A historic stone castle with multiple towers and arched windows.

Windsor Holidays

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Top Windsor flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 18 Jan - 21 Jan

    Garden Court Hotel + Flight

    London City Centre
    3 nights
    3.0 star property
    8.0/10 - Very good (1,002 reviews)
    "Great stay, clean room and friendly staff!"
    Reviewed November 14, 2026
    Return • Dublin (DUB) - London (LHR)
    DUB - STN • Direct STN - DUB • Direct
    €322
    €172
    per traveller
    found 2 hours ago
    Garden Court Hotel
  • 4 Feb - 7 Feb

    Residence Inn by Marriott London Kensington + Flight

    London City Centre
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,393 reviews)
    "Great room, spacious calm and clean. Breakfast is amazing!"
    Reviewed November 14, 2026
    Return • Dublin (DUB) - London (LHR)
    DUB - STN • Direct STN - DUB • Direct
    €566
    €288
    per traveller
    found 22 hours ago
    Residence Inn by Marriott London Kensington
  • 18 Jan - 21 Jan

    Residence Inn by Marriott London Tower Bridge + Flight

    London City Centre
    3 nights
    4.0 star property
    8.4/10 - Very good (1,000 reviews)
    "The room for three didn’t have enough towels and when we asked for an extra, we got questioned and asked to look around properly and emphasise how many exactly we had. Abit of an interrogation for a towel! The space is limited in the apartment and the light on the oven stays on all night and is bright. The pillows which I assume are spare for the pull out bed were awful - went home with neck ache. The whole buildingn structure is weird as the corridor walls are open and freezing because they are..."
    Reviewed November 11, 2026
    Return • Dublin (DUB) - London (LHR)
    DUB - STN • Direct STN - DUB • Direct
    €527
    €269
    per traveller
    found 2 hours ago
    Residence Inn by Marriott London Tower Bridge
  • 21 Dec - 26 Dec

    Hotel Riu Plaza London The Westminster + Flight

    London City Centre
    5 nights
    4.0 star property
    8.8/10 - Excellent (2,254 reviews)
    "Staff and breakfast excellent."
    Reviewed November 13, 2026
    Return • Athens (ATH) - London (LHR)
    ATH - STN • Direct STN - ATH • Direct
    €1,293
    €722
    per traveller
    found 1 day ago
    Hotel Riu Plaza London The Westminster
  • 25 Jan - 28 Jan

    Bloomsbury Palace Hotel + Flight

    London City Centre
    3 nights
    4.0 star property
    7.8/10 - Good (519 reviews)
    Return • Dublin (DUB) - London (LHR)
    DUB - STN • Direct STN - DUB • Direct
    €346
    €208
    per traveller
    found 2 hours ago
    Bloomsbury Palace Hotel

Where to stay in Windsor

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

Eton

Eton captivates visitors with its medieval charm and prestigious Eton College, founded in 1440. The historic High Street features charming Tudor-style shops. Gothic stone buildings and ancient courtyards create a glimpse into elite British educational traditions. The Thames River provides scenic walking paths with views towards Windsor Castle's majestic towers. Traditional British pubs and tea rooms offer authentic local flavours. Most attractions are within a 30-minute walk through cobblestone streets and riverside paths.

Windsor City Centre

The regal heart of Windsor City Centre captivates visitors with its stunning castle and medieval charm. Cobblestone streets wind past St. George's Chapel where royal weddings take place. The scenic Thames Path offers beautiful river views and glimpses of Eton College across the water. Windsor's compact historic centre is highly walkable with pedestrianised shopping areas and traditional British pubs. Enjoy afternoon tea in cosy tea rooms or watch the Changing of the Guard ceremony. Two train stations connect visitors to London while Windsor Great Park provides 5,000 acres of parkland and gardens.

Park

Windsor Park unfolds as a majestic royal escape where centuries of English heritage blend with natural splendour. The iconic Long Walk guides visitors towards Windsor Castle while red deer roam freely through ancient oak groves. Copper Horse statue offers sweeping views across the Thames Valley. This vast green space invites peaceful exploration away from urban bustle. Pack a picnic to enjoy under towering trees or stroll along well-maintained paths through pristine royal grounds. LEGOLAND® Windsor sits nearby for families seeking additional entertainment after experiencing this timeless English countryside.

Old Windsor

Old Windsor captures England's rural charm with a history that predates Windsor Castle. Saxon stones whisper ancient tales at St. Peter and St. Andrew's Church. Medieval lanes wind towards Windsor Great Park's grand entrance. The Thames River flows gently past this authentic village setting. Traditional English pubs serve hearty fare in centuries-old settings with local ales and warm conversation. Walking paths along the riverbank and through the Great Park offer peaceful exploration. Village life continues largely undisturbed by tourism, giving visitors a genuine taste of English countryside living.

Clewer East

Escape the tourist crowds in Clewer East, a tranquil Windsor suburb offering authentic British local life. This peaceful residential area features charming tree-lined streets with Victorian and Edwardian homes just a 15-minute walk from Windsor Castle. Discover heritage buildings and historic churches that reflect the neighborhood's medieval roots. Enjoy easy access to the Thames Path for scenic walks and cycling routes. Small local pubs provide glimpses into genuine English suburban living. Windsor's shops, restaurants, and main attractions remain conveniently close while you enjoy the calm of this leafy residential haven.

Discover the most popular places to visit in Windsor

What to do in Windsor

Windsor Hotel Deals

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.

Find out 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.

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.

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.

Frequently Asked Questions

How much does a Windsor holiday package cost?

Offering great value package deals from €172 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.