Windsor Holidays from £325

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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.
YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Price was £474, price is now £325 per person
£325
per person
19 Mar - 21 Mar
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
Staff were friendly and helpful, room was clean and spacious. Location was great - very convenient for our sightseeing plans.

Reviewed on 6 Feb 2026

Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Price was £1,551, price is now £1,340 per person
£1,340
per person
25 Mar - 29 Mar
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.8/10 Excellent! (981 reviews)
Room clean staff friendly close to shops

Reviewed on 23 Jan 2026

Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
Sydney Central Business District
Price was £1,718, price is now £1,507 per person
£1,507
per person
25 Mar - 29 Mar
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9.4/10 Exceptional! (753 reviews)
Great place with artistic vibe. Rooms were eclectic. Bed and pillow excellent! Good lunch spot also. Stairs up into the lobby but someone there to help with the luggage.

Reviewed on 5 Feb 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was £1,149, price is now £1,010 per person
£1,010
per person
4 May - 7 May
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very Good! (2,388 reviews)
Room was nice and clean, location is central. Stated that airport shuttle was available but it actually costs money so that felt a little bit of a lie.

Reviewed on 4 Feb 2026

Elegant Stay in Balmain With Pool Access

Elegant Stay in Balmain With Pool Access

2.5 out of 5
Balmain
Price was £1,272, price is now £1,137 per person
£1,137
per person
2 May - 5 May
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
No reviews

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Three horses in the shade in a field on the Great Northern Road between Wiseman's Ferry and Bucketty, Yengo National Park, NSW, Australia

Wisemans Ferry

You'll enjoy the cafes and riverfront in Wisemans Ferry. You might want to make time for a stop at Hawkins Lookout or Dharug National Park.

Find hotels in Wisemans Ferry

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
Fully refundable
The price is £99 per night from 12 Feb to 13 Feb
£99
12 Feb - 13 Feb
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
The reception staff lets the establishment down

Reviewed on 26 Jan 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 £75 per night from 10 Feb to 11 Feb
£75
10 Feb - 11 Feb
includes taxes & fees
5.2/10 (295 reviews)
The motel is basic but suitable for my need.

Reviewed on 18 Sept 2025

Windsor Heritage Motel
PARKROYAL Parramatta

PARKROYAL Parramatta

4.5 out of 5
30 Phillip Street Parramatta NSW
Fully refundableReserve now, pay when you stay
The price is £108 per night from 8 Feb to 9 Feb
£108
8 Feb - 9 Feb
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Great.

Reviewed on 25 Jan 2026

PARKROYAL Parramatta
See all 620 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 £325. 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.