Windsor Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Windsor Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Cleveland Residences Kensington

Cleveland Residences Kensington

London City Centre
S$1,725
per person
8 Dec - 13 Dec
found 15 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.8/10 Excellent! (324 reviews)
Clean accommodations in super location close to Earls Court station. It's small but sufficient. The sofa bed is not very comfortable but the double bed upstairs is fine. Best for two people only.

Reviewed on 20 Sept, 2026

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

London City Centre
Save 100% on your flight
S$2,242
per person
8 Dec - 13 Dec
found 15 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9/10 Wonderful! (4,059 reviews)
Property was beautiful! Very modern. Great location.

Reviewed on 20 Sept, 2026

Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London The Westminster

London City Centre
Save 100% on your flight
S$2,292
per person
8 Dec - 13 Dec
found 15 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9/10 Wonderful! (1,990 reviews)
Pretty hotel to stay in and close to most places but lift didnt work and had no communication or apologies about that. Had breakfast which was also average. Won’t recommend opting in for breakfast.

Reviewed on 20 Sept, 2026

Taj 51 Buckingham Gate, Suites and Residences

Taj 51 Buckingham Gate, Suites and Residences

London City Centre
Save 100% on your flight
S$3,855
per person
8 Dec - 13 Dec
found 15 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.8/10 Exceptional! (764 reviews)
Clean room, friendly staff, good breakfast, close to everything

Reviewed on 12 Sept, 2026

Mandarin Oriental Hyde Park, London

Mandarin Oriental Hyde Park, London

London City Centre
Save 100% on your flight
S$4,354
per person
8 Dec - 13 Dec
found 15 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9/10 Wonderful! (273 reviews)
An extraordinary stay. Quiet luxury, timeless elegance, impeccable service. MO Hyde Park went above and beyond to make our stay an unique experience and made my birthday memorable; an upgrade to the Hyde Park Suite was truly a special and delightful treat. The birthday dessert and drinks awaiting us in our suite put a smile on my face! Thanks to Leonardo and Francesca for exceeding all of our expectations.

Reviewed on 28 Jul, 2026

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
A street lined with shops and flags, including a chemist and a contemporary fine art gallery.

Eton

1 out of top 10 points of interest in this area

Explore this town’s enchanting high street for galleries and pubs. Learn about six centuries of the iconic college’s history and its famous alumni.

Find hotels in Eton
A historic stone castle with multiple towers and arched windows.

Windsor City Centre

1 out of top 10 points of interest in this area

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
A gazebo in a grassy area with trees in the background.

Old Windsor

1 out of top 10 points of interest in this area

Old Windsor is known for its ample dining options, and you can make a stop by Windsor Great Park and Thames Path while in the area.

Find hotels in Old Windsor
A deer standing on a grassy hill with trees in the background.

Park

When in Park, you can plan a visit to Windsor Great Park and LEGOLAND® Windsor, some noteworthy sights in the nearby area.

Find hotels in Park
A calm river with boats docked, a wooden dock, and a cloudy sky.

Clewer North

1 out of top 10 points of interest in this area

While visiting Clewer North, you might make a stop by sights like Windsor Racecourse and Thames Path.

Find hotels in Clewer North

Things to do in and around Windsor

Windsor is perfect for family-friendly, cultural, and outdoor adventures. Key attractions include the thrilling Legoland Windsor, vibrant live music venues, and captivating sightseeing tours that showcase the area's historic charm. Additionally, visitors can enjoy a range of shopping options and recreational activities such as golf, ensuring a delightful experience for all. Whether seeking excitement or relaxation, Windsor has something to offer for everyone.

Shopping

Discover Eton High Street Shopping, a charming spot in Windsor with a lively atmosphere perfect for gifts and souvenirs. If you're up for a drive, Kingston Historic Market and Fara Books, both about 12 to 22.5km away, offer unique finds and a delightful shopping experience.

Recreation

At Stockley Park, enjoy serene walks and peaceful surroundings that promote relaxation and wellness, just a short drive from Windsor. Bisham Abbey offers an energetic atmosphere with various sports facilities to invigorate your body. Meanwhile, Lavender Park provides a beautiful outdoor setting for golf enthusiasts to unwind and connect with nature.

Adventure

Embark on the Thames Path for a scenic 8.0km hike along the river, soaking in the lush surroundings. Experience thrilling water sports at Liquid Leisure, located 3.2km away, or enjoy family-friendly fun at Airport Bowl, an arcade adventure zone 12.9km from Windsor.

Nightlife

Windsor's nightlife offers a charming blend of romance and entertainment. Enjoy a drink at the Copper Horse Pub, where the atmosphere is inviting. For a wider entertainment experience, visit Bowlplex, located 19.3km away, or head to Hog Hole Pub, 22.5km away, for more delightful vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Windsor

Windsor offers a delightful blend of family-friendly activities, cultural experiences, and outdoor adventures. Key attractions include the historic Windsor Castle, the expansive Windsor Great Park, and the thrilling Legoland Windsor Resort. Additionally, the Royal Windsor and the Windsor Racecourse provide unique experiences for visitors. Whether you’re exploring historic houses, enjoying theme parks, or visiting charming churches, Windsor promises a memorable getaway for all types of travellers.

  • Dorney Lake: Nestled in Windsor, Dorney Lake offers a picturesque escape with its serene waters and stunning natural surroundings. Perfect for outdoor activities, you can enjoy leisurely walks, picnics, or simply soak in the romantic beach vibes while admiring the beautiful scenery.
  • Hampton Court Palace: Located 20.9km from Windsor, this historic palace is a treasure trove of culture and history. Explore the opulent rooms, majestic gardens, and rich stories of its royal residents, making it a truly memorable experience for history enthusiasts.
  • St. Paul's Church: Just 4.8km away, St. Paul's Church exudes cultural significance with its stunning architecture and tranquil atmosphere. A wonderful place to reflect, it often hosts community events and services, offering a glimpse into local traditions.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly cloudy with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.9°F (4.4°C)Light RainMostly CloudyAverageSlightly Low
February41.0°F (5.0°C)No RainMostly CloudyAverageSlightly Low
March44.2°F (6.8°C)No RainMostly CloudyAverageSlightly Low
April48.6°F (9.2°C)No RainMostly CloudySlightly HighAverage
May54.0°F (12.2°C)Light RainMostly CloudySlightly HighAverage
June60.1°F (15.6°C)Light RainMostly CloudyAverageSlightly High
July63.9°F (17.7°C)Light RainMostly CloudySlightly HighSlightly High
August63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
September59.2°F (15.1°C)No RainMostly SunnyAverageSlightly High
October53.4°F (11.9°C)Light RainMostly CloudySlightly LowAverage
November46.4°F (8.0°C)Light RainMostly CloudySlightly LowAverage
December42.3°F (5.7°C)Light RainMostly CloudySlightly LowAverage

Tips to save on your trip to Windsor

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Windsor.
  • Consider traveling to Windsor during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Windsor

De Vere Beaumont Estate

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England
Fully refundableReserve now, pay when you stay
S$168
4 Oct - 5 Oct
includes taxes & fees
De Vere Beaumont Estate
Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

Thames Street Windsor England
Fully refundableReserve now, pay when you stay
S$263
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"A wonderful staffing, completely understanding of anything you needed and took care of it right away"

Reviewed on 20 Sept, 2026

Sir Christopher Wren Hotel
LEGOLAND Windsor Resort

LEGOLAND Windsor Resort

LEGOLAND Windsor Resort Windsor England
Fully refundableReserve now, pay when you stay
S$171
21 Sept - 22 Sept
includes taxes & fees
8.2/10 Very good! (287 reviews)
"The room was small. In the sense that it is a children place, it should have been a little bit more space in the rooms. We stayed at the woodland village and got the room at the very end of the “village”. With three small kids it was too much walk. Also make sure before you arrive in which area you ..."

Reviewed on 12 Sept, 2026

LEGOLAND Windsor Resort
See all 560 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.

Stay near popular Windsor attractions

A historic stone castle with multiple towers and arched windows.

Windsor Castle

9.0/10 (5,444 reviews)
Windsor Castle, the world's largest and oldest occupied castle, has been a royal residence for over 900 years. Explore lavish State Apartments with priceless artworks and St. George's Chapel, where monarchs rest.
See properties
A detailed model of a historic city square with miniature buildings, a red double-decker bus, and a regiment of guards.
Photo by Snappy David

LEGOLAND® Windsor

8.0/10 (1,091 reviews)
This creative wonderland brings LEGO to life with rides and attractions for young adventurers. Explore Miniland's miniature landmarks or test your ninja skills in NINJAGO World, perfect for families seeking interactive play.
See properties
A historic brick building with a statue in the foreground and a clear sky above.
Photo by Keely Butler

Eton College

8.4/10 (98 reviews)
Walk around the campus at Eton College during your visit to Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties
A rural road flanked by rows of trees and green fields under a partly cloudy sky.
Photo by Michelle Meney

Windsor Great Park

9.4/10 (152 reviews)
This historic 4,800-acre royal landscape features majestic avenues, gardens, and woodlands dating back centuries. Stroll the iconic Long Walk to Windsor Castle or explore the ornamental Savill Garden's seasonal displays.
See properties
Olympic rings over a river with a bridge in the foreground.
Photo by Keely Butler

Dorney Lake

8.0/10 (17 reviews)
Olympic rowing venue from 2012, Dorney Lake offers pristine 2.2 km waters surrounded by 400 acres of parkland. Stroll the well-maintained paths while watching world-class athletes train on this engineering marvel.
See properties
A cathedral interior with ornate decorations, stained glass windows, and a high vaulted ceiling.

St. Georges Chapel

9.6/10 (186 reviews)
St. George's Chapel showcases exquisite Gothic architecture and houses tombs of monarchs like Henry VIII. Marvel at the intricate stonework and Knights of the Garter heraldic banners in this royal sanctuary.
See properties

Windsor Racecourse

8.6/10 (36 reviews)
Experience the unique figure-of-eight track at Royal Windsor Racecourse, set beautifully along the River Thames. Consider arriving by river taxi for a scenic approach to this historic racing venue.
See properties

Frogmore House

7.6/10 (28 reviews)
This 17th-century royal retreat showcases Queen Charlotte's refined taste and Victoria's artistic influence. Stroll through the historic gardens with their woodland paths and formal plantings on select charity open days.
See properties

What to do in Windsor

LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

S$55
per traveller
74% of travellers recommend
LEGOLAND® Windsor Resort Tickets
THORPE PARK Resort Tickets

THORPE PARK Resort Tickets

S$53
per traveller
76% of travellers recommend
THORPE PARK Resort Tickets
sunset at Windsor Castle in London

Windsor Castle Admission Tickets

S$55
per adult
82% of travellers recommend
Windsor Castle Admission Tickets
See all activities in Windsor

Frequently asked questions

How much does a Windsor holiday package cost?
Offering great value package deals from S$1,725 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.

Explore a world of travel with Expedia

* 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.