Windsor and Maidenhead Holidays

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Windsor and Maidenhead Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
St. David's Hotels

St. David's Hotels

3 out of 5
London City Centre
Price was S$2,172, price is now S$1,460 per person
S$1,460
per person
20 May - 29 May
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.2/10 Very Good! (1,149 reviews)
Walking distance to Paddington Station, this was reason for choosing it for quick overnight stay. The room had minimal space for storage, hanging hooks or shelves. We had rain-soaked luggage requiring unpacking all & attempting to dry out, which this room did not accommodate. Nice staff, invited us to store luggage which we didn’t need.

Reviewed on 9 Apr, 2026

Argo Hotel - Kings Cross

Argo Hotel - Kings Cross

3 out of 5
London City Centre
Save 100% on your flight
Price was S$2,998, price is now S$1,784 per person
S$1,784
per person
20 May - 29 May
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
7.8/10 Good! (129 reviews)
Great location, clean and warm room and a very comfy bed. Exactly what I needed, would stay again.

Reviewed on 25 Nov, 2025

Miiro Templeton Garden

Miiro Templeton Garden

4 out of 5
London City Centre
Save 100% on your flight
Price was S$4,300, price is now S$2,583 per person
S$2,583
per person
14 Jun - 22 Jun
found 16 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.6/10 Exceptional! (481 reviews)
Spacious comfortable rooms, nice variety at breakfast and wonderful staff!

Reviewed on 8 Apr, 2026

Cleveland Residences Russell Square

Cleveland Residences Russell Square

3 out of 5
London City Centre
Save 100% on your flight
Price was S$3,549, price is now S$2,248 per person
S$2,248
per person
20 May - 29 May
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.2/10 Wonderful! (138 reviews)
Down the side of the bed was a lot of dirt & some ants. Shower door wouldnt close. But apart from those things it was good - everything we needed .

Reviewed on 9 Apr, 2026

Cleveland Residences Bloomsbury

Cleveland Residences Bloomsbury

3 out of 5
London City Centre
Save 100% on your flight
Price was S$3,452, price is now S$2,197 per person
S$2,197
per person
14 Jun - 22 Jun
found 16 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.6/10 Exceptional! (125 reviews)
We stayed here as a family of three. The room was exactly what we needed, enough space, really well equipped, clean and comfortable. On the whole thoroughly impressed with this as a base for a stay in central London. Hope to book there again in the future.

Reviewed on 8 Apr, 2026

Top hotels in Windsor and Maidenhead

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$247 per night from 26 Apr to 27 Apr
S$247
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
We had a lovely stay and the team were all very friendly. The room was spacious and very clean, with a great shower, but the outlook was not great, and I feel that the view should be described at the booking or room description stage. The Brasserie evening meal was superb and we thoroughly enjoyed ...

Reviewed on 11 Apr, 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$92 per night from 26 Apr to 27 Apr
S$92
26 Apr - 27 Apr
includes taxes & fees
7.6/10 Good! (406 reviews)
The hotel looks nice from the outside but when you go in into your room carpet had stains, bathroom smelled awful, the pictures they showed on the rooms when you booked don't look nothing like when you see it on person. Staff its nice but the rooms are not .old dirty and creepy. The only nice thing ...

Reviewed on 10 Apr, 2026

Harte and Garter
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$153 per night from 24 Apr to 25 Apr
S$153
24 Apr - 25 Apr
includes taxes & fees
8/10 Very Good! (1,006 reviews)
Just home from the most amazing five days here. The hotel is spotless and the staff all smiles,. My grandkids loved the warm swimming pool, the outdoor gym and the playground. The grounds are wonderful kept, full of mature trees, a war memorial and a pretty fountain. And that's before you get to ...

Reviewed on 10 Apr, 2026

De Vere Beaumont Estate
See all 536 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$1,460. 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.