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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Winsor bed & breakfast

Comfort Double Room, Ensuite | 1 bedroom, WiFi
The Prince Consort

The Prince Consort

The Prince Consort
3.0 star property
Southampton
8.6 out of 10, Excellent, (177)
"Very convenient for boarding cruise ships, enjoyed our stay and had a lovely breakfast before checking out."
United Kingdom
Denise
The price is ฿3,039
฿3,647 total
includes taxes & fees
15 Dec - 16 Dec
The Prince Consort
Free daily full breakfast
The Fox

The Fox

The Fox
4.0 star property
Winchester
10.0 out of 10, Exceptional, (174)
"Fabulous room, restaurant and location. If it’s available book it. The Fox team is the best. "
Canada
Debbie
The price is ฿4,113
฿4,935 total
includes taxes & fees
22 Dec - 23 Dec
The Fox
Terrace/patio
Weston Manor Bed and Breakfast

Weston Manor Bed and Breakfast

Weston Manor Bed and Breakfast
3.0 star property
Totland Bay
9.4 out of 10, Exceptional, (48)
"A nice place to stay overnight, clean and comfortable."
United Kingdom
Debbie
The price is ฿3,224
฿3,868 total
includes taxes & fees
4 Jan - 5 Jan 2026
Weston Manor Bed and Breakfast
Terrace/patio
The Duke on The Test

The Duke on The Test

The Duke on The Test
5.0 star property
Romsey
9.6 out of 10, Exceptional, (120)
"Really great place "
Canada
Andrew
The Duke on The Test
Property grounds
Richmond Lane Guest House

Richmond Lane Guest House

Richmond Lane Guest House
4.0 star property
Romsey
9.6 out of 10, Exceptional, (33)
"Beautiful property, hostess and her son were very friendly and helpful, buffet breakfast was lovely."
United Kingdom
Gary
The price is ฿3,051
฿3,051 total
includes taxes & fees
15 Dec - 16 Dec
Richmond Lane Guest House
Basic Room, 1 Double Bed | Free WiFi, bed sheets
Moorhill House Hotel

Moorhill House Hotel

Moorhill House Hotel
3.0 star property
Ringwood
10.0 out of 10, Exceptional, (2)
"Recently refurbished so that was nice . We thought all the staff were really friendly and professional to both humans and dogs . It was nice that the team at the hotel all pulled together , conversed with the guests and looked good in their uniforms. We have no qualms about saying Book ! you will love it - its a very welcoming place in the middle of the forest. "
United Kingdom
Alan
The price is ฿3,178
฿3,814 total
includes taxes & fees
14 Dec - 15 Dec
Moorhill House Hotel
Twin Room, Ensuite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds
Caboose

Caboose

Caboose
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (381)
"Room was very comfortable and all the staff were really helpful and friendly. A really good breakfast served in the morning which added to an enjoyable stay"
United Kingdom
Jacqueline
Caboose
Front of property
Royal Swan Ashley Manor

Royal Swan Ashley Manor

Royal Swan Ashley Manor
3.5 star property
Southampton
9.0 out of 10, Wonderful, (157)
"Excellent staff very attentive, great breakfast, very nice stay highly recommend. "
United Kingdom
Kevin
The price is ฿2,159
฿2,591 total
includes taxes & fees
15 Dec - 16 Dec
Royal Swan Ashley Manor
Property entrance
The Palmerston Rooms

The Palmerston Rooms

The Palmerston Rooms
3.5 star property
Romsey
9.8 out of 10, Exceptional, (177)
"Fantastic place! Room was clean, big and comfortable. Hosts were great. Breakfast was fantastic and nicely located on a nice high street. "
United Kingdom
Gareth
The price is ฿3,461
฿4,153 total
includes taxes & fees
15 Dec - 16 Dec
The Palmerston Rooms
Exterior
Petherton Cottage Studios

Petherton Cottage Studios

Petherton Cottage Studios
4.0 star property
Ringwood
9.6 out of 10, Exceptional, (129)
"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! "
United Kingdom
Amy
The price is ฿3,263
฿3,263 total
includes taxes & fees
14 Dec - 15 Dec
Petherton Cottage Studios
Restaurant
The Heather's Bed and Breakfast

The Heather's Bed and Breakfast

The Heather's Bed and Breakfast
3.0 star property
Christchurch
10.0 out of 10, Exceptional, (11)
"we stayed last weekend at Heathers and was made very welcome. There was a fantastic choice of breakfast with really fresh ingredients"
United Kingdom
julia
The price is ฿3,188
฿3,826 total
includes taxes & fees
31 Dec - 1 Jan 2026
The Heather's Bed and Breakfast
Exterior
The Kings Head

The Kings Head

The Kings Head
3.0 star property
Salisbury
9.6 out of 10, Exceptional, (29)
"Nice location with bedrooms off the main road."
United Kingdom
Ian
The price is ฿4,591
฿5,509 total
includes taxes & fees
13 Dec - 14 Dec
The Kings Head
Large Double or Twin Room | View from room
St John's Croft

St John's Croft

St John's Croft
4.0 star property
Winchester
9.6 out of 10, Exceptional, (341)
"Fresh breakfast, lovely hosts and fabulous big rooms."
United Kingdom
Kim
The price is ฿4,697
฿5,636 total
includes taxes & fees
12 Jan - 13 Jan 2026
St John's Croft
Exterior
Vinegar Hill Pottery B & B

Vinegar Hill Pottery B & B

Vinegar Hill Pottery B & B
3.0 star property
Lymington
9.2 out of 10, Wonderful, (44)
"We stayed in the Gypsy Caravan - it was definitely a unique experience and highly recommended for those with a spirit of adventure. Vinegar Hill pottery is a great place to visit with excellent hosts. Thanks for a great stay"
United Kingdom
Malcolm
Vinegar Hill Pottery B & B
Double Room, Ensuite (With View) | View from room
Sarum College

Sarum College

Sarum College
2.5 star property
Salisbury
8.8 out of 10, Excellent, (766)
"It was a pleasure staying at the college and I enjoyed having it so close to the cathedral. Walking into the town was very easy and enjoyable as well. I will definitely come back to stay here!"
United States
Bernard
The price is ฿4,061
฿4,874 total
includes taxes & fees
14 Dec - 15 Dec
Sarum College
Seasonal outdoor pool
Cedar House Boutique B&B

Cedar House Boutique B&B

Cedar House Boutique B&B
5.0 star property
Christchurch
8.6 out of 10, Excellent, (78)
"The owner and staff were incredibly lovely and accommodating, especially as we needed an early check-in to prepare for our wedding that day. They went above and beyond to ensure everything was seamless for us. The stunning interior decor and the delicious breakfast truly added to our special day. Being just down the road from our wedding venue in Sopley, it was the perfect location. Thank you so much for helping to make our wedding day so perfect!"
United Kingdom
Claire
The price is ฿3,355
฿4,026 total
includes taxes & fees
15 Dec - 16 Dec
Cedar House Boutique B&B
Twin Room, Private Bathroom (Compact Room) | 1 bedroom
31 Queens Road

31 Queens Road

31 Queens Road
3.5 star property
Winchester
9.0 out of 10, Wonderful, (220)
"Excellent value for money. Clean and secure. "
United Kingdom
Josephine
The price is ฿2,825
฿3,390 total
includes taxes & fees
12 Jan - 13 Jan 2026
31 Queens Road
Exterior
The Bosun's Chair

The Bosun's Chair

The Bosun's Chair
4.0 star property
Lymington
9.4 out of 10, Exceptional, (79)
"Location Clean very comfortable bed and linen towels lovely staff and a fabulous breakfast Thankyou "
United Kingdom
Diane
The price is ฿3,885
฿4,662 total
includes taxes & fees
14 Dec - 15 Dec
The Bosun's Chair
Triple Room | View from room
Thorps Farm Bed and Breakfast

Thorps Farm Bed and Breakfast

Thorps Farm Bed and Breakfast
3.0 star property
Fordingbridge
9.8 out of 10, Exceptional, (96)
"Very comfortable, clean & warm . Friendly staff and flexible with dietary needs! Very peaceful and relaxing stay."
United Kingdom
Michelle
The price is ฿4,238
฿4,238 total
includes taxes & fees
15 Dec - 16 Dec
Thorps Farm Bed and Breakfast
Bar (on property)
Watersedge Guest House

Watersedge Guest House

Watersedge Guest House
3.0 star property
New Milton
9.6 out of 10, Exceptional, (94)
"Home from home. Very clean and homely atmosphere. "
United Kingdom
Ian
The price is ฿5,297
฿6,357 total
includes taxes & fees
13 Dec - 14 Dec
Watersedge Guest 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.
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Top Winsor Hotel Reviews

New Place

New Place

10/10 Excellent
"Very dog friendly"
Nanette 1-night trip
Posted 5 hours ago
New Place

Find out more about Winsor

Winsor B&B information

Number of reviews
3,145
Accommodation
78 B&B
Lowest Price
฿2,591
Highest Price
฿6,357

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 New Forest National Park 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. 15.4 mi (24.7 km) from the heart of Winsor. Caboose: 8 rooms. 14.8 mi (23.8 km) from the city centre. Enjoy the free full breakfast and bar/lounge. The Prince Consort: 7 rooms. Situated 9.5 mi (15.2 km) from the heart of Winsor. Enjoy the patio area and bar/lounge. The Duke on The Test: 12 rooms. 6 mi (9.6 km) from the city centre. Enjoy the designer toiletries and fireplace in reception.
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.
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 (13.7 km) away. You can also search for flights into Bournemouth (BOH-Bournemouth Intl.), which is 16 mi (25.8 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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