Hotels in Winchester

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Check prices for these dates

Tonight
Jan 22 - Jan 23
Tomorrow
Jan 23 - Jan 24
This weekend
Jan 23 - Jan 25
Next weekend
Jan 30 - Feb 1

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, (2,249 reviews)
  • cleanliness
    Comfortable beds await at this Winchester gem with a refreshing indoor pool.
The price is $92
$100 total
includes taxes & fees
Jan 25 - Jan 26
La Quinta Inn & Suites by Wyndham 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, (1,000 reviews)
  • cleanliness
    A relaxing Shenandoah Valley retreat with onsite dining and fitness amenities.
The price is $76
$84 total
includes taxes & fees
Feb 18 - Feb 19
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
2.0 star property
Front Royal
7.6 out of 10, Good, (1,001 reviews)
  • cleanliness
    Peaceful retreat near Shenandoah National Park with complimentary breakfast service.
The price is $62
$69 total
includes taxes & fees
Jan 23 - Jan 24
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Exterior
Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,098 reviews)
  • cleanliness
    Modern Winchester hotel with free breakfast, fitness center, and Wi-Fi access.
The price is $98
$106 total
includes taxes & fees
Feb 8 - Feb 9
Comfort Inn & Suites Winchester
Lobby
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,439 reviews)
  • cleanliness
    Cozy stay with modern comforts near local attractions and shopping centers.
The price is $82
$89 total
includes taxes & fees
Jan 26 - Jan 27
Microtel Inn & Suites by Wyndham Winchester
Lobby lounge
Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1,001 reviews)
The price is $113
$126 total
includes taxes & fees
Jan 29 - Jan 30
Fairfield Inn & Suites 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, (1,001 reviews)
The price is $82
$89 total
includes taxes & fees
Feb 22 - Feb 23
Country Inn & Suites by Radisson, Winchester, VA
Lobby
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,071 reviews)
  • cleanliness
    Quiet motel with convenient highway access and comfortable beds near Apple Blossom Mall.
The price is $70
$76 total
includes taxes & fees
Jan 25 - Jan 26
Travelodge by Wyndham Winchester
Porch
Relax Inn Motel
Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (259 reviews)
  • cleanliness
    Unwind 10 minutes from Shenandoah National Park with complimentary parking.
The price is $62
$69 total
includes taxes & fees
Jan 23 - Jan 24
Relax Inn Motel
Exterior
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (799 reviews)
  • cleanliness
    Modern Winchester retreat with indoor pool and 24-hour fitness center access.
The price is $107
$117 total
includes taxes & fees
Feb 1 - Feb 2
SpringHill Suites by Marriott Winchester
Exterior
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
The price is $82
$90 total
includes taxes & fees
Feb 20 - Feb 21
Quality Inn Winchester
Indoor pool
Hampton Inn Front Royal
Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    A welcoming retreat near Shenandoah National Park with indoor pool and free perks.
The price is $98
$109 total
includes taxes & fees
Feb 15 - Feb 16
Hampton Inn Front Royal
Seasonal outdoor pool
Twi-Lite Inn
Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (545 reviews)
The price is $68
$76 total
includes taxes & fees
Jan 25 - Jan 26
Twi-Lite Inn
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 $98
$108 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Exterior
Glen Gordon Manor
Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96 reviews)
  • cleanliness
    Experience breathtaking Shenandoah views at this luxurious countryside B&B retreat.
The price is $279
$305 total
includes taxes & fees
Feb 18 - Feb 19
Glen Gordon Manor
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, (814 reviews)
The price is $74
$81 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby
Spark by Hilton Winchester
Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Enjoy a peaceful stay with easy highway access and friendly service at this property.
The price is $77
$87 total
includes taxes & fees
Feb 8 - Feb 9
Spark by Hilton Winchester
Snack bar
TRU By Hilton Winchester
TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (789 reviews)
  • cleanliness
    Grab a few laps in the pool or unwind in Winchester's modern business haven.
The price is $98
$106 total
includes taxes & fees
Feb 1 - Feb 2
TRU By Hilton Winchester
Exterior
Courtyard by Marriott Winchester
Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (927 reviews)
The price is $107
$116 total
includes taxes & fees
Jan 28 - Jan 29
Courtyard by Marriott 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)
  • cleanliness
    Winchester comfort with free breakfast and indoor pool for year-round dips.
The price is $93
$101 total
includes taxes & fees
Jan 25 - Jan 26
Fairfield Inn & Suites 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

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, (2249)
The price is $92
$100 total
includes taxes & fees
Jan 25 - Jan 26
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, (2249)
The price is $92
$100 total
includes taxes & fees
Jan 25 - Jan 26
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, (1439)
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.
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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.
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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.
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29°
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August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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25°
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September, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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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 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)
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 Handley Regional Library, Shenandoah Valley Discovery Museum, and Bright Box Theater.
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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 is 0.9 mi (1.5 km) from central Winchester, why not stop by during your stay. Our travelers also like this walkable area for its restaurants. Want to stretch your legs some more? Head to Star Fort Civil War Battlefield, located nearby.
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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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Clean room. Friendly and helpful staff."
Richard 1-night trip
Posted 17 hours ago
La Quinta Inn & Suites by Wyndham Winchester

Frequently asked questions

What hotels do travelers like in Winchester?
SpringHill Suites by Marriott Winchester, The George Washington Hotel, A Wyndham Grand Hotel and Quality Inn Winchester 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-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 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.