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Compare 78 B&B in Winsor with updated reviews, rates, and availability.

Sarum College
Exterior

Sarum College

2.5 star property
8.6 out of 10, Excellent, (658)
"Cosy, convenient, quiet. In the beauty of the cathedral close and right in the centre of town. My room was spotless, lovely and warm with a cute little toilet and shower and towels. Staff were super helpful ahead of time and with check in. "
The price is SAR 369
SAR 443 total
includes taxes & fees
4 Jan - 5 January 2025
Sarum College
Caboose
Room

Caboose

4.0 star property
9.6 out of 10, Exceptional, (269)
"Nice room and comfortable."
The price is SAR 338
SAR 405 total
includes taxes & fees
1 Jan - 2 January 2025
Caboose
Westgate Winchester
Room

Westgate Winchester

4.0 star property
8.2 out of 10, Very Good, (241)
"We had a lovely stay at The Westgate, lovely big room, bed was super comfy and it’s in a great location for visiting Winchester and its shops, cathedral and lovely Christmas markets! Breakfast was excellent and staff were always helpful. Wonderful stay."
Westgate Winchester
Royal Swan Ashley Manor
Room

Royal Swan Ashley Manor

3.5 star property
8.8 out of 10, Excellent, (54)
"Secluded"
The price is SAR 226
SAR 271 total
includes taxes & fees
17 Jan - 18 January 2025
Royal Swan Ashley Manor
The George Inn Middle Wallop
Exterior

The George Inn Middle Wallop

2.5 star property
8.2 out of 10, Very Good, (70)
"Welcome and check in fine, evening meal and ales good. Rooms very well presented, warm and comfortable. Rather noisy until pub below closed, then peaceful. Pre-ordering breakfast the night before a little unusual and limited time of 0800-0900 not great for a Sunday morning. Full English breakfast decent, rather casually presented, luke warm tea, no toast? cereals etc not stocked and yoghurts out of date, so not tried. I didn't complain"
The price is SAR 250
SAR 300 total
includes taxes & fees
13 Jan - 14 January 2025
The George Inn Middle Wallop
St John's Croft
Front of property

St John's Croft

4.0 star property
9.6 out of 10, Exceptional, (299)
"Great host. Property close to the centre of Winchester. "
The price is SAR 522
SAR 627 total
includes taxes & fees
6 Jan - 7 January 2025
St John's Croft
Dog & Crook Braishfield
Exterior

Dog & Crook Braishfield

3.5 star property
8.6 out of 10, Excellent, (64)
"Had a lovely stay, despite the stormy weather. Service was great.Breakfast was delicious with extra shots of espresso. Only downside was squeaky floors in the hallway. It sounded like some one was walking in the room ."
The price is SAR 255
SAR 306 total
includes taxes & fees
3 Jan - 4 January 2025
Dog & Crook Braishfield
Boscombe Spa Hotel
Miscellaneous

Boscombe Spa Hotel

3.0 star property
8.2 out of 10, Very Good, (183)
"Good pleasant owner Room was small although I had booked the best room"
The price is SAR 212
SAR 255 total
includes taxes & fees
3 Jan - 4 January 2025
Boscombe Spa Hotel
The Duke on The Test
Front of property

The Duke on The Test

4.0 star property
9.6 out of 10, Exceptional, (77)
"Always excellent. Safe off road parking. Staff and quality of the place is amazing "
The price is SAR 271
SAR 325 total
includes taxes & fees
5 Jan - 6 January 2025
The Duke on The Test
The Bosun's Chair
Exterior

The Bosun's Chair

4.0 star property
9.4 out of 10, Exceptional, (26)
"Second stay here. Love the boujee rooms. Very comfortable would definitely recommend this place"
The price is SAR 609
SAR 731 total
includes taxes & fees
1 Jan - 2 January 2025
The Bosun's Chair
The Fox
Front of property

The Fox

4.0 star property
10.0 out of 10, Exceptional, (140)
"We absolutely loved The Fox. The room was so lovely with attention to detail, making it feel very luxurious. The food was delicious and we loved the breakfast. The staff were fabulous and made us feel very welcome. "
The price is SAR 389
SAR 467 total
includes taxes & fees
8 Jan - 9 January 2025
The Fox
The Bucks Head
Interior

The Bucks Head

2.5 star property
9.4 out of 10, Exceptional, (30)
"This was a lovely country pub in a lovely area. It was easily accessible. The room was a good size for a twin and the staff were very friendly. Great for a cosy last minute stay. "
The price is SAR 424
SAR 509 total
includes taxes & fees
7 Jan - 8 January 2025
The Bucks Head
The Prince Consort
Room

The Prince Consort

3.0 star property
8.8 out of 10, Excellent, (148)
"Nice stay at Prince Consort again, (our 3rd stay!) nice comfortable room, lovely breakfast, friendly service. Great evening meal in the pub too. "
The price is SAR 322
SAR 386 total
includes taxes & fees
2 Jan - 3 January 2025
The Prince Consort
24 Ward Avenue
View from property

24 Ward Avenue

3.0 star property
9.6 out of 10, Exceptional, (50)
"From arrival to departure Jonathan, Melissa and Magnus (The Dog) were the most wonderful hosts. We stayed in the Fat Badger Hut which was absolutely stunning, the bed was the cosiest thing ever and the room was well decorated. Breakfast was delicious and filling. The little things including the beautifully lit garden with fairy lights and water features plus our hosts hospitality was unquestionably outstanding. This was a truly perfect staycation. We will definitely be going back. "
The price is SAR 375
SAR 450 total
includes taxes & fees
1 Jan - 2 January 2025
24 Ward Avenue
The Walhampton Arms
Exterior

The Walhampton Arms

3.0 star property
9.0 out of 10, Wonderful, (157)
"We had a very nice stay everything was great "
The price is SAR 350
SAR 420 total
includes taxes & fees
2 Jan - 3 January 2025
The Walhampton Arms
Amarillo
Room

Amarillo

4.0 star property
9.8 out of 10, Exceptional, (293)
"Stayed here for 2 nights. Nice location, room beautifully presented, very quiet. "
The price is SAR 330
SAR 330 total
includes taxes & fees
14 Jan - 15 January 2025
Amarillo
Grosvenor Lodge Guest House
Miscellaneous

Grosvenor Lodge Guest House

4.0 star property
9.2 out of 10, Wonderful, (268)
"great location! Cozy accommodation! "
The price is SAR 349
SAR 418 total
includes taxes & fees
2 Jan - 3 January 2025
Grosvenor Lodge Guest House
Griffin Hotel
Exterior

Griffin Hotel

2.0 star property
2.0 out of 10, (2)
"When we arrived at the Griffin, to our surprise, our reservation was canceled. Apparently, the Griffin had a water leak and were in the process of repairing the damage. They said that an email was sent to us canceling our reservations 2 days prior. We were on a cruise at the time and did not get this email because we had no service while on the cruise. It was a very unfortunate situation. We are from the USA and found out upon arrival in England that our cell phones were not working properly so...
Griffin Hotel
The swan inn
Exterior

The swan inn

3.0 star property
5.0 out of 10, (17)
"Very welcoming and good price Everything made easy Clean and nice atmosphere will use again In the future "
The swan inn
Avalon House B&B
Front of property

Avalon House B&B

3.5 star property
9.6 out of 10, Exceptional, (72)
"Yes odd that they have cups and no saucers in room and for breakfast. Also when we arrived the gentleman who opened the door wasn’t the most welcoming."
Avalon House B&B
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

Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
Front of cottage

Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig

9.4 out of 10, Exceptional, (115)
"My friends and I had a wonderful stay here. Beautiful garden, clean and comfortable interior, great spaces for socializing and cooking. Well equipped! Ample parking. Great position for exploring. Would love to come back again with my children as it has everything you need for little ones too. Thanks for a lovely stay."
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
room2 Southampton Hometel
Room

room2 Southampton Hometel

4.0 star property
9.6 out of 10, Exceptional, (921)
"Our third visit for an anniversary. We'll definitely be back. "
The price is SAR 310
SAR 372 total
includes taxes & fees
3 Jan - 4 January 2025
room2 Southampton Hometel
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
Courtyard with heated Pool and Jacuzzi

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

9.8 out of 10, Exceptional, (178)
"A great holiday was had by all. The property is fantastic, as were out hosts. Timo was great in sorting out any issues we had during our stay"
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
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?
Whether you’re on a family vacation and want a small, cozy place to stay, or you’re traveling solo and hoping to get some local recommendations, a B&B can be a good choice for many different types of travelers.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to socialize with other guests, and tasty breakfasts, B&Bs provide a truly one-of-a-kind environment.
What are the best B&Bs in Winsor?
Below are some B&Bs in the surrounding area: Sarum College: 14.3 mi (23 km) from the heart of Winsor. Enjoy the library and bar/lounge. Royal Swan Ashley Manor: 10 rooms. 15.3 mi (24.7 km) from the downtown core. Caboose: 8 rooms. 14.8 mi (23.8 km) from the heart of downtown.The Prince Consort: 7 rooms. Located 9.4 mi (15.2 km) from the core of Winsor. Enjoy the patio area and bar/lounge.
What's the best time of year to stay at a B&B in Winsor?
When you’re dreaming of a trip to Winsor, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 61°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Winsor is 32 inches.
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 might 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?
Mapping out your trip in and around Winsor is easy with these transportation options. Fly into Southampton (SOU), which is located 8.5 mi (13.6 km) from the heart of the city. Otherwise, you can search for flights to 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 to rent a car for your trip.