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
Mar 18 - Mar 19
Tomorrow
Mar 19 - Mar 20
This weekend
Mar 20 - Mar 22
Next weekend
Mar 27 - Mar 29

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, (2,271 reviews)
  • cleanliness
    Comfortable beds await at this Winchester gem with a refreshing indoor pool.
The price is CNY737
CNY802 total
includes taxes & fees
Mar 23 - Mar 24
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, (1,093 reviews)
  • cleanliness
    Modern Winchester hotel with free breakfast, fitness center, and Wi-Fi access.
The price is CNY700
CNY762 total
includes taxes & fees
Mar 22 - Mar 23
Comfort Inn & Suites Winchester
Exterior
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (824 reviews)
  • cleanliness
    Modern Winchester retreat with indoor pool and 24-hour fitness center access.
The price is CNY721
CNY784 total
includes taxes & fees
Mar 29 - Mar 30
SpringHill Suites by Marriott 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, (1,000 reviews)
The price is CNY628
CNY683 total
includes taxes & fees
Mar 30 - Mar 31
Country Inn & Suites by Radisson, Winchester, VA
Lobby
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (826 reviews)
  • cleanliness
    Winchester comfort with free breakfast and indoor pool for year-round dips.
The price is CNY638
CNY694 total
includes taxes & fees
Mar 23 - Mar 24
Fairfield Inn & Suites by Marriott 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, (1,443 reviews)
  • cleanliness
    Cozy stay with modern comforts near local attractions and shopping centers.
The price is CNY584
CNY635 total
includes taxes & fees
Mar 22 - Mar 23
Microtel Inn & Suites by Wyndham Winchester
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, (1,001 reviews)
  • cleanliness
    Dive into a convenient stay by Winchester's historic sites with relaxing indoor pool.
The price is CNY606
CNY680 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Winchester Se-Historic Gateway by IHG
Free breakfast
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (824 reviews)
  • cleanliness
    Enjoy the helpful staff and indoor pool in this convenient Winchester base.
The price is CNY806
CNY876 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Express Hotel & Suites Winchester by IHG
Lobby
Spark by Hilton Winchester
Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Enjoy a peaceful stay with easy highway access and friendly service at this property.
The price is CNY615
CNY697 total
includes taxes & fees
Mar 29 - Mar 30
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, (1,001 reviews)
  • cleanliness
    A welcoming retreat near Shenandoah National Park with indoor pool and free perks.
The price is CNY710
CNY791 total
includes taxes & fees
Mar 29 - Mar 30
Hampton Inn Front Royal
Snack bar
TRU By Hilton Winchester
TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (802 reviews)
  • cleanliness
    Grab a few laps in the pool or unwind in Winchester's modern business haven.
The price is CNY616
CNY670 total
includes taxes & fees
Mar 29 - Mar 30
TRU By Hilton 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, (1,000 reviews)
  • cleanliness
    A relaxing Shenandoah Valley retreat with onsite dining and fitness amenities.
The price is CNY539
CNY600 total
includes taxes & fees
Mar 29 - Mar 30
Ramada by Wyndham Strasburg/Shenandoah Valley
Reception
TownePlace Suites by Marriott Winchester
TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (493 reviews)
  • cleanliness
    Stay near Winchester Gateway with an outdoor pool and complimentary breakfast.
The price is CNY778
CNY847 total
includes taxes & fees
Mar 22 - Mar 23
TownePlace Suites by Marriott Winchester
Standard Double Room, 2 Double Beds, Non Smoking | Blackout drapes, iron/ironing board, free cribs/infant beds
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
The price is CNY609
CNY662 total
includes taxes & fees
Mar 25 - Mar 26
Quality Inn Winchester
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, (1,000 reviews)
The price is CNY778
CNY866 total
includes taxes & fees
Mar 26 - Mar 27
Fairfield Inn & Suites Strasburg Shenandoah Valley
Exterior
Courtyard by Marriott Winchester
Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (945 reviews)
The price is CNY737
CNY802 total
includes taxes & fees
Mar 25 - Mar 26
Courtyard by Marriott Winchester
Interior
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (523 reviews)
  • cleanliness
    Relaxing Winchester stay with indoor pool and American dining just minutes from attractions.
The price is CNY700
CNY793 total
includes taxes & fees
Apr 5 - Apr 6
Hilton Garden Inn 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, (838 reviews)
The price is CNY599
CNY652 total
includes taxes & fees
Mar 27 - Mar 28
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,076 reviews)
  • cleanliness
    Quiet motel with convenient highway access and comfortable beds near Apple Blossom Mall.
The price is CNY464
CNY505 total
includes taxes & fees
Mar 20 - Mar 21
Travelodge by Wyndham Winchester
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, (870 reviews)
  • cleanliness
    Relaxing escape near Winchester's top spots with seasonal outdoor pool and fitness.
The price is CNY728
CNY825 total
includes taxes & fees
Mar 28 - Mar 29
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

Check out pet-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
6.8 out of 10, (507)
The price is CNY344
CNY383 total
includes taxes & fees
Mar 23 - Mar 24
Motel 6 Front Royal, VA
View all properties

You may also like hotels with pools in Winchester

Bar (on property)
The George Washington Hotel, A Wyndham Grand Hotel

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, (1001)
The price is CNY841
CNY953 total
includes taxes & fees
Mar 25 - Mar 26
The George Washington Hotel, A Wyndham Grand Hotel
View all properties

You can also stay at family-friendly hotels in Winchester

Lobby
Country Inn & Suites by Radisson, Winchester, VA

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, (1000)
The price is CNY628
CNY683 total
includes taxes & fees
Mar 30 - Mar 31
Country Inn & Suites by Radisson, Winchester, 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

When is the best time to visit Winchester?

Our prices for hotels in Winchester are cheapest in February
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
View properties in March
Currently viewing crowd sizes and weather for March.
Typical weather for Winchester
March
High 11°C / low 1°C. Partly sunny.
View properties in March
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°
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°
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.

A nice 3 block outdoor downtown shopping area with dining and bars also.
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

Gardens at Glen Burnie House.
Photo by Tina McClelland
Open Photo by Tina McClelland

Museum of the Shenandoah Valley

4.5/5 (47 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
Jim Barnett park
Photo by Mominator Madness
Open Photo by Mominator Madness

Jim Barnett Park

4.0/5 (31 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
"Clean comfortable room. "
Lisa 1-night trip
Posted 2 hours ago
Microtel Inn & Suites by Wyndham Winchester

Frequently asked questions

How much does a hotel room cost in Winchester?
You can choose a great hotel in Winchester from CNY505 with properties to suit all budgets and needs. Microtel Inn & Suites by Wyndham Winchester and La Quinta Inn & Suites by Wyndham Winchester are a couple of low-cost options that are popular with our travelers. If you're looking for an affordable hotel in Winchester that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Winchester hotels?
Discover great deals on Winchester hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Winchester hotels.
Can I book Winchester hotels with free cancellation?
In order to book a refundable Winchester hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Winchester?
Consider one of our travelers' favorite pet-friendly hotels in Winchester:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Winchester.
What are some of the best hotels in Winchester for couples?
Stay at a top-rated Winchester romantic hotel and make the most of your couple's vacation. Our travelers love The George Washington Hotel, A Wyndham Grand Hotel, a hotel with 2 restaurants as well as in-room massages. Another romantic hotel with top reviews is Hilton Garden Inn Winchester. This hotel offers a garden-view restaurant and an indoor pool for a perfect stay. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Winchester for couples on Hotels.com.
What are some of the best kid-friendly hotels in Winchester?
Some of the best Winchester hotels for kids include Holiday Inn Winchester Se-Historic Gateway by IHG, Country Inn & Suites by Radisson, Winchester, VA, and Hilton Garden Inn Winchester. Holiday Inn Winchester Se-Historic Gateway by IHG is a kid-friendly hotel with a guest score of 9 out of 10 offering family-friendly amenities like an indoor pool and free parking, plus free cribs in guestrooms. Check out Country Inn & Suites by Radisson, Winchester, VA with a guest score of 8.8. This popular hotel has an indoor pool and free parking as well as free cribs in the guestrooms. Hilton Garden Inn Winchester is another good option with an indoor pool, children's meals, and free parking. Discover more kid-friendly hotels in Winchester by using the Hotels.com "Family friendly" filter in your search.
What are the top Winchester hotels with a pool?
For a little extra luxury, discover some of the best Winchester hotels with a pool. The George Washington Hotel, A Wyndham Grand Hotel is a great hotel with an indoor pool and a guest rating of 9.4 out of 10. Plus, you can make the most of its full-service spa and 2 restaurants. La Quinta Inn & Suites by Wyndham Winchester is a popular hotel that features an indoor pool along with a free buffet breakfast and free parking. To find more stays in Winchester with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Winchester hotels with free parking?
If you're exploring by car, finding a great Winchester hotel with free parking is a win. Our travelers' favorites include:
What are some popular hotels in central Winchester?
For hotels in central Winchester, check out The George Washington Hotel, A Wyndham Grand Hotel and La Quinta Inn & Suites by Wyndham Winchester. Travelers love The George Washington Hotel, A Wyndham Grand Hotel for its location, as well as the indoor pool, full-service spa and 2 restaurants this hotel offers. La Quinta Inn & Suites by Wyndham Winchester is another popular central hotel with an indoor pool, a free buffet breakfast and a terrace. Old Town Winchester and Winchester Historic District are some of the most central neighborhoods for your Winchester vacation.
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 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 13 vacation homes. In addition, you can choose from 26 apartments.

Keep exploring