Windsor and Maidenhead Holidays from NZ$7,482

Book a Hotel + Flight or Car together to unlock savings

Photo by Sasa Nikolic
  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Windsor and Maidenhead Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Tower Arms Hotel
Sofitel London Heathrow
The Franklin London - Starhotels Collezione
The Gore London – Starhotels Collezione
The Pelham London - Starhotels Collezione

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$249 per night from 28 June to 29 June
NZ$249
28 June - 29 June
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Nice and clean rooms. Staff very friendly and helpful. Beautiful grounds for the hotel and location."

Reviewed on 21 June 2026

De Vere Beaumont Estate
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$390 per night from 12 July to 13 July
NZ$390
12 July - 13 July
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Good breakfast"

Reviewed on 18 June 2026

Sir Christopher Wren Hotel
Harte and Garter

Harte and Garter

3 out of 5
31 High St Windsor England
Fully refundableReserve now, pay when you stay
The price is NZ$208 per night from 5 July to 6 July
NZ$208
5 July - 6 July
includes taxes & fees
7.6/10 Good! (485 reviews)
"Heatwave and no air con. Fans weren’t on in the room despite emailing prior to arrival. Window had alarm and not possible to open properly. Extra fan provided that was broken. Cobwebs in room and stains on ceiling. Had to request iron. Lift didn’t work and had to carry luggage in heatwave second ..."

Reviewed on 23 June 2026

Harte and Garter
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$7,482. 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.