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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Browse Select Winsor Guest Houses

Our top choices for Winsor guest houses

Pebbles Guest house
Exterior

Pebbles Guest house

2.0 star property
5.8 out of 10, (248)
"Once into room with pass number no staff, everything was fine. Reasonable quiet and convenient for shopping and bars..."
The price is £43
includes taxes & fees
31 Aug - 1 Sept
Pebbles Guest house
Orange Grove Hotel & Gardens
Exterior

Orange Grove Hotel & Gardens

3.5 star property
8.4 out of 10, Very good, (293)
"Beautiful house and grounds "
The price is £96
includes taxes & fees
7 Sept - 8 Sept
Orange Grove Hotel & Gardens
Hunters Lodge
Double Room | 1 bedroom, desk, laptop workspace, soundproofing

Hunters Lodge

3.5 star property
8.2 out of 10, Very good, (231)
"Have stayed here a few times in the past so knew inwould get a good stay. On thia occasion, i was disappointed with the stay as the room i was assigned didnt have a bath mat, but a paper aborbent towel which reminded me of a puppy training pad. The room itself was comfortable and had good storage. The staff were friendly and helpful."
The price is £70
includes taxes & fees
31 Aug - 1 Sept
Hunters Lodge
Victoria Lodge Guest House
Reception

Victoria Lodge Guest House

2.0 star property
9.6 out of 10, Exceptional, (7)
"I loved my stay and will stay again"
The price is £91
includes taxes & fees
25 Sept - 26 Sept
Victoria Lodge Guest House
Sentry Mead
Property grounds

Sentry Mead

3.5 star property
9.8 out of 10, Exceptional, (90)
"Made extremely welcome by all staff, hotel really clean and beautifully decorated. Room spacious and comfortable with excellent showers. Breakfast was superb and served perfectly. Place had a lovely air of calm and cannot wait to return "
The price is £150
includes taxes & fees
29 Aug - 30 Aug
Sentry Mead
Jireh House
Terrace/patio

Jireh House

3.5 star property
8.6 out of 10, Excellent, (78)
"We greatly enjoyed our stay at Jireh House. The hosts were welcoming and very helpful. The full English breakfast at Jireh House provided a good start into the day. We had a wonderful time on the Isle of Wight."
The price is £99
includes taxes & fees
29 Aug - 30 Aug
Jireh House
The Ravensbourne Hotel
Exterior

The Ravensbourne Hotel

2.5 star property
9.0 out of 10, Wonderful, (166)
"Superb! "
The price is £66
includes taxes & fees
29 Aug - 30 Aug
The Ravensbourne Hotel
Landguard Lodge
Exterior

Landguard Lodge

3.0 star property
9.4 out of 10, Exceptional, (127)
"Great location, quiet and clean "
The price is £85
includes taxes & fees
31 Aug - 1 Sept
Landguard Lodge
Pebble Beach
Superior Suite, Ensuite, Sea View (Bath/Shower) | Garden

Pebble Beach

5.0 star property
8.8 out of 10, Excellent, (467)
"Lovely place, great staff, lovely food and a gorgeous position and view!"
The price is £102
includes taxes & fees
31 Aug - 1 Sept
Pebble Beach
Qudos
Front of property

Qudos

4.0 star property
9.0 out of 10, Wonderful, (296)
"It’s location is near the center of the city, very convenient for the sightseeing. There is a nice pub in the groundfloor and there we drunk nice beer and enjoyed wonderful dinner. The staffs are very kind."
The price is £87
includes taxes & fees
31 Aug - 1 Sept
Qudos
Highfield Coach House
Deluxe Double Room, Ensuite | 1 bedroom

Highfield Coach House

2.0 star property
10.0 out of 10, Exceptional, (74)
"Very comfortable, very clean and great host."
The price is £96
includes taxes & fees
31 Aug - 1 Sept
Highfield Coach House
Balincourt Guest House
Dining

Balincourt Guest House

5.0 star property
9.2 out of 10, Wonderful, (277)
"Fantastic stay"
The price is £110
includes taxes & fees
1 Sept - 2 Sept
Balincourt Guest House
Pebbles Guest House room 16
Double Room | 1 bedroom, free WiFi

Pebbles Guest House room 16

2.0 star property
4.0 out of 10, (3)
"On arrival no staff just a pin number sent to access room. On entering i sat on mattress and nearly fell through as its so thin and missing so many springs plus springs went straight into bottom. The tiny light on wall had no bulb in and was rusty and dirty. Room was dirty no wonder it was £30 for a night"
The price is £35
includes taxes & fees
5 Sept - 6 Sept
Pebbles Guest House room 16
STANWELL HOUSE
Front of property

STANWELL HOUSE

4.0 star property
9.2 out of 10, Wonderful, (53)
"Beautifull place very good service "
The price is £230
includes taxes & fees
15 Sept - 16 Sept
STANWELL HOUSE
Dog & Crook Braishfield
Exterior

Dog & Crook Braishfield

3.5 star property
8.8 out of 10, Excellent, (73)
"My ‘go to’ when having to stay for work."
The price is £100
includes taxes & fees
31 Aug - 1 Sept
Dog & Crook Braishfield
The Ashleigh - Dog Friendly
Individually decorated, individually furnished, iron/ironing board

The Ashleigh - Dog Friendly

4.0 star property
8.6 out of 10, Excellent, (221)
"It was amazing to stay at a lovely and friendly and very clean hotel i would recommend this hotel to anyone and I would go back "
The price is £62
includes taxes & fees
31 Aug - 1 Sept
The Ashleigh - Dog Friendly
Denewood Hotel - Guest Accomodation
Breakfast area

Denewood Hotel - Guest Accomodation

3.0 star property
8.8 out of 10, Excellent, (296)
"Very nice dog friendly hotel prices are good also owners are very friendly & kind. Would recommend a stay."
The price is £67
includes taxes & fees
2 Sept - 3 Sept
Denewood Hotel - Guest Accomodation
Cosy Bee
Beach

Cosy Bee

2.0 star property
9.2 out of 10, Wonderful, (12)
"Clean and cozy."
Cosy Bee
Shirley House 2 Guest House Self Catering by Southampton General Hospital
Standard Double Room | 1 bedroom, iron/ironing board, free WiFi, bed sheets

Shirley House 2 Guest House Self Catering by Southampton General Hospital

2.5 star property
7.4 out of 10, Good, (33)
"Perfect to stay for a single or couple "
The price is £62
includes taxes & fees
31 Aug - 1 Sept
Shirley House 2 Guest House Self Catering by Southampton General Hospital
The Old House Guesthouse
Family Room | 1 bedroom, individually decorated, individually furnished, free WiFi

The Old House Guesthouse

3.0 star property
9.8 out of 10, Exceptional, (82)
"Very homely , fantastically run. Fantastic breakfast. Great stay. Fully recommmended."
The price is £118
includes taxes & fees
25 Sept - 26 Sept
The Old House Guesthouse
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.
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Top Winsor Hotel Reviews

Find out more about Winsor

Find out more about Winsor

Winsor Guest Houses information

Number of reviews
1,727
Accommodation
102 Guest Houses
Lowest Price
£35
Highest Price
£230

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Explore a world of travel with Expedia

Frequently asked questions

What is the nightly rate for a guest house in Winsor?
Rates for Winsor guest houses vary, but travelers can find great-value prices from £35 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Winsor guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Winsor guest house and a B&B?
A guest house in Winsor is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.