Winchfield Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Winchfield

pentahotel Reading

pentahotel Reading

4 out of 5
Oxford Road, Reading, England
Fully refundableReserve now, pay when you stay
The price is S$118 per night from 29 Aug to 30 Aug
S$118
29 Aug - 30 Aug
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Lots of great activity options in the lobby including darts, billiards, games! Very nice hotel and child friendly!"

Reviewed on 13 Aug, 2025

pentahotel Reading
De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire, Windsor, England
Fully refundableReserve now, pay when you stay
The price is S$195 per night from 25 Aug to 26 Aug
S$195
25 Aug - 26 Aug
includes taxes & fees
7.8/10 Good! (1,005 reviews)
Excellent place!
"Another excellent experiment at this beautiful place. It is has become my favourite hotel in Windsor!"

Reviewed on 20 Aug, 2025

De Vere Beaumont Estate
Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
The price is S$207 per night from 31 Aug to 1 Sept
S$207
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"The hotel is literally across the street from Windsor castle and the staff was outstanding but stairs are everywhere and there were some cleanliness issues - stained furniture, dirty doors and worn out in someways while new in others"

Reviewed on 22 Aug, 2025

Castle Hotel Windsor
See all 2,084 properties in Winchfield
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.

Frequently asked questions

How much does a Winchfield holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday to Winchfield costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Winchfield?
Plan your getaway for the low season and you're likely to find cheap Winchfield holiday packages. Keep in mind that school holiday periods and major events and festivals can impact prices, so do a little research before you go.
How many days is enough for Winchfield?
Generally, a handful of days is enough to go to the top attractions during your Winchfield holiday. However, if you'd like to have time to relax or go on day trips, consider extending your itinerary.
How to find the best Winchfield package deals?
Finding a cheap Winchfield package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can personalise your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Winchfield package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Winchfield holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Winchfield holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Winchfield?
If you're considering a spur-of-the-moment Winchfield holiday, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Winchfield?

  1. Choose your travel dates: What you'd like to do in Winchfield and your favourite season will help you decide when to travel.
  2. Set a budget: Consider costs like food, flights and transportation when working out how much to put aside for your trip to Winchfield. Then, pick a hotel that suits your budget, whether that's an affordable option or a high-end getaway.
  3. Determine how many days away: Start by compiling a list of the sights and activities you want to get to in Winchfield. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customised Winchfield holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.