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
Windsor Castle featuring heritage architecture and château or palace

Windsor City Centre

4.5/5(122 area reviews)

The great bars and beautiful river views are top of the list for many visitors to Windsor City Centre. A stop by Thames Path or Thames River might round out your trip.

Find hotels in Windsor City Centre

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 3.327.118 ₫ per night from 28 Aug to 29 Aug
3.327.118 ₫
3.992.542 ₫ total
28 Aug - 29 Aug
includes taxes & fees
7.8/10 Good! (1,017 reviews)
"This hotel is a hotel like no other! After reading the reviews, I was worried about the heat and lack of fridges etc …. However I can’t believe anybody can say anything bad about this place ! It’s not just a hotel it’s an estate so the land and play areas make it extra special ! The rooms are spacious ..."

Reviewed on 17 Aug 2025

De Vere Beaumont Estate
Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
Fully refundableReserve now, pay when you stay
The price is 3.524.917 ₫ per night from 31 Aug to 1 Sept
3.524.917 ₫
4.229.900 ₫ total
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Super friendly staff. Great breakfast. Nice and cozy rooms, especially the rooms called Johns."

Reviewed on 19 Aug 2025

Castle Hotel Windsor
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 4.583.574 ₫ per night from 29 Aug to 30 Aug
4.583.574 ₫
5.500.289 ₫ total
29 Aug - 30 Aug
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Lovely hotel in Windsor, right by the river. Our room has a partial view of the castle."

Reviewed on 18 Aug 2025

Sir Christopher Wren Hotel
See all 537 properties in Windsor
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

Windsor Castle featuring heritage architecture and château or palace

Windsor Castle

Windsor Castle is just one of the places to see in Windsor, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Windsor Castle
Eton College

Eton College

Walk around the campus at Eton College during your visit to Windsor. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Eton College
Dorney Court featuring a house, heritage elements and interior views

Dorney Court

Find out about the history of Dorney when you spend time at Dorney Court. Stroll along the area's riverfront or simply savour its top-notch restaurants.

Dorney Court

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.