Hotels in Winchester

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This weekend
May 15 - May 17
Next weekend
May 22 - May 24

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 $76
$86 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, (1,098 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 $103
$112 total
includes taxes & fees
Jun 9 - Jun 10
Comfort Inn & Suites Winchester
Exterior
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)
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
May 24 - May 25
Ramada by Wyndham Strasburg/Shenandoah Valley
Porch
Relax Inn Motel
Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (274 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 $65
$72 total
includes taxes & fees
May 17 - May 18
Relax Inn Motel
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, (1,009 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 $69
$77 total
includes taxes & fees
May 17 - May 18
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Exterior
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
Jun 7 - Jun 8
Country Inn & Suites by Radisson, Winchester, VA
Exterior
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, (888 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 24 - May 25
Hampton Inn Winchester N/Conference Center, VA
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, (947 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 $64
$71 total
includes taxes & fees
Jun 10 - Jun 11
Baymont by Wyndham Front Royal Near Shenandoah National Park
Exterior
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,004 reviews)
The price is $88
$95 total
includes taxes & fees
May 25 - May 26
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, (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 21 - May 22
SpringHill Suites by Marriott Winchester
Snack bar
TRU By Hilton Winchester
TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (855 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
May 24 - May 25
TRU By Hilton Winchester
Lobby
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (855 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
May 17 - May 18
Fairfield Inn & Suites by Marriott Winchester
Lobby
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,067 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 17 - May 18
Travelodge 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, (1,457 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
May 17 - May 18
Microtel Inn & Suites by Wyndham Winchester
Exterior
Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (306 reviews)
Comfortable lodging with free WiFi and self parking, located close to Wayside Theater and Cedar Creek National Park. A 24-hour front desk ensures round-the-clock assistance during your visit to Middletown's attractions.
The price is $62
$68 total
includes taxes & fees
May 21 - May 22
Econo Lodge Inn & Suites Middletown - Winchester South
Exterior
Courtyard by Marriott Winchester
Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (977 reviews)
The price is $107
$116 total
includes taxes & fees
May 24 - May 25
Courtyard by Marriott Winchester
Reception
Home2 Suites By Hilton Winchester
Home2 Suites By Hilton Winchester
3.0 star property
Winchester
5.0 out of 10, (2 reviews)
The price is $102
$116 total
includes taxes & fees
Jun 7 - Jun 8
Home2 Suites By Hilton Winchester
Lobby sitting area
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1,003 reviews)
Free perks elevate this practical stay near Apple Blossom Mall and Abram's Delight. Work out in the fitness center before enjoying complimentary full breakfast on weekdays. Friendly staff ensure a comfortable business trip or local adventure.
The price is $77
$83 total
includes taxes & fees
Jun 9 - Jun 10
Sleep Inn & Suites Winchester near University
Lobby sitting area
Motel 6 Winchester, VA
Motel 6 Winchester, VA
2.0 star property
Winchester
8.0 out of 10, Very Good, (1,000 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 $68
$77 total
includes taxes & fees
May 17 - May 18
Motel 6 Winchester, VA
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 $101
$110 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express Winchester South-Stephens City by IHG
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 14 - May 15
Exterior
Ramada by Wyndham Strasburg/Shenandoah Valley

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)
$11 off
The price is $102
per night
$113 total
includes taxes & fees
Ramada by Wyndham Strasburg/Shenandoah Valley

Check out family-friendly hotels in Winchester

Lobby
Motel 6 Front Royal, VA

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (515)
The price is $60
$67 total
includes taxes & fees
May 17 - May 18
Motel 6 Front Royal, 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.
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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.
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.
19°
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 Shenandoah Valley Discovery Museum, Bright Box Theater, and ValleyHealth Winchester Medical Center.
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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

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

6/10 Okay
"This was the fourth time I stayed here. The place needs some serious renovations. Won't stay there again! "
Klaus 1-night trip
Posted 5 hours ago
Mimslyn Inn Historic Hotels Of America

Frequently asked questions

What hotels do travelers like in Winchester?
Guests like Spark by Hilton Winchester, Travelodge by Wyndham 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?
An inexpensive option worth considering is Microtel Inn & Suites by Wyndham 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 14 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.