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
Apr 5 - Apr 6
Tomorrow
Apr 6 - Apr 7
Next weekend
Apr 10 - Apr 12
In two weeks
Apr 17 - Apr 19

Where to stay in 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
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
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
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
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, (1,000 reviews)
  • cleanliness
    Peaceful retreat near Shenandoah National Park with complimentary breakfast service.
The price is $64
$71 total
includes taxes & fees
Apr 12 - Apr 13
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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
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
Seasonal outdoor pool
Twi-Lite Inn
Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (548 reviews)
The price is $75
$83 total
includes taxes & fees
Apr 6 - Apr 7
Twi-Lite Inn
Lobby sitting area
Motel 6 Winchester, VA
Motel 6 Winchester, VA
2.0 star property
Winchester
8.2 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Peaceful Winchester getaway with easy access to the Apple Blossom Mall and battlefield.
The price is $68
$77 total
includes taxes & fees
Apr 12 - Apr 13
Motel 6 Winchester, VA
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
Interior entrance
Gateway Inn
Gateway Inn
2.0 star property
Front Royal
5.0 out of 10, (10 reviews)
  • cleanliness
    Convenient Front Royal lodging near Shenandoah National Park and river.
The price is $70
$78 total
includes taxes & fees
Apr 6 - Apr 7
Gateway Inn
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
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
Lobby
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,456 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
Lobby
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,075 reviews)
  • cleanliness
    Quiet motel with convenient highway access and comfortable beds near Apple Blossom Mall.
The price is $71
$77 total
includes taxes & fees
Apr 6 - Apr 7
Travelodge by Wyndham 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
Breakfast area
Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (304 reviews)
  • cleanliness
    Stay near historic sites at this convenient Middletown hotel with free parking.
The price is $62
$68 total
includes taxes & fees
Apr 12 - Apr 13
Econo Lodge Inn & Suites Middletown - Winchester South
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
Pool
APM Inn & Suites
APM Inn & Suites
2.0 star property
Winchester
6.8 out of 10, (389 reviews)
  • cleanliness
    Peaceful Winchester hotel with free WiFi and parking, a short drive from popular attractions.
The price is $59
$66 total
includes taxes & fees
Apr 9 - Apr 10
APM Inn & Suites
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
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

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°
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°
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°
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.
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

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Had a fantastic experience at this hotel. Very good location and the hotel is new and clean. "
Naif 3-night trip
Posted 7 hours ago
Microtel Inn & Suites 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.