Windsor and Maidenhead Holidays

Photo by Sasa Nikolic

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Windsor and Maidenhead Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Bob W London Hyde Park

Bob W London Hyde Park

3.5 out of 5
London City Centre
Price was S$6,363, price is now S$5,375 per person
S$5,375
per person
2 Jul - 14 Jul
found 1 day ago
Return direct flight included
Manila (MNL) to London (LHR)
8.8/10 Excellent! (135 reviews)
Very close to the underground trains. Lots of places to eat and small markets to pick up food and drinks all within a few minutes walking distance. My room was quiet. Bed was very comfortable, would highly recommended Bob W.

Reviewed on 23 May, 2026

Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London The Westminster

4 out of 5
London City Centre
Price was S$10,080, price is now S$6,624 per person
S$6,624
per person
2 Jul - 14 Jul
found 1 day ago
Return direct flight included
Manila (MNL) to London (LHR)
8.8/10 Excellent! (1,563 reviews)
Nice stay, rooms are small but clean and AC worked well, Iron& Blow dryer in rooms...great breakfast buffet, helpful staff, but elevators are slow.

Reviewed on 26 May, 2026

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Price was S$9,867, price is now S$6,588 per person
S$6,588
per person
2 Jul - 14 Jul
found 1 day ago
Return direct flight included
Manila (MNL) to London (LHR)
9/10 Wonderful! (3,688 reviews)
Great place and location. Would absolutely stay again.

Reviewed on 26 May, 2026

La Suite West - Hyde Park

La Suite West - Hyde Park

4 out of 5
London City Centre
Price was S$7,203, price is now S$5,892 per person
S$5,892
per person
2 Jul - 14 Jul
found 1 day ago
Return direct flight included
Manila (MNL) to London (LHR)
8.6/10 Excellent! (1,005 reviews)
Room was well cleaned, Staff were friendly. Breakfast could do with more cooked items. Had a few little issues like noise nuissance, door card not working constantly & water top ups had to be requested, which were all eventually sorted to be fair. Excellent to visit London, not too busy. Everything within walking disctance.

Reviewed on 26 May, 2026

Marlin Waterloo

Marlin Waterloo

4 out of 5
London City Centre
Price was S$7,272, price is now S$6,115 per person
S$6,115
per person
2 Jul - 14 Jul
found 1 day ago
Return direct flight included
Manila (MNL) to London (LHR)
8.8/10 Excellent! (2,911 reviews)
Excellent 7 night stay at this hotel. Rooms were clean, comfortable and quiet. The amenities, including a self laundry were just what we needed. The location, across the street from the nearest Tube station was ideal, as well as its overal lproximity to major attractions in London. Overall an excellent place to spend your days and nights in London. We will return.

Reviewed on 25 May, 2026

Top hotels in Windsor and Maidenhead

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 S$204 per night from 28 May to 29 May
S$204
28 May - 29 May
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Great"

Reviewed on 23 May, 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 S$321 per night from 31 May to 1 Jun
S$321
31 May - 1 Jun
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
"Great breakfast. Quint place in an excellent location."

Reviewed on 26 May, 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 S$128 per night from 2 Jun to 3 Jun
S$128
2 Jun - 3 Jun
includes taxes & fees
7.6/10 Good! (445 reviews)
"I’m not sure who keeps flocking the rating with good reviews, but if you’re booking the basic single room, just prepare yourself for stepping into a countryside rundown motel in the 1980s."

Reviewed on 26 May, 2026

Harte and Garter
See all 519 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 S$5,375. 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.