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
Dec 17 - Dec 18
Tomorrow
Dec 18 - Dec 19
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Where to stay in Winchester?

Lobby
Spark by Hilton Winchester
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1001)
The price is CNY543
CNY615 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spark by Hilton 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.
See more propertiesforward arrow

Great weekend hotel deals in Winchester, VA

Showing deals for:Dec 26 - Dec 28

Image gallery for Courtyard by Marriott Winchester

Exterior

Courtyard by Marriott Winchester

3.0 star property
Winchester
9.0/10Wonderful (915 reviews)
15% off
Price is CNY713
CNY1,550 total
includes taxes & fees
Courtyard by Marriott Winchester

Budget hotels in Winchester and vicinity

Superior Suite, 1 Queen Bed | Living area | LCD TV
Cardinal Inn

Cardinal Inn

Cardinal Inn
2.5 star property
Luray
7.8 out of 10, Good, (333)
The price is CNY352
CNY650 total
includes taxes & fees
Dec 19 - Dec 20
Cardinal Inn
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 budget hotels

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, (1001)
The price is CNY543
CNY615 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spark by Hilton Winchester
View all properties

You may also like hotels with pools in Winchester

Seasonal outdoor pool
Twi-Lite Inn

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (540)
The price is CNY437
CNY486 total
includes taxes & fees
Dec 21 - Dec 22
Twi-Lite Inn
View all properties

You can also stay at family-friendly hotels in Winchester

Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal
2.0 star property
Front Royal
7.6 out of 10, Good, (1006)
The price is CNY437
CNY486 total
includes taxes & fees
Dec 23 - Dec 24
Super 8 by Wyndham 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 February
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Winchester
December
Low crowds
High 7°C / low -1°C. Partly sunny.
View properties in December
7°
weather_partly_sunny
December, Low crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
4°
ac_unit
January, Low crowds, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
6°
ac_unit
February, Low crowds, average high temperature 6 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
11°
weather_partly_sunny
March, Low crowds, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
17°
weather_sun
April, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
22°
weather_sun
May, High crowds, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
27°
weather_sun
June, Moderate crowds, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
30°
weather_sun
July, High crowds, average high temperature 30 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
29°
weather_sun
August, High crowds, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
25°
weather_sun
September, Moderate crowds, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
18°
weather_sun
October, High crowds, average high temperature 18 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
11°
weather_sun
November, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Sunny most days.
2°
Monthly weather averages (˚C)

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 Shenandoah Valley Discovery Museum.

Top landmarks in Winchester

Museum of the Shenandoah Valley

4.5/5 (47 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 Winchester Medical Center.
See properties

Shenandoah University

4.3/5 (137 reviews)
If you'd like to get a taste of Winchester student life, check out Shenandoah University, located 1.2 mi (2 km) from central Winchester.
See properties

Winchester and related destinations

Winchester is applauded for its theater and entertainment with such cultural attractions as Bright Box Theater and Museum of the Shenandoah Valley. This historical city has something for everyone including restaurants as well as sights like Shenandoah Valley Discovery Museum and Patsy Cline Historic House. All are within a scenic setting.

See all hotels in Winchester

Check out reviews of Winchester hotels guests love

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Great staff"
Angela 1-night trip
Posted 22 hours ago
The George Washington Hotel, A Wyndham Grand Hotel

Frequently asked questions

How much does a hotel room cost in Winchester?
You can choose a great hotel in Winchester from CNY521 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, Hilton Garden Inn Winchester, and Country Inn & Suites by Radisson, Winchester, VA. 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 Hilton Garden Inn Winchester with a guest score of 9. This popular hotel has an indoor pool, children's meals, free parking, and more. Country Inn & Suites by Radisson, Winchester, VA is another good option with an indoor pool and free parking, plus free cribs in the guestrooms. 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 free parking. 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?
Two inexpensive options worth considering are 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 17 vacation homes. In addition, you can choose from 26 apartments.

Keep exploring