Hotels in Winchester

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Jan 16 - Jan 17
Tomorrow
Jan 17 - Jan 18
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)
  • cleanliness
    Comfortable beds await at this Winchester gem with a refreshing indoor pool.
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, (1,091 reviews)
  • cleanliness
    Modern Winchester hotel with free breakfast, fitness center, and Wi-Fi access.
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, (1,002 reviews)
  • cleanliness
    A relaxing Shenandoah Valley retreat with onsite dining and fitness amenities.
The price is $76
$84 total
includes taxes & fees
Jan 22 - Jan 23
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)
  • 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
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)
  • cleanliness
    A welcoming retreat near Shenandoah National Park with indoor pool and free perks.
The price is $102
$113 total
includes taxes & fees
Jan 22 - Jan 23
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, (1,431 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
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, (1,002 reviews)
The price is $84
$92 total
includes taxes & fees
Jan 22 - Jan 23
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)
  • cleanliness
    Modern Winchester retreat with indoor pool and 24-hour fitness center access.
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)
  • cleanliness
    Relax in a Georgian spa hotel near Winchester's Civil War Museum and theaters.
The price is $127
$143 total
includes taxes & fees
Jan 22 - Jan 23
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, (1,002 reviews)
  • cleanliness
    Dive into a convenient stay by Winchester's historic sites with relaxing indoor pool.
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, (788 reviews)
  • cleanliness
    Grab a few laps in the pool or unwind in Winchester's modern business haven.
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)
  • cleanliness
    Winchester comfort with free breakfast and indoor pool for year-round dips.
The price is $90
$98 total
includes taxes & fees
Jan 18 - Jan 19
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)
  • cleanliness
    Peaceful retreat near Shenandoah National Park with complimentary breakfast service.
The price is $62
$69 total
includes taxes & fees
Jan 18 - Jan 19
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, (1,001 reviews)
  • cleanliness
    Modern retreat with golf course and indoor pool near Shenandoah National Park.
The price is $98
$108 total
includes taxes & fees
Jan 25 - Jan 26
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)
  • cleanliness
    Quiet motel with convenient highway access and comfortable beds near Apple Blossom Mall.
The price is $68
$74 total
includes taxes & fees
Jan 28 - Jan 29
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 29 - Jan 30
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)
  • cleanliness
    Relaxing escape near Winchester's top spots with seasonal outdoor pool and fitness.
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.
View all properties

Get last-minute hotel deals in Winchester and save more

Sign in to unlock great savings.
Showing deals for:Jan 23 - Jan 25
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, (2,244 reviews)
$35 off
The price is $98
per night
$213 total
includes taxes & fees
La Quinta Inn & Suites by Wyndham Winchester

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, (1431)
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°
ac_unit
January, no crowd data, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
6°
ac_unit
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°
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°
weather_sun
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°
weather_sun
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)
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.
See properties
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.
See properties

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
"yes, room was spotless very nice place to stay"
ROBERT 1-night trip
Posted 3 days ago
La Quinta 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?
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.