Hotels in Winchester

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Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7

Where to stay in Winchester?

Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,007 reviews)
Located in Winchester with proximity to Abram's Delight and Apple Blossom Mall, this hotel offers comfortable rooms and a fitness center. Guests appreciate the quiet atmosphere, continental breakfast, and free parking while enjoying easy access to local restaurants and shopping.
The price is $80
$90 total
includes taxes & fees
May 31 - Jun 1
Spark by Hilton Winchester
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,103 reviews)
Enjoy comfort and convenience in this Winchester hotel with a 24-hour fitness center. Free perks include Wi-Fi, parking, and weekday breakfast. Located near Appleland Sports Center, travelers praise the helpful staff and comfortable beds.
The price is $104
$113 total
includes taxes & fees
Jun 14 - Jun 15
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, (1,460 reviews)
Unwind in this Winchester hotel featuring an indoor pool and fitness center. Just minutes from Rutherford Crossing, enjoy free breakfast, WiFi, and parking while exploring nearby shopping. Travelers love the comfortable beds and attentive staff at this welcoming retreat.
The price is $91
$99 total
includes taxes & fees
Jun 2 - Jun 3
Microtel Inn & Suites by Wyndham Winchester
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,002 reviews)
The price is $90
$98 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Winchester
Lobby

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very Good, (1,007 reviews)
Located in Strasburg, this hotel offers a restaurant and bar for evening unwinding after exploring nearby Hupp's Hill Civil War Park. Enjoy complimentary breakfast, WiFi, and parking while friendly staff ensure a comfortable business or leisure stay.
The price is $83
$93 total
includes taxes & fees
May 31 - Jun 1
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, (1,002 reviews)
The price is $94
$102 total
includes taxes & fees
Jun 15 - Jun 16
Country Inn & Suites by Radisson, Winchester, VA
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, (1,001 reviews)
The price is $101
$113 total
includes taxes & fees
May 31 - Jun 1
Fairfield Inn & Suites Strasburg Shenandoah Valley
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (879 reviews)
Minutes from Rutherford Crossing and Star Fort Civil War Battlefield, this hotel offers free breakfast, WiFi, and parking. Enjoy the indoor pool and health club during your stay. Guests consistently praise the helpful staff who make business trips feel like pleasure.
The price is $106
$115 total
includes taxes & fees
Jun 2 - Jun 3
TRU By Hilton 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, (2,270 reviews)
Wake up to free breakfast at this hotel near Apple Blossom Mall and R-C Track. After a morning swim in the indoor pool, use the fitness center before exploring Winchester. Fellow travelers praise the helpful staff and comfy beds.
The price is $116
$126 total
includes taxes & fees
May 25 - May 26
La Quinta Inn & Suites by Wyndham Winchester
Meeting facility

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, (893 reviews)
Embrace serenity at this quiet Winchester retreat, just minutes from Eastgate Plaza Shopping Center. The seasonal pool and fitness center offer refreshing breaks after exploring. Friendly staff, free breakfast, and in-room refrigerators ensure a comfortable, convenient stay.
The price is $107
$122 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Winchester N/Conference Center, VA
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)
Just 5 minutes from Shenandoah National Park, this welcoming hotel offers free WiFi, parking, and daily on-the-go breakfast. Guests consistently praise the helpful staff and clean rooms, with easy access to local arts venues.
The price is $73
$81 total
includes taxes & fees
May 24 - May 25
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,053 reviews)
This Winchester motel offers free WiFi and parking in a surprisingly peaceful setting. Located near shopping, restaurants, and highways, it's a comfortable base with friendly staff. Apple Blossom Mall and R-C Track are just minutes away.
The price is $71
$77 total
includes taxes & fees
May 24 - May 25
Travelodge by Wyndham Winchester
Interior entrance

Gateway Inn

Gateway Inn
2.0 star property
Front Royal
5.0 out of 10, (10 reviews)
Escape to this cozy motel just minutes from Shenandoah National Park. Enjoy free WiFi and parking while exploring nearby Bing Crosby Stadium and Shenandoah River. The 24-hour front desk ensures smooth arrivals at any hour.
The price is $59
$66 total
includes taxes & fees
May 24 - May 25
Gateway Inn
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, (1,003 reviews)
This historic Winchester hotel combines Georgian charm with modern comforts. Unwind at the full-service spa, swim in the indoor pool, or dine at one of 2 restaurants including Uno's Pizzeria. The 24-hour fitness center keeps your routine intact.
The price is $122
$138 total
includes taxes & fees
Jun 4 - Jun 5
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, (857 reviews)
The price is $105
$114 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (853 reviews)
Dive into the indoor pool at this Winchester haven, then energize in the 24-hour fitness center. Enjoy complimentary breakfast, WiFi, and parking near Rutherford Crossing and Frederick County Fairgrounds. Guests consistently praise the helpful staff and morning meal service.
The price is $114
$124 total
includes taxes & fees
May 31 - Jun 1
SpringHill Suites by Marriott Winchester
Free daily continental breakfast

Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very Good, (665 reviews)
Escape to a peaceful atmosphere at this Winchester South hotel where helpful staff receives top marks from guests. An outdoor pool and fitness center await, along with free breakfast, WiFi, and parking, all convenient to Valerie Hill Winery.
The price is $88
$96 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Stephens City - Winchester South
Property amenity

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (579 reviews)
Within 15 minutes of Shenandoah National Park, this hotel offers a seasonal outdoor pool and 24-hour fitness center. Guests praise the helpful staff, clean rooms, and convenient location near Blue Ridge Shadows Golf Club and Shenandoah River.
The price is $127
$142 total
includes taxes & fees
Jun 7 - Jun 8
TownePlace Suites by Marriott Front Royal
Lobby

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (860 reviews)
Discover cozy accommodations near Apple Blossom Mall at this Winchester hotel with complimentary breakfast and parking. Unwind in the indoor pool, maintain your workout routine at the fitness center, and enjoy helpful staff that guests consistently praise.
The price is $93
$101 total
includes taxes & fees
Jun 7 - Jun 8
Fairfield Inn & Suites by Marriott 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)
Embrace adventure at this comfortable hotel just 15 minutes from Shenandoah National Park. Enjoy the indoor pool year-round, work out in the 24-hour fitness center, and start each day with complimentary breakfast. Free WiFi and parking round out the experience.
The price is $122
$136 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Front Royal
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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Showing deals for:May 29 - May 31
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,007 reviews)
The price is $138
per night
$312 total
includes taxes & fees
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Spark by Hilton Winchester

Check out pet-friendly hotels in Winchester

Meeting facility
Hampton Inn Winchester N/Conference Center, VA

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, (893)
The price is $107
$122 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Winchester N/Conference Center, VA
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You may also like hotels with pools in 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, (1002)
The price is $122
$136 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Front Royal
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 May
Currently viewing crowd sizes and weather for May.
Typical weather for Winchester
May
High 22°C / low 12°C. Sunny most days.
View properties in May
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.
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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°
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December, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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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.
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11°
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March, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
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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°
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

Museum of the Shenandoah Valley

4.4/5 (129 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 Winchester Little Theater, Shenandoah Valley Discovery Museum, and Bright Box Theater.
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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

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Spacious and clean property. Highly recommend!"
Laurie 1-night trip
Posted 1 hour ago
Comfort Inn & Suites Winchester

Frequently asked questions

What hotels do travelers like in Winchester?
Guests like Spark by Hilton Winchester, TRU By Hilton Winchester and The George Washington Hotel, A Wyndham Grand Hotel.
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 TRU By Hilton Winchester, Microtel Inn & Suites by Wyndham Winchester and Comfort Inn & Suites 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 13 vacation homes. In addition, you can choose from 27 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.