Find Luxury Hotels in Windsor

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Luxury Hotels in Windsor

Castle Hotel Windsor
Terrace/patio
Castle Hotel Windsor
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Alot of noise from a generator. It is an older building and we coukd hear everthing from the room above "
The price is S$195
includes taxes & fees
22 Dec - 23 Dec
Castle Hotel Windsor
The George Inn
Restaurant
The George Inn
3.0 star property
8.8 out of 10, Excellent, (288)
"I had a very pleasant stay there and the staff were very helpful. The slightly annoying thing was the bulb for the bedside lamp needed replacing and the room was very cramped. I probably won't stay the night there again but will consider having a drink and a meal there if I'm in the area."
The price is S$204
includes taxes & fees
30 Nov - 1 Dec
The George Inn
Macdonald Windsor Hotel
View from room
Macdonald Windsor Hotel
4.0 star property
8.8 out of 10, Excellent, (1000)
"Superb"
The price is S$243
includes taxes & fees
24 Nov - 25 Nov
Macdonald Windsor Hotel
Sir Christopher Wren Hotel
Terrace/patio
Sir Christopher Wren Hotel
4.0 star property
8.8 out of 10, Excellent, (1000)
"We absolutely loved the hotel the staff the food the service was amazing "
The price is S$232
includes taxes & fees
22 Dec - 23 Dec
Sir Christopher Wren Hotel
De Vere Beaumont Estate
Bar (on property)
De Vere Beaumont Estate
4.0 star property
7.6 out of 10, Good, (989)
"Great stay for one night. Comfy bed, clean bathroom, delicious breakfast with lots of choice. Would stay again. "
The price is S$153
includes taxes & fees
24 Nov - 25 Nov
De Vere Beaumont Estate
The Winning Post
Exterior
The Winning Post
4.0 star property
9.2 out of 10, Wonderful, (214)
"The staff were amazing from start to finish of our stay , the food was cooked to the highest standard and served by the most friendliest of waitresses . Will definitely be staying here again , many thanks to all at the winning post ."
The price is S$126
includes taxes & fees
25 Nov - 26 Nov
The Winning Post
The Prince Albert
Front of property
The Prince Albert
3.0 star property
8.2 out of 10, Very good, (296)
"Arrived at 2 PM checked in left straight away for family occasion. Back very late and left 10 am Sunday so never really experienced the pub. The rooms were very clean. Beds very comfortable. "
The Prince Albert
The Crown And Cushion
Bar (on property)
The Crown And Cushion
3.0 star property
9.2 out of 10, Wonderful, (1001)
"We had a lovely stay at the Crown & Cushion. All of the staff were very helpful and friendly. Evening meals and breakfast were great. Our room was very comfortable, although one of the walls could do with some tlc, but in a 500+yr old building you've got to expect some wear and tear and quirks. The landing floor was wonky and floorboards above us were creaky, but if you use the earplugs provided this isn't a problem. Great location for exploring Windsor. Literally a few steps from the front door...
The price is S$159
includes taxes & fees
2 Dec - 3 Dec
The Crown And Cushion
Bluebell House
Terrace/patio
Bluebell House
4.0 star property
8.8 out of 10, Excellent, (77)
"One of the best properties I've stayed in, very cosy, with privacy. Clean and welcoming interior with a great bed to sleep on! "
Bluebell House
Charles House
Individually decorated, individually furnished, iron/ironing board
Charles House
4.0 star property
8.4 out of 10, Very good, (65)
"No fuss entry system for main door and room. Come and go as you pleased, very large lovely room no hassle."
Charles House
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.
Don't see what you're looking for?
See all available properties in Windsor
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Windsor?
Known for its restaurants and bars, Windsor also has some interesting things to see and do including LEGOLAND® Windsor, so you may want to take in the local sights during your visit.
What's the best high-end hotel in Windsor?
Gilbey’s Bar & Restaurant is a luxury B&B with a terrace and a bar, and it’s a popular choice for Expedia travellers looking for an elegant place to stay.
How many luxury hotels will I be able to find in Windsor?
Lie in the lap of luxury during your getaway to Windsor in one of Expedia’s 10 luxury hotels.
When can I expect good weather in Windsor?
Planning for the weather is a good way to make your trip to Windsor relaxing and enjoyable, especially when you’re splurging. The hottest months are usually July and August, with an average temperature of 16°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Windsor is 695 mm.
What's there to see and do in Windsor?
When you’re in Windsor, enjoy exploring the sights and attractions here including LEGOLAND® Windsor, Theatre Royal and St. Georges Chapel. If you have extra time while you’re in the area, you might want to stop by Windsor Racecourse and Frogmore House.
How can I get around Windsor?
It’s easier to get around town comfortably when you know your options. To explore the surrounding area, ride one of the trains from Windsor & Eton Central Station or Windsor & Eton Riverside Station.