Hotels in Winchester

Find the best Winchester hotel for your dates, by price or preference

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Look out for Winchester hotels with free cancellation or excellent ratings

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Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
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Luxury stay or budget getaway?

Whether you're after 5-star comfort or ease on your wallet, we do the searching so you can sleep easy during your stay in Winchester.

Fast facts

Sleep easy, armed with the stuff that's good to know before you go.
Highest rated hotelThe George Washington, a Wyndham Grand Hotel – 4.4

How to find the best hotel deals in Winchester

Want to use the same magic that powers our award-winning flight search to find the best room rates on the internet? Here are a few tips to help you search and save in seconds.

How to find the best hotel deal in Winchester

  • Want to find hotel deals as quickly and easily as flights? Our award-winning search handles it all. Here's how you can save time and money when searching for your Winchester hotel.

  • Save on your Winchester hotel and be first in line for the best rooms by booking early. You'll also have more time to weigh your options and choose the perfect place.

  • However, you could still find a last-minute bargain. Although prices generally rise closer to your stay, some places cut rates a day or two before to avoid having vacant rooms, especially during low season.

  • Another secret to scoring cheaper hotels? Being flexible. If your itinerary isn't written in stone, check rates across different dates and discover just how much you can save.

  • Explore the range of stays with free cancellation. Lock in a low rate today and easily cancel later if your travel plans change.

Where to stay in Winchester

Central Winchester

When to go to Winchester

  • Consider your ideal weather conditions when choosing your trip dates. With maximum highs of 32ºC (90ºF), July brings the warmest conditions.

  • The coolest month here is January. You can expect lows of -8ºC (18ºF).

  • Search for Winchester hotels during November to enjoy mostly clear skies. Averaging five days of rain, this is the driest month.

  • You can expect more rain in May, which gets around 11 days of wet weather.

Best hotels in Winchester

Best budget hotels

  • Let your travel money work harder by choosing from around 20 budget Winchester hotels. Ideal for when you want to spend less on check-in and more on checking things out, these stays come with essentials like fresh towels and linens, and simple breakfasts.

  • Get the comfort you want without the fuss or frills at Courtyard Winchester Medical Centre. It has a 3-star rating and amenities such as a 24-hour front desk and a fitness centre.

  • Alternatively, book a room at Fairfield Inn & Suites Winchester. Featuring conveniences such as bicycle rentals and parking, this 2-star Winchester hotel delivers what you need, without overdoing it.

  • Heating and a lift are the start of the things you'll find at Hampton Inn Winchester N/Conference Centre. Another win for your bottom line, this place is rated 3 stars.

Best hotels with a pool

  • There are at least 20 pool hotels in Winchester, each with its own style and character. City hotels tend to feature indoor or rooftop pools, while resorts generally go big with multiple swimming areas and more room to lounge. Whether you're here for rest or fun, there's a stay made for you.

  • Find your quiet spot by the water at Courtyard Winchester Medical Centre. Along with an indoor swimming pool, this Winchester hotel comes with internet access and a lounge.

  • Good times are guaranteed at Fairfield Inn & Suites Winchester. This popular option features an indoor swimming pool, a laundry and a teahouse.

  • Alternatively, find time for fun at Microtel Inn & Suites by Wyndham Winchester. An indoor swimming pool, this hotel has a 24-hour front desk and air conditioning.

Best pet-friendly hotels

  • Why travel solo when your pet can come too? From cosy beds and water bowls to nearby walking areas, pet-friendly hotels are set up to make you and your best buddy feel at home. There are roughly 20 Winchester hotels ready to welcome your furry friend.

  • At Motel 6 Winchester, VA, thoughtful pet perks are part of every visit. Wi-Fi and a 24-hour front desk are other amenities you'll find at this hotel in Winchester.

  • Your little buddy can also join the fun at Travelodge by Wyndham Winchester. Express check-in and parking are part of what's available at this pet-approved accommodation option.

  • Red Roof Inn Winchester, VA will have you feeling right where you belong. Its amenities include a laundry and air conditioning.

Finding cheap hotels in Winchester: FAQs

In Winchester, the expected average temperature in February is 0°C. The warmest month is typically July, which averages 31°C. The coolest month is January, with temperatures averaging -6°C. The rainiest month is May, and the driest month is February.
You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Winchester with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course - the cheapest hotel deal we found within the next seven days is 56 € per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for 100 € per night.
The average price of a hotel during the week is 134 € per night, and the average price on weekends is 97 €. Overall, it looks like the cheapest day to stay in Winchester could be Sunday.
The nearest airport to Winchester is Washington Dulles Airport (IAD), which is 66.9km from the city centre.

Other airports include:

Hagerstown Airport, which is 69.0km from the city centre.
Manassas Airport, which is 76.0km from the city centre.
We crunched some numbers on our calendar and found that Sunday is the cheapest day to stay in Winchester. And the most expensive day seems to be Friday
The average price of a 3-star hotel in Winchester is currently around 131 € per night. And the cheapest 3-star hotel we found is 74 € per night.
The cheapest month to stay in a hotel in Winchester is July, with an average price of 97 € per night. The most expensive month is February, when the average room rate can rise to 123 € per night. These average prices are based on all the hotels we found – from hostels through to fancy 5-star hotels.
The average price of a hotel in February is 123 € per night, which is around 12% higher than the rest of the year.
If you're planning a trip with the whole family, the best rated hotels for you near Winchester are Hampton Inn Winchester N/Conference Center, Hampton Inn Winchester-University/Mall Area and Spark by Hilton Winchester.