Old Windsor Holidays

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Photo by Michelle Meney
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    Better together
    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit
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Our guide on where to stay in Old Windsor

Find the best Old Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Old Windsor
Windsor Castle featuring heritage architecture and château or palace

Windsor City Centre

1 out of top 10 points of interest in this area
5/5(15 area reviews)

The great bars and beautiful river views are top of the list for many visitors to Windsor City Centre. A stop by Thames Path or Thames River might round out your trip.

Find hotels in Windsor City Centre

Our pick of the best Old Windsor Hotel Deals

Royal Garden Hotel
Royal Garden Hotel
5 out of 5
2-24 Kensington High Street, London, England
Fully refundableReserve now, pay when you stay
The price is NZ$656 per night from 20 July to 21 July
NZ$656
20 July - 21 July
includes taxes & fees
9/10 Wonderful! (1,756 reviews)
Comfortable oasis
"Lovely hotel. Very special and excellently located. Incredibly polite, courteous staff. Clean and comfortable. Will definitely be back."

Reviewed on 21 Jun. 2025

Royal Garden Hotel
Copthorne Tara Hotel London Kensington
Copthorne Tara Hotel London Kensington
4 out of 5
Scarsdale Place, Kensington, London, England
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 20 July to 21 July
NZ$233
20 July - 21 July
includes taxes & fees
7.4/10 Good! (3,317 reviews)
In need of love
"Nice location, however it needs a little TLC as it feels tired"

Reviewed on 19 Jun. 2025

Copthorne Tara Hotel London Kensington
The Cumberland, London
The Cumberland, London
4.5 out of 5
1 Great Cumberland Place, London, England
Fully refundableReserve now, pay when you stay
The price is NZ$516 per night from 6 July to 7 July
NZ$516
6 July - 7 July
includes taxes & fees
8.6/10 Excellent! (1,093 reviews)
"Location"

Reviewed on 18 Jun. 2025

The Cumberland, London
See all 17,405 properties in Old 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.

Frequently asked questions

How much does an Old Windsor holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday to Old Windsor costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Old Windsor?
You can generally find lower rates and greater availability in February, April and November. Explore our cheap Old Windsor holiday packages and you could land some excellent off-season deals.
How many days is enough for Old Windsor?
You can see all the leading sights in Old Windsor in a few days, including the must-see Hands-on Art Studio. If you're looking for an extended Old Windsor holiday, look at what kind of activities and day trips are available nearby.
Is it worth booking a holiday package to Old Windsor?
Old Windsor is a good holiday destination with attractions like Windsor Great Park among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, an Old Windsor holiday promises fun for everyone.
How to find the best Old Windsor package deals?
Landing a cheap Old Windsor package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and see what's available. You can customise your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Old Windsor package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Old Windsor holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the flexibility to create a customised Old Windsor holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Old Windsor?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Old Windsor holiday.
How to plan a trip to Old Windsor?

  1. Choose your travel dates: The things you want to do in Old Windsor and your preferred season will help you decide when to get away.
  2. Set a budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to Old Windsor. Then, select a property that matches your budget, whether that's a wallet-friendly stay or a high-end getaway.
  3. Decide how long to go for: Now that you're up to speed on Old Windsor, you can work out the right length of your break. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose an Old Windsor holiday package that brings all your bookings together.

Discover the most popular places to visit in Old Windsor

Windsor Great Park

Windsor Great Park

Explore the lovely green spaces of Windsor Great Park and enjoy the golf courses in Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Windsor Great Park

Copper Horse

Find out about the history of Windsor when you spend time at Copper Horse. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Copper Horse

Activities

Windsor Castle, Stonehenge and Bath Day Tour with Lunch Pack

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

NZ$199
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
Coach Transfer - Heathrow Airport to Victoria Coach Station

Coach Transfer - Heathrow Airport to Victoria Coach Station (TTD)

NZ$24
per adult
84% of travellers recommend
Coach Transfer - Heathrow Airport to Victoria Coach Station (TTD)
LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

NZ$83
per traveller
80% of travellers recommend
LEGOLAND® Windsor Resort Tickets
See all activities in Windsor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.