Windsor Holidays

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Top Flight + Hotel Deals in Windsor

Price found within the past 48 hours. Click for updated prices.
Garden Court Hotel
Hotel Riu Plaza London The Westminster
Hotel Riu Plaza London Victoria
Miiro Templeton Garden
Guild Hotel Marble Arch

Where to stay in Windsor

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

Things to do in and around Windsor

Windsor offers a delightful mix of family-friendly activities and cultural experiences. You can enjoy thrilling rides at Legoland Windsor, explore vibrant shopping areas, and unwind with a round of golf. Don't miss the opportunity to attend live music events and join sightseeing tours that showcase the town's rich history and stunning landmarks. Whether you're seeking adventure or relaxation, Windsor has something for everyone.

Shopping

Windsor offers delightful shopping experiences at Eton High Street Shopping, King Edward Court Shopping, and Windsor Royal Shopping Centre, all boasting vibrant city vibes. If you're up for a drive, head to nearby shopping destinations for even more options and unique finds.

Recreation

Theatre Royal offers a captivating blend of romance and culture, perfect for an entertaining evening. For relaxation, Stockley Park, located 12.9km from Windsor, provides tranquil green spaces ideal for unwinding. Meanwhile, Stoke Poges Golf Club, just 6.4km away, invites you to enjoy sports amidst beautiful outdoor scenery.

Adventure

At Airport Bowl, located 12.9km from Windsor, immerse yourself in an arcade adventure filled with excitement and family fun. For a more thrilling experience, head to Delta Force Paintball Gerrards Cross, 8.0km away, where adrenaline pumps in an action-packed paintball battle. Enjoy the scenic outdoor hiking on the Thames Path, also 8.0km from Windsor.

Nightlife

Windsor's nightlife offers a charming blend of romance and entertainment. Start your evening at the Copper Horse, a delightful pub perfect for drinks. For a bit of fun, head to Bowlplex, located 19.3km away, or venture to the Hog Hole, another inviting pub 22.5km from Windsor.

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

Find the best attractions in Windsor

Windsor offers a delightful blend of family-friendly, cultural, and outdoor experiences. Explore historic sites like Windsor Castle, enjoy the vast landscapes of Windsor Great Park, or have fun at Legoland Windsor Resort. Don't miss the chance to visit the iconic Windsor Racecourse and the charming local churches. This area is perfect for those seeking a rich cultural experience alongside family activities in a picturesque setting.

  • Windsor Castle: Experience the grandeur of one of the world's oldest inhabited castles, steeped in royal history and culture. Wander through stunning State Apartments and St George's Chapel, where the atmosphere resonates with romance and regal charm.
  • LEGOLAND® Windsor: Delight in a world of creativity and imagination at this fantastic theme park, perfect for families. Enjoy thrilling rides, interactive attractions, and fascinating LEGO displays that promise fun and entertainment for visitors of all ages.
  • Windsor Great Park: Explore this expansive park, a serene retreat with picturesque landscapes and diverse wildlife. Perfect for leisurely strolls, picnics, and excursions, it offers a friendly atmosphere and budget-friendly enjoyment for all.

Best time to go to Windsor

The best time to visit Windsor can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windsor falls in July, when visitor numbers are slightly high and weather is mostly cloudy with light rain. The coolest average temperature in Windsor falls in January, 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 during the off-peak season (typically January to March) for more affordable package holidays to Windsor.
  • 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

4 out of 5
Burfield Road, Berkshire Windsor England
Fully refundableReserve now, pay when you stay
The price is €126 per night from 26 Jul to 27 Jul
€126
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Beautiful hotel with beatiful grounds, great rooms (their Deluxe rooms and suites are really something!), varied breakfast with just about everything one would expect, lovely restaurant(s), good bar, big pool, amazing chappel and truly excellent personnel! Since my first visit I have increased my ..."

Reviewed on 30 Jun 2026

De Vere Beaumont Estate
Harte and Garter

Harte and Garter

3 out of 5
31 High St Windsor England
Fully refundableReserve now, pay when you stay
The price is €109 per night from 26 Jul to 27 Jul
€109
26 Jul - 27 Jul
includes taxes & fees
7.4/10 Good! (500 reviews)
"Across the street from Eindsor Castle. Walk out the door and there it is. Every morning, there is a changing of the guard ceremony with marching band"

Reviewed on 30 Jun 2026

Harte and Garter
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 €173 per night from 26 Jul to 27 Jul
€173
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"The staff at this hotel are above exceptional. We ran into an issue while traveling and the staff were exceedingly helpful. I am so grateful to each of them for their assistance and concern. I most highly recommend this hotel."

Reviewed on 29 Jun 2026

Castle Hotel 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

What to do in Windsor

Frequently asked questions

How much does a Windsor holiday package cost?
Offering great value package deals from €145 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.