Hotels in Winchester

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Where to stay 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.
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Our prices for Winchester are cheapest in February

See average prices and weather for all months
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
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Currently viewing crowd sizes and weather for July.
Weather forecast for Winchester
July
trending_upHigh crowds
High 86°F / low 66°F. Sunny most days.
View properties in July
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July, High crowds, average high temperature 86 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
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August, High crowds, average high temperature 84 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
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77°
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September, Moderate crowds, average high temperature 77 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
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65°
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October, High crowds, average high temperature 65 degrees Fahrenheit, average low temperature 48 degrees Fahrenheit. Sunny most days.
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November, Moderate crowds, average high temperature 52 degrees Fahrenheit, average low temperature 36 degrees Fahrenheit. Sunny most days.
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December, Low crowds, average high temperature 44 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
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January, Low crowds, average high temperature 39 degrees Fahrenheit, average low temperature 25 degrees Fahrenheit. Snow likely.
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February, Low crowds, average high temperature 43 degrees Fahrenheit, average low temperature 27 degrees Fahrenheit. Snow likely.
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52°
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March, Low crowds, average high temperature 52 degrees Fahrenheit, average low temperature 34 degrees Fahrenheit. Partly sunny.
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April, Moderate crowds, average high temperature 63 degrees Fahrenheit, average low temperature 44 degrees Fahrenheit. Sunny most days.
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May, High crowds, average high temperature 72 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
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June, Moderate crowds, average high temperature 81 degrees Fahrenheit, average low temperature 61 degrees Fahrenheit. Sunny most days.
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Monthly weather averages (˚F)

Top neighborhoods in Winchester

Old Town Winchester map

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 map

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

Winchester is applauded for its theater and entertainment with such cultural attractions as Bright Box Theater and Winchester Little Theater. 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.

Top traveler reviews of Winchester

Check out the Winchester hotels guests love right now

Frequently asked questions

How much does a hotel room cost in Winchester?
You can choose a great hotel in Winchester from $69 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. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Winchester hotels?
Members can save up to 20% on select hotels in Winchester. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

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". Most 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?
Our travelers' top pet-friendly hotels in Winchester include: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?
Enjoy your couple's retreat with a stay at a top-rated Winchester romantic hotel. 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. Discover more hotels in Winchester on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best kid-friendly hotels in Winchester?
Some of the most well reviewed 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. La Quinta Inn & Suites by Wyndham Winchester is a great hotel with an indoor pool and a guest rating of 9.2 out of 10. Plus, you can make the most of its free buffet breakfast and gym. Holiday Inn Winchester Se-Historic Gateway by IHG is a popular hotel that features an indoor pool along with a restaurant and a bar/lounge. 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?
If you're looking 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 full-service spa, 2 restaurants and bar/lounge 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 gym. Old Town Winchester and Winchester Historic District are some of the most central neighborhoods for your Winchester vacation.
Are all taxes and fees included in the Winchester hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What hotels do travelers like in Winchester?
Where can I get free parking at my hotel in Winchester?
Park your car for free at APM Inn & Suites.

Find out more about Winchester

Find out more about Winchester

Visitors to Winchester like this family-friendly city's historical sites, restaurants, and skyscrapers. Learn about the local heritage of Winchester at landmarks like Patsy Cline Historic House and The Kernstown Battlefield. There's plenty more to see, including sights like Bright Box Theater and Shenandoah Valley Discovery Museum.