Windsor Holidays

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Windsor Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Mowbray Court Hotel
Grange Portland
Grange Beauchamp
The Abbey Notting Hill
OYO Townhouse New England, London Victoria

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor

Top hotels in Windsor

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$186 per night from 13 Jul to 14 Jul
S$186
13 Jul - 14 Jul
includes taxes & fees
7.8/10 Good! (1,008 reviews)
Great for legoland stays
"Perfect hotel if youre going to Legoland. Very family friendly, and the grounds with the park were a life saver! Good selection at breakfast. Family room was a reasonable size. Only problem was the temperature of the room. For some reason our corridor was like entering a sauna (nowhere else in the ..."

Reviewed on 6 Jul, 2025

De Vere Beaumont Estate
Stunning 1-bed Studio in Windsor
Stunning 1-bed Studio in Windsor
3 out of 5
Windsor
Misdescribed, and unsafe
"Where do I start The property was described as a studio. It stated that everyone in my party would be undestrurbed in the accomodation. This is untrue and breaches the trades description legislation The property has a shared kitchen with no privacy in it. The only TV is in the kitchen and so relaxing ..."

Reviewed on 22 Sep, 2024

Stunning 1-bed Studio in Windsor
Harte and Garter
Harte and Garter
2 out of 5
31 High St, Windsor, England
The price is S$121 per night from 10 Jul to 11 Jul
S$121
10 Jul - 11 Jul
includes taxes & fees
7.6/10 Good! (195 reviews)
Great location at competitive price
"Returned to hotel where we married in 2014. Since reopening, post-COVID, breakfast is no longer available and decor (especially carpets) looks tired. Our room overlooking castle was highly desirable, but subject to some road noise. Hotel management could improve guests’ enjoyment by providing information ..."

Reviewed on 6 Jul, 2025

Harte and Garter
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.

Popular places to visit

What to do in Windsor

Frequently asked questions

How much does a Windsor holiday package cost?
Offering great value package deals from S$709 on Expedia, you'll be pleasantly surprised at how much a holiday to Windsor costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Windsor?
If you're looking to score a cheap Windsor holiday package, consider visiting in December, January and February. You'll typically find better rates on flights and accommodation during these quieter months --- ideal for budget-conscious travellers.
How many days is enough for Windsor?
Windsor holidays come in all shapes and sizes, but to really sink your teeth into this destination, we think 2 days is a good ballpark. In this timeframe, you can fit in major attractions like Changing of the Guard and Windsor Castle and seek out some underrated gems. Don't skip neighbourhoods such as Windsor City Centre and Wexham either. If you're clever with your time, you can even take a day trip from Windsor too.
Is it worth booking a holiday package to Windsor?
Whether you're looking to explore attractions like Windsor Racecourse and Windsor Great Park on your Windsor holiday, or coming for its excellent walking trails, nature and bars and pubs, there's something for everyone here. With so much to see and do, you'll soon find out why so many travellers think Windsor is a good holiday destination.
How to find the best Windsor package deals?
Start your search for a Windsor package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Windsor package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Windsor getaway off to a flying start.
Is it cheaper to book a Windsor holiday as a package?
You can enjoy significant savings on your Windsor retreat by booking a personalised holiday package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Windsor?
If you've got your Windsor travel dates finalized, book as soon as you can to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Windsor?

  1. Pick your dates: What you plan to do in Windsor and your preferred season can help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Windsor.
  3. Decide your trip length: Think about how long you want to spend exploring Windsor. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Windsor holiday package that brings all your bookings together.

* 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.