Windsor Holidays from £1,169

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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.

Price found within the past 48 hours. Click for updated prices.
Airport Hotel Sydney

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Price was £1,351, price is now £1,169 per person
£1,169
per person
26 May - 31 May
found 10 hours ago
Return direct flight included
Manchester (MAN) to Sydney (SYD)
6.2/10 (524 reviews)
Clean room, nice staff, near train station

Reviewed on 18 Mar 2026

Watsons Bay Boutique Hotel

Watsons Bay Boutique Hotel

4 out of 5
Watsons Bay
Price was £1,780, price is now £1,452 per person
£1,452
per person
26 May - 31 May
found 10 hours ago
Return direct flight included
Manchester (MAN) to Sydney (SYD)
9.4/10 Exceptional! (1,000 reviews)
excellent hotel in an excellent part of Sydney. Breakfast by the harbour was a particular treat

Reviewed on 24 Mar 2026

Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
Price was £1,559, price is now £1,362 per person
£1,362
per person
26 May - 31 May
found 11 hours ago
Return direct flight included
Manchester (MAN) to Sydney (SYD)
8.8/10 Excellent! (1,009 reviews)
Good clean friendly, helpful staff, great breakfast which includes fried rice, choice of fruits, drinks and juicing.

Reviewed on 24 Mar 2026

25hours Hotel Sydney The Olympia

25hours Hotel Sydney The Olympia

5 out of 5
Paddington
Price was £1,513, price is now £1,329 per person
£1,329
per person
26 May - 31 May
found 10 hours ago
Return direct flight included
Manchester (MAN) to Sydney (SYD)
9.6/10 Exceptional! (21 reviews)
Great hotel in a great location for a weekend leisure stay

Reviewed on 23 Mar 2026

Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Price was £1,451, price is now £1,213 per person
£1,213
per person
5 Jun - 10 Jun
found 4 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,006 reviews)
Shops and transport at your door Close to the City Fantastic place to stay Fabulous Staff Everything 10/10

Reviewed on 10 Mar 2026

Where to stay in Windsor

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

While visiting Berowra Waters, you might make a stop by sights like Berowra Waters Marina and Berowra Valley National Park.

Find hotels in Berowra Waters

Top hotels in Windsor

Crowne Plaza Hawkesbury Valley by IHG

Crowne Plaza Hawkesbury Valley by IHG

4 out of 5
61 Hawkesbury Valley Way Windsor NSW
The price is £102 per night from 2 Apr to 3 Apr
£102
2 Apr - 3 Apr
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Staff were amazing. Breakfast was very tasty. Rooms spacious and luxurious

Reviewed on 15 Mar 2026

Crowne Plaza Hawkesbury Valley by IHG
Windsor Heritage Motel

Windsor Heritage Motel

3 out of 5
54 George Street Windsor NSW
The price is £76 per night from 27 Mar to 28 Mar
£76
27 Mar - 28 Mar
includes taxes & fees
5.2/10 (299 reviews)
Room sme

Reviewed on 23 Mar 2026

Windsor Heritage Motel
Windsor Riverview Inn

Windsor Riverview Inn

3 out of 5
47 George Street Windsor NSW
The price is £73 per night from 8 Apr to 9 Apr
£73
8 Apr - 9 Apr
includes taxes & fees
6.6/10 (324 reviews)
The room was very clean and comfortable. However, there was no toaster or crockery despite having a microwave, and the balcony door could barely be opened.

Reviewed on 27 Nov 2025

Windsor Riverview Inn
See all 610 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Windsor travel package cost?
Discover the best of Windsor from just £1,169. 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.

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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. Flight-inclusive packages are ATOL protected.