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

This weekend
Next weekend

Where to stay in Winchester?

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,121 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 $99
$108 total
includes taxes & fees
Jul 27 - Jul 28
Comfort Inn & Suites Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 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 $77
$87 total
includes taxes & fees
Jul 20 - Jul 21
Spark by Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (996 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 $81
$90 total
includes taxes & fees
Jul 26 - Jul 27
TRU By Hilton Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very Good, (1,001 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 $81
$90 total
includes taxes & fees
Jul 12 - Jul 13
Ramada by Wyndham Strasburg/Shenandoah Valley

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very Good, (283 reviews)
Mountain adventures await at this Front Royal motel featuring free WiFi and parking. The 24-hour front desk staff receives praise for their helpful service. Explore nearby Bing Crosby Stadium or relax by Shenandoah River after a day of hiking.
The price is $68
$76 total
includes taxes & fees
Jul 1 - Jul 2
Relax Inn Motel

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,013 reviews)
The price is $93
$103 total
includes taxes & fees
Jul 26 - Jul 27
Quality Inn Winchester

ANS Inn & Suites

ANS Inn & Suites
2.0 star property
Winchester
7.4 out of 10, Good, (69 reviews)
Minutes from The Kernstown Battlefield and Apple Blossom Mall, this cozy motel offers practical comforts with free WiFi and parking. Daily housekeeping ensures a tidy space while you explore Winchester's attractions.
The price is $72
$86 total
includes taxes & fees
Jul 1 - Jul 2
ANS Inn & Suites

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, (861 reviews)
The price is $98
$107 total
includes taxes & fees
Jul 9 - Jul 10
Holiday Inn Express Winchester South-Stephens City by IHG

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,444 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
Jul 6 - Jul 7
Microtel Inn & Suites by Wyndham Winchester

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 $94
$102 total
includes taxes & fees
Jul 22 - Jul 23
Country Inn & Suites by Radisson, Winchester, VA

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,005 reviews)
Located near Apple Blossom Mall and Abram's Delight, this hotel offers a bar, 24-hour fitness center, and indoor pool. Each room includes microwaves and refrigerators for added convenience, while helpful staff and comfortable beds earn high praise from travelers.
The price is $93
$104 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Winchester Se-Historic Gateway by IHG

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,051 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 $69
$76 total
includes taxes & fees
Jul 1 - Jul 2
Travelodge by Wyndham Winchester

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (598 reviews)
Wake up refreshed in this welcoming hotel near Apple Blossom Mall and R-C Track. After exploring nearby hiking trails, unwind in the fitness center. Free WiFi and parking make your stay even more convenient.
The price is $74
$81 total
includes taxes & fees
Jul 5 - Jul 6
Candlewood Suites Winchester by IHG

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.0 out of 10, Very Good, (1,003 reviews)
This quiet Winchester motel offers free WiFi and parking with a helpful 24-hour front desk. Clean rooms provide restful sleep while The Kernstown Battlefield and Apple Blossom Mall wait nearby for your exploration.
The price is $76
$86 total
includes taxes & fees
Jul 2 - Jul 3
Motel 6 Winchester, VA

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (884 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
Jul 6 - Jul 7
Fairfield Inn & Suites by Marriott Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 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 $130
$145 total
includes taxes & fees
Jul 7 - Jul 8
Hampton Inn Front Royal

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, (1,003 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 $67
$75 total
includes taxes & fees
Jul 5 - Jul 6
Super 8 by Wyndham Front Royal Near Shenandoah National Park

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (868 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
Jul 7 - Jul 8
SpringHill Suites by Marriott Winchester

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, (963 reviews)
Nestled just 5 minutes from Shenandoah National Park, this quiet hotel offers a seasonal outdoor pool and fitness center. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Front Royal attractions. Guests consistently praise the helpful staff.
The price is $59
$65 total
includes taxes & fees
Jul 28 - Jul 29
Baymont by Wyndham Front Royal Near Shenandoah National Park

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, (1,000 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
Jul 12 - Jul 13
The George Washington Hotel, A Wyndham Grand Hotel
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.

Check out pet-friendly hotels in Winchester

You may also like hotels with pools in 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.

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 June
Currently viewing crowd sizes and weather for June.
Typical weather for Winchester
June
High 27°C / low 16°C. Sunny most days.
View properties in June
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°
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°
Monthly weather averages (ËšC)

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 Winchester Little Theater.

Top landmarks in Winchester

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.'

A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

Check out reviews of Winchester hotels guests love

Frequently asked questions

What hotels do travelers like in Winchester?
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?
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 Keyâ„¢, our rewards program, you will be able to earn and use OneKeyCashâ„¢* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.