Windsor and Maidenhead Vacations & Trips from ₩2,525,494

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

The Latest Windsor and Maidenhead Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Mowbray Court Hotel

Mowbray Court Hotel

3.5 out of 5
London City Centre
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to London (LHR)
7.8/10 Good! (1,004 reviews)
Simple, organised environment in a great location

Reviewed on Aug 13, 2025

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to London (LHR)
8.8/10 Excellent! (2,617 reviews)
The buffet breakfast options were one of the best I have experienced. The room amenities and comfort was top notch

Reviewed on Aug 15, 2025

Dorsett Canary Wharf London

Dorsett Canary Wharf London

3 out of 5
Canary Wharf
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to London (LHR)
No reviews
Pestana Chelsea Bridge Hotel & SPA

Pestana Chelsea Bridge Hotel & SPA

4 out of 5
London City Centre
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to London (LHR)
8.8/10 Excellent! (1,128 reviews)
We had a great stay at the property. It was clean and felt safe although some of the decor needs a little update/maintenance. My daughter loved the swimming pool but we were disappointed that the sauna was out of service and could not be used. The surrounding area was fantastic, shops and food halls near rhe plan station were brilliant. Easy to get to central london. Staff were friendly and accommodating. The room was a little noisy (due to being close to lifts and other guests) but we managed to get sleep Would recommend and would stay again

Reviewed on Aug 6, 2025

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
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to London (LHR)
9.6/10 Exceptional! (1,005 reviews)
Very nice room, well-equipped with complementary minibar and tea/coffee facilities. Bathroom was spacious with premium toiletries provided. Bed was spacious and very comfortable. Check-in was really easy, they looked after baggage as we were early. Would highly recommend, will stay there again.

Reviewed on Aug 16, 2025

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 ₩162,502 per night from Aug 25 to Aug 26
₩162,502
₩195,002 total
Aug 25 - Aug 26
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"Excellent"

Reviewed on Aug 11, 2025

De Vere Beaumont Estate
Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
Fully refundableReserve now, pay when you stay
The price is ₩194,521 per night from Aug 25 to Aug 26
₩194,521
₩233,425 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Loved the hotel - we’ll definitely stay again next time we’re in the UK."

Reviewed on Aug 14, 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 ₩243,151 per night from Aug 25 to Aug 26
₩243,151
₩291,781 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Great location. The room was small and no refrigerator. Close to Windsor Castle and Heathrow but not at the airport."

Reviewed on Aug 12, 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 vacation package cost?
Be ready to book, because a trip to Windsor and Maidenhead starts from only ₩2,525,494. 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 vacation package. It's as simple as that! From hotels and flights to rental cars and activities, Expedia makes traveling 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 vacation?
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 vacation is only a couple of clicks away.
Can I choose my airline with a Windsor and Maidenhead Expedia vacation package?
Yes — that's the beauty of an Expedia vacation 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 vacation 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.