Windsor Holidays

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Windsor Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Student Only Chapter Old Street

Student Only Chapter Old Street

2 out of 5
London City Centre
per person
20 Jun - 25 Jun
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
6.6/10 (9 reviews)
Really good value low cost accommodation in heart of Shoreditch.

Reviewed on 6 Sep, 2024

Leicester Square 1st Floor Studio

Leicester Square 1st Floor Studio

3.5 out of 5
London City Centre
per person
20 Jun - 25 Jun
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
No reviews
Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Save 100% on your flight
per person
8 Jun - 14 Jun
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.8/10 Excellent! (2,086 reviews)
Riu Plaza London Victoria was excellent and perfect for our needs.

Reviewed on 14 Apr, 2025

Soho Luxury 1 Bedroom Apartment by Concept Apartments

Soho Luxury 1 Bedroom Apartment by Concept Apartments

3.5 out of 5
London City Centre
per person
20 Jun - 25 Jun
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.6/10 Exceptional! (5 reviews)
Cleveland Residences Paddington

Cleveland Residences Paddington

3 out of 5
London City Centre
per person
20 Jun - 25 Jun
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.8/10 Excellent! (44 reviews)
The property is conveniently located near Paddington Station and has everything you could ask for during a one-week stay in the city. It is tidy, clean, and well-maintained. I’d definitely come back!

Reviewed on 6 Dec, 2024

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 Theatre Royal or Thames Path 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 S$155 per night from 5 May to 6 May
S$155
includes taxes & fees
5 May - 6 May
7.6/10 Good! (1,002 reviews)
"Nice hotel well looked after !! Staff were lovely and the Resturant /bar was great !! Would definitely recommend to family and friends!! 👍"

Reviewed on 7 Apr, 2025

De Vere Beaumont Estate
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 S$270 per night from 21 Apr to 22 Apr
S$270
includes taxes & fees
21 Apr - 22 Apr
8.6/10 Excellent! (1,001 reviews)
"Very clean, staff very helpful nothing was to much trouble , room was good size , breakfast lots of choice,"

Reviewed on 14 Apr, 2025

Sir Christopher Wren Hotel
Castle Hotel Windsor
Castle Hotel Windsor
4 out of 5
18 High Street, Windsor, England
The price is S$251 per night from 27 Apr to 28 Apr
S$251
includes taxes & fees
27 Apr - 28 Apr
9/10 Wonderful! (1,002 reviews)
A comfortable stay
"Very nice room, comfortable bed, lots of choice with tea, coffee etc in the room. For us, the breakfast was a bit of a let down, greasy overcooked hash browns, average quality sausages, tepid beans. I would have expected to have been served at our table as opposed to self service. Having said that, ..."

Reviewed on 13 Apr, 2025

Castle Hotel Windsor
See all 549 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.

Frequently asked questions

How much does a Windsor holiday package cost?
Offering great value package deals from S$1,615 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.

Popular places to visit

Dorney Lake

Dorney Lake

5/5(1 review)

Catch an event at Dorney Lake and enjoy other activities in Dorney such as golfing.Stroll along the area's riverfront or simply savour its lively bars.

Dorney Lake

What to do in Windsor

sunset at Windsor Castle in London

Windsor Castle Admission Tickets

S$54
per adult
78% of travellers recommend
Windsor Castle Admission Tickets
Windsor Castle, Stonehenge and Bath Day Tour with Lunch Pack

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

S$156
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

S$68
per traveller
78% of travellers recommend
LEGOLAND® Windsor Resort Tickets
See all activities in Windsor

* 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.