Windsor and Maidenhead Holidays from NZ$3,939

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The Latest Windsor and Maidenhead Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Ampersand Hotel - Small Luxury Hotels of the World

The Ampersand Hotel - Small Luxury Hotels of the World

5 out of 5
London City Centre
Price was NZ$4,691, price is now NZ$3,939 per person
NZ$3,939
per person
6 Oct - 11 Oct
found 23 hours ago
Return direct flight included
Auckland (AKL) to London (LHR)
9.6/10 Exceptional! (1,005 reviews)
Beautiful property and incredibly comfortable rooms

Reviewed on 23 Aug. 2025

The Savoy

The Savoy

5 out of 5
London City Centre
Price was NZ$6,746, price is now NZ$5,316 per person
NZ$5,316
per person
6 Oct - 11 Oct
found 23 hours ago
Return direct flight included
Auckland (AKL) to London (LHR)
9.6/10 Exceptional! (1,001 reviews)
The property itself is nice but the rooms are not; the junior suite I stayed in was dingy with no view which made it feel dark, dreary and dilapidated.

Reviewed on 31 Jul. 2025

The Franklin London - Starhotels Collezione

The Franklin London - Starhotels Collezione

5 out of 5
London City Centre
Price was NZ$5,197, price is now NZ$4,215 per person
NZ$4,215
per person
6 Oct - 11 Oct
found 23 hours ago
Return direct flight included
Auckland (AKL) to London (LHR)
9.2/10 Wonderful! (492 reviews)
Classic Hotel in ideal Location. Rear garden are is an absolute delight.

Reviewed on 14 Aug. 2025

St. James' Court, A Taj Hotel, London

St. James' Court, A Taj Hotel, London

4 out of 5
London City Centre
Price was NZ$5,264, price is now NZ$4,351 per person
NZ$4,351
per person
6 Oct - 11 Oct
found 23 hours ago
Return direct flight included
Auckland (AKL) to London (LHR)
9/10 Wonderful! (1,601 reviews)
Amazing bell staff, Pratavia, manager, all the TH rest BFast staff !! Diego and Eyimifi (sorry if I spelt that incorrect) always helpful and genuine in their care for our enjoyable stay !! Jay!! At TH was always attentive, remembering the small details making our stay even more special.. Thank you all at the Taj!!!

Reviewed on 26 Aug. 2025

The Westminster London, Curio Collection by Hilton

The Westminster London, Curio Collection by Hilton

4 out of 5
London City Centre
Price was NZ$4,996, price is now NZ$4,178 per person
NZ$4,178
per person
6 Oct - 11 Oct
found 23 hours ago
Return direct flight included
Auckland (AKL) to London (LHR)
8.8/10 Excellent! (1,172 reviews)
No sports channels carrying football (soccer). Bathroom a bit strange. Enter from hallway into sink area. Separate doors for toilet and shower stalls. Pocket, sliding door to close off from sleeping area. Staff was very helpful, and hotel very clean.

Reviewed on 26 Aug. 2025

Our pick of the best Windsor and Maidenhead Hotel Deals

De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire, Windsor, England
Fully refundableReserve now, pay when you stay
The price is NZ$259 per night from 31 Aug to 1 Sept
NZ$259
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (1,014 reviews)
"One thing the swimming pool area could be cleaner and more efficient"

Reviewed on 24 Aug. 2025

De Vere Beaumont Estate
Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
The price is NZ$274 per night from 28 Aug to 29 Aug
NZ$274
28 Aug - 29 Aug
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"The hotel is literally across the street from Windsor castle and the staff was outstanding but stairs are everywhere and there were some cleanliness issues - stained furniture, dirty doors and worn out in someways while new in others"

Reviewed on 22 Aug. 2025

Castle Hotel Windsor
Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

4 out of 5
Thames Street, Windsor, England
Fully refundableReserve now, pay when you stay
The price is NZ$371 per night from 31 Aug to 1 Sept
NZ$371
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Lovely hotel in a great position. Comfy beds and clean rooms. Staff were really helpful and very polite."

Reviewed on 24 Aug. 2025

Sir Christopher Wren Hotel
See all 529 properties in Windsor and Maidenhead
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 and Maidenhead holiday package cost?
Be ready to book, because a trip to Windsor and Maidenhead starts from only NZ$3,939. When you bundle your hotels, flights and car rentals into a travel package, you'll pick up the biggest bargains.
How do I get a cheap travel package to Windsor and Maidenhead?
Search for flights that suit your schedule, add a hotel to your booking and watch the savings pile up with a Windsor and Maidenhead holiday package. It's as simple as that! From hotels and flights to rental cars and activities, Expedia makes travelling on a budget easy. And with over 550 partner airlines and 1 000 000 properties throughout the world to select from, you'll never be short of choice.
How far in advance should I book my Windsor and Maidenhead holiday?
It's hard to pick the ideal time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to 12 months in advance. If you're booking late, don't fret. Bargain prices occasionally appear just weeks before departure dates.
What does an Expedia Windsor and Maidenhead travel package include?
Flights, hotels and rental cars — we have them well covered. With Expedia, you can create your Windsor and Maidenhead travel package your way. All you have to do is work out just what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger the savings!
What should I know before booking a Windsor and Maidenhead travel package?
You can save big by combining your hotels, flights and rental cars. Once you've made your booking, you can add on activities or tours. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Windsor and Maidenhead Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You're the boss! We have more than 550 partner airlines across the globe, so you have options galore when planning your Windsor and Maidenhead adventure.
If I'm not able to travel, can I cancel my Windsor and Maidenhead holiday package?
Because we understand life can throw you a few curveballs, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.