Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

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 3.189.556 ₫ per night from 29 Jun to 30 Jun
3.189.556 ₫
3.827.467 ₫ total
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (1,001 reviews)
Great but very spread out
"Navigating around the hotel, which is lovely, is a challenge. My room was miles away from reception in a separate modern annex and breakfast was very busy and a bit chaotic. Price was good value though and room was good when I found it!"

Reviewed on 24 Jun 2025

De Vere Beaumont Estate
Harte and Garter
Harte and Garter
2 out of 5
31 High St, Windsor, England
The price is 2.144.239 ₫ per night from 1 Jul to 2 Jul
2.144.239 ₫
2.573.087 ₫ total
1 Jul - 2 Jul
includes taxes & fees
7.8/10 Good! (182 reviews)
"The property is undergoing renovations, but you cannot beat the proximity to Windsor Castle and the train station."

Reviewed on 23 Jun 2025

Harte and Garter
Sir Christopher Wren Hotel
Sir Christopher Wren Hotel
4 out of 5
Thames Street, Windsor, England
Fully refundableReserve now, pay when you stay
The price is 4.616.071 ₫ per night from 13 Jul to 14 Jul
4.616.071 ₫
5.539.286 ₫ total
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"hotel is dated and needs work, checkin was slow, over 20mins, staff are friendly and helpful. Would stay again at the right price and if not in rush."

Reviewed on 22 Jun 2025

Sir Christopher Wren Hotel
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 Windsor holiday package cost?
Offering great value package deals 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.

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