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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Browse Select Winsor B&B

Royal Swan Ashley Manor
Front of property

Royal Swan Ashley Manor

3.5 star property
9.0 out of 10, Wonderful, (62)
"Perfect for visiting family locally. Very friendly staff and nice comfy rooms. "
The price is £61
includes taxes & fees
4 May - 5 May
Royal Swan Ashley Manor
Sarum College
Double Room, Ensuite (With View) | View from room

Sarum College

2.5 star property
8.8 out of 10, Excellent, (683)
"Staff very helpful and polite, excellent location to the city, and Cathedral "
The price is £102
includes taxes & fees
13 May - 14 May
Sarum College
Caboose
Twin Room, Ensuite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds

Caboose

4.0 star property
9.6 out of 10, Exceptional, (302)
"Comfortable beds clean and staff friendly and helpful. "
The price is £84
includes taxes & fees
5 May - 6 May
Caboose
Derby Manor
Exterior

Derby Manor

4.0 star property
9.2 out of 10, Wonderful, (597)
"2nd time at this hotel never ceases toimpress great staff like home from home the welcome is like meeting old friends "
The price is £99
includes taxes & fees
5 May - 6 May
Derby Manor
The Bosun's Chair
Exterior

The Bosun's Chair

4.0 star property
9.4 out of 10, Exceptional, (37)
"Great room, close to the centre of town, really friendly staff, amazing breakfast!"
The price is £131
includes taxes & fees
21 May - 22 May
The Bosun's Chair
St John's Croft
Large Double or Twin Room | View from room

St John's Croft

4.0 star property
9.6 out of 10, Exceptional, (310)
"The hosts were very welcoming and accommodating. We enjoyed the gardens, the interior décor, the breakfast and the convenient location of the house."
The price is £145
includes taxes & fees
1 May - 2 May
St John's Croft
The Walhampton Arms
Exterior

The Walhampton Arms

3.0 star property
9.0 out of 10, Wonderful, (166)
"We had a lovely stay with our two large dogs who were also very well looked after and catered for by the lovely landlords. Modern rooms, perfect size. Good walking distance of Lymington. We will definitely stay again thank you! "
The price is £92
includes taxes & fees
5 May - 6 May
The Walhampton Arms
Boscombe Spa Hotel
Beach

Boscombe Spa Hotel

3.0 star property
8.2 out of 10, Very good, (201)
"The area behind Boscombe Spa Hotel toward the shopping centre has rough patches. However, Raj and his wife, inside the hotel, did an amazing job and were extremely helpful throughout. Totally recommended!!"
The price is £52
includes taxes & fees
5 May - 6 May
Boscombe Spa Hotel
The Prince Consort
Comfort Double Room, Ensuite | WiFi

The Prince Consort

3.0 star property
8.8 out of 10, Excellent, (153)
"Food extremely good and staff friendly and very helpful"
The price is £86
includes taxes & fees
1 May - 2 May
The Prince Consort
The Filly Inn
WiFi

The Filly Inn

3.0 star property
9.2 out of 10, Wonderful, (88)
"Lovely location, high quality rooms, food is superb."
The price is £118
includes taxes & fees
6 May - 7 May
The Filly Inn
The Fox
Free daily full breakfast

The Fox

4.0 star property
10.0 out of 10, Exceptional, (148)
"We had a wonderful stay. The food was very good and the staff were exceptional. The room and bed was very comfortable. We would stay there again and would highly recommend The Fox"
The price is £95
includes taxes & fees
1 May - 2 May
The Fox
The Palmerston Rooms
Property entrance

The Palmerston Rooms

3.5 star property
9.8 out of 10, Exceptional, (146)
"Great hosts and wonderfully clean rooms. Great location in the heart of the town. "
The price is £105
includes taxes & fees
6 May - 7 May
The Palmerston Rooms
The Duke on The Test
Exterior

The Duke on The Test

5.0 star property
9.6 out of 10, Exceptional, (92)
"We had a wonderful stay. The staff were friendly, the room was clean and tidy. The bar and food was exceptional. Highly recommend to anyone looking to stay "
The price is £82
includes taxes & fees
4 May - 5 May
The Duke on The Test
Dog & Crook Braishfield
Exterior

Dog & Crook Braishfield

3.5 star property
8.6 out of 10, Excellent, (68)
"My ‘go to’ when having to stay for work."
The price is £75
includes taxes & fees
1 May - 2 May
Dog & Crook Braishfield
Le Chateau
Garden

Le Chateau

3.5 star property
9.4 out of 10, Exceptional, (137)
"Great location, staff, and food, and excellent value for money room. "
The price is £113
includes taxes & fees
6 May - 7 May
Le Chateau
Otters' Green B&B
Property grounds

Otters' Green B&B

3.0 star property
9.4 out of 10, Exceptional, (129)
"It was a brilliant and friendly place place that offered everything you could ask for a more.i can't fault this property in any way and will be staying there again 100% So far the best B&B we have ever stayed in by far..😁"
The price is £77
includes taxes & fees
4 May - 5 May
Otters' Green B&B
Newport Quay Bed and Breakfast
Superior Triple Room | In-room safe, desk, blackout curtains, iron/ironing board

Newport Quay Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (69)
"Very welcoming and incredibly clean. Host was polite and very accommodating. Definitely recommend and would stay here again"
Newport Quay Bed and Breakfast
The Highdown Inn
Exterior

The Highdown Inn

3.0 star property
8.6 out of 10, Excellent, (135)
"amazing service. fabulous room and an amazing breakfast."
The price is £130
includes taxes & fees
1 May - 2 May
The Highdown Inn
Richmond Lane Guest House
Property grounds

Richmond Lane Guest House

4.0 star property
9.4 out of 10, Exceptional, (22)
"Very lovely comfortable place Tea etc in room and everything you need Would definitely stay again Very good "
The price is £83
includes taxes & fees
1 May - 2 May
Richmond Lane Guest House
Petherton Cottage Studios
Superior Studio | In-room dining

Petherton Cottage Studios

4.0 star property
9.8 out of 10, Exceptional, (124)
"A lovely stay at Petherton Cottage. It was immaculate and a perfect size for a small family. Great location with lots of things to do nearby! "
The price is £88
includes taxes & fees
1 May - 2 May
Petherton Cottage Studios
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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Other property types in Winsor

room2 Southampton Hometel
Front of property

room2 Southampton Hometel

4.0 star property
9.6 out of 10, Exceptional, (976)
"Great hospitality"
The price is £109
includes taxes & fees
18 May - 19 May
room2 Southampton Hometel
Charming 2-bed Apartment in Christchurch
Apartment | Private kitchen | Fridge, microwave, oven, stovetop

Charming 2-bed Apartment in Christchurch

4.0 star property
6.0 out of 10, (2)
"Front door handle was hanging off upon arrival Kitchen and dining table dirty Bath room light flickered dangerous on and off Front door lock to the block of flats was apparently broken so ended up locked out one evening. Hob ignitor broken No plug for the bath – this was important to us as we had our toddler staying with us and showers are very tricky! Telly remote didn’t work – we went to get batteries No live TV – difficult when we wanted to watch the Olympics The chest of draws were...
Charming 2-bed Apartment in Christchurch
Chelsea Hotel
Quadruple Room, Ensuite | Blackout curtains, travel cot, free WiFi, bed sheets

Chelsea Hotel

3.0 star property
9.2 out of 10, Wonderful, (77)
"Overall a good place to stay."
The price is £80
includes taxes & fees
1 May - 2 May
Chelsea Hotel
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

Searching for B&Bs in Winsor?
If you’re looking for some accommodation with fewer rooms than the traditional hotel and a more personalised environment, a bed and breakfast might be the perfect option for your getaway to Winsor. If you’re interested in discovering some top attractions, Southampton Cruise Terminal and Paultons Family Theme Park - Home of Peppa Pig World are worth a visit.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to meet other guests and of course a scrumptious breakfast, B&Bs all have a truly one-of-a-kind setting.
What are the best B&Bs in Winsor?
Below are some B&Bs in the surrounding area: Royal Swan Ashley Manor: 10 rooms. 15.3 mi (24.7 km) from the heart of Winsor. Caboose: 8 rooms. 14.8 mi (23.8 km) from the city centre. Sarum College: 14.3 mi (23 km) from the city centre. Enjoy the library and bar/lounge. The Bosun’s Chair: 8 rooms. Located 11.5 mi (18.6 km) from the core of Winsor. Enjoy the on-site dining and bar/lounge.
When should I stay at a B&B in Winsor?
When you’re dreaming of a stay in Winsor, year-round temperatures and rainfall may be important factors to consider. 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 6°C. Average annual precipitation for Winsor is 808 mm.
What is there to do in Winsor?
Spend some time exploring New Forest National Park and Mayflower Park if you’re hoping to see some of the area’s natural features. You should put Paultons Family Theme Park - Home of Peppa Pig World and New Forest Wildlife Park on your list if you want to see more of the area.
How can I get to and around Winsor?
You can map out your trip in and around Winsor ahead of time with these transportation options. Fly into Southampton (SOU), which is located 8.5 mi (13.6 km) away. You can also search for flights into Bournemouth (BOH-Bournemouth Intl.), which is 16.1 mi (25.8 km) away. If you’d like to explore around the area, you may want a rental car for your journey.