham Winchester
Dining
Wayside Inn
Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (426 reviews)
The price is $122
$144 total
includes taxes & fees
Apr 19 - Apr 20
Wayside Inn
Lobby
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,455 reviews)
  • cleanliness
    Cozy stay with modern comforts near local attractions and shopping centers.
The price is $88
$96 total
includes taxes & fees
Apr 12 - Apr 13
Microtel Inn & Suites by Wyndham Winchester
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, (1,002 reviews)
  • cleanliness
    Dive into a convenient stay by Winchester's historic sites with relaxing indoor pool.
The price is $88
$99 total
includes taxes & fees
Apr 12 - Apr 13
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (836 reviews)
  • cleanliness
    Winchester comfort with free breakfast and indoor pool for year-round dips.
The price is $93
$101 total
includes taxes & fees
Apr 7 - Apr 8
Fairfield Inn & Suites by Marriott Winchester
Porch
Relax Inn Motel
Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (263 reviews)
  • cleanliness
    Unwind 10 minutes from Shenandoah National Park with complimentary parking.
The price is $62
$69 total
includes taxes & fees
Apr 6 - Apr 7
Relax Inn Motel
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, (1,004 reviews)
  • cleanliness
    Relax in a Georgian spa hotel near Winchester's Civil War Museum and theaters.
The price is $122
$138 total
includes taxes & fees
Apr 12 - Apr 13
The George Washington Hotel, A Wyndham Grand Hotel
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, (842 reviews)
The price is $100
$109 total
includes taxes & fees
Apr 12 - Apr 13
Holiday Inn Express Winchester South-Stephens City by IHG
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, (1003)
The price is $86
$98 total
includes taxes & fees
Apr 12 - Apr 13
Spark by Hilton Winchester
View all properties

You may also like hotels with pools in 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, (1000)
The price is $87
$96 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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 April
Currently viewing crowd sizes and weather for April.
Typical weather for Winchester
April
High 17°C / low 6°C. Sunny most days.
View properties in April
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°
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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°
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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.
9°
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°
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December, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
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°
weather_partly_sunny
March, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
Monthly weather averages (˚C)

Top neighborhoods in Winchester

The Courthouse in Winchester, Virginia.

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.

Photo by Fernando Begay
Open Photo by Fernando Begay

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

Photo by Tina McClelland
Open Photo by Tina McClelland

Museum of the Shenandoah Valley

4.4/5 (128 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.
See properties
Photo by Mominator Madness
Open Photo by Mominator Madness

Jim Barnett Park

4.3/5 (88 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

Wander through America's oldest pedestrian mall, where historic buildings house quirky shops and restaurants that locals fiercely defend as the valley's best. The Museum of the Shenandoah Valley tells stories through art and gardens that change dramatically with the seasons. Civil War buffs can explore Stonewall Jackson's Headquarters, where the general's personal items remain eerily untouched. Patsy Cline's modest historic house offers an intimate glimpse into the country legend's early life before Nashville fame. After dark, Bright Box Theater fills with laughter and live music in a space that feels both sophisticated and warmly familiar. Kids can touch everything at the hands-on Shenandoah Valley Discovery Museum, a welcome relief for parents tired of saying 'don't touch that.'

See all hotels in Winchester

Check out reviews of Winchester hotels guests love

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2/10 Terrible
"To the rooms had wet, moldy bedding, one had a moldy pillow to the room, smelled like mold and wet sheets bathroom floor floors were sticky like they haven’t been mopped. Otherwise the other two rooms were satisfactory gentlemen at the counter were very good at taking care of us, but we should’ve been moved to better and cleaner rooms. "
Geoffrey 1-night trip
Posted 3 hours ago
Travelodge by Wyndham Winchester

Frequently asked questions

What hotels do travelers like in Winchester?
Comfort Inn & Suites Winchester, SpringHill Suites by Marriott 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 Hampton Inn Winchester-University/Mall Area.
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 14 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.