A bird in flight over water.

Windsor Holidays from £1,432

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Your Windsor Holiday

A well-liked picturesque neighbourhood, Windsor tempts visitors with its golfing, watersports and cycling. Book a holiday package to Windsor and look forward to experiencing all of those highlights and more. Kick off your trip to Windsor by visiting nearby attractions such as Hawkesbury River, Hawkesbury Race Club and Lynwood Country Club. Expedia is here to help put your travel plans into action. Book your perfect Windsor holiday now.

The Latest Windsor Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 9 Dec - 14 Dec

    Rydges Sydney Central + Flight

    Surry Hills
    4 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    "Lovely hotel, great location for public transport, lovely buffet breakfast"
    Reviewed November 4, 2026
    Return • London (LON) - Sydney (SYD)
    LHR - SYD • 1 stop SYD - LHR • 1 stop
    £1,709
    £1,432
    per traveller
    found 22 hours ago
    Rydges Sydney Central
  • 9 Dec - 14 Dec

    Harbour Rocks by Ode Hotels + Flight

    The Rocks
    4 nights
    5.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "This hotel is in a fantastic location and it is a very nice hotel but it should not be billed as a 5 star luxury hotel. It is really a 3.5 star hotel. The biggest complaints are no elevator, they do have a dumb waiter for bags. The windows are single pane (barely). When people walk ups and down the Suez Canal or Nurses walk you can hear every conversation. There is a bar behind the property that gets loud as well. Next is no bottled water but the staff did tell me I could feel free to..."
    Reviewed November 5, 2026
    Return • London (LON) - Sydney (SYD)
    LHR - SYD • 1 stop SYD - LHR • 1 stop
    £1,902
    £1,550
    per traveller
    found 22 hours ago
    Harbour Rocks by Ode Hotels
  • 23 Dec - 30 Dec

    83 OSHR + Flight

    Bondi Junction
    6 nights
    2.0 star property
    Return • London (LHR) - Sydney (SYD)
    LHR - SYD • 1 stop SYD - LHR • 1 stop
    £4,274
    £3,505
    per traveller
    found 20 hours ago
    83 OSHR
  • 23 Dec - 30 Dec

    Sofitel Sydney Wentworth + Flight

    Sydney Central Business District
    6 nights
    5.0 star property
    8.8/10 - Excellent (236 reviews)
    "Excellent staff, suite was well prepared and very clean."
    Reviewed October 31, 2026
    Return • London (LHR) - Sydney (SYD)
    LHR - SYD • 1 stop SYD - LHR • 1 stop
    £2,236
    £1,846
    per traveller
    found 20 hours ago
    Sofitel Sydney Wentworth
  • 23 Dec - 30 Dec

    Sofitel Sydney Darling Harbour + Flight

    Sydney Central Business District
    6 nights
    5.0 star property
    9.0/10 - Wonderful (1,002 reviews)
    Return • London (LHR) - Sydney (SYD)
    LHR - SYD • 1 stop SYD - LHR • 1 stop
    £2,129
    £1,778
    per traveller
    found 20 hours ago
    Sofitel Sydney Darling Harbour

Where to stay in Windsor

Find the best Windsor areas for the activities you enjoy most.

Sydney Central Business District

Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.

Darling Harbour

Once the site of rusting railroad yards and wharves, one of Sydney’s greatest urban renewal projects now buzzes with museums, boutiques and eateries.

Sydney Olympic Park

Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Afterpay Arena or Accor Stadium while you're exploring the area.

Bondi Beach

Travellers to Bondi Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Bondi Beach and Bondi Pavilion.

Manly

This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.

Discover the most popular places to visit in Windsor

What to do near 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.

Frequently Asked Questions

How much does a Windsor travel package cost?

Discover the best of Windsor from just £1,432. Choose from a wonderful selection of hotels, flights and rental cars to suit your budget. Pick up even more discounts when you add a couple of experiences or tours to your package.

If I'm not able to travel, can I cancel my Windsor travel package?

Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Windsor travel package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may incur a fee from your airline, hotel or car rental company. For more details, visit our Customer Service Portal. We'll help you each step of the way.

How do I get a cheap travel package to Windsor?

One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got it all. Pick and choose the combination that suits you and watch your savings stack up. Of course, a travel package is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your Windsor adventure.

Does Expedia offer Book Now, Pay Later Windsor holidays?

Good news! We do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply click on the payment plan that suits best during checkout and take away the stress of budgeting for your trip. Be sure to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's convenient monthly instalment plans. If paying a little each month works for you, choose this option at checkout.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you come across an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Windsor?

It makes sense to stay near the action. Many visitors favor hotels within easy reach of top attractions, like Hawkesbury Race Club, Lynwood Country Club and Windsor Downs Nature Reserve.

What are the top hotels in Windsor?

Sheraton Grand Sydney Hyde Park and Hyatt Regency Sydney are two of the most well-known properties in Windsor. Why not check out the facilities and rates at each and then make a decision?

How far in advance should I book my Windsor holiday?

Savvy travellers will likely want to reserve their seats as early as possible. You can usually browse through international airfares on Expedia up to 12 months before your flight. If you're purchasing your ticket at the last minute, don't despair. Budget prices sometimes appear just weeks before departure dates.

What does an Expedia Windsor travel package include?

That depends on you. You can pick from a range of Windsor packages, such as a flight, rental car and hotel. You can also book a hotel with a flight, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Windsor escape looks like, get ready to save!

What should I know before booking a Windsor travel package?

Whether it's adventure or relaxation you're chasing, a Windsor travel package lets you plan your escape your way. Plus, you'll score great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!

Can I choose my airline with a Windsor Expedia travel package?

With a travel package, you're the one in charge. Whether you're hoping to fly to Windsor in first class or coach, simply pick from the available airline options. Expedia has access to over 550 partner airlines all over the world.

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