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Compare 77 B&B in Winsor with updated reviews, rates, and availability.

Royal Swan Ashley Manor
Room
Royal Swan Ashley Manor
3.5 star property
8.8 out of 10, Excellent, (53)
"Secluded"
The price is AED 229
AED 275 total
includes taxes & fees
22 Dec - 23 Dec
Royal Swan Ashley Manor
Sarum College
Exterior
Sarum College
2.5 star property
8.6 out of 10, Excellent, (653)
"Fabulous location and a really good breakfast and parking included."
The price is AED 381
AED 453 total
includes taxes & fees
27 Nov - 28 Nov
Sarum College
Boscombe Spa Hotel
Miscellaneous
Boscombe Spa Hotel
3.0 star property
8.2 out of 10, Very Good, (180)
"Lovely friendly hotel perfect for a nights stay short walk down to the beach and to the centre "
The price is AED 227
AED 266 total
includes taxes & fees
26 Nov - 27 Nov
Boscombe Spa Hotel
Caboose
Room
Caboose
4.0 star property
9.6 out of 10, Exceptional, (263)
"This is a 4-plus star hotel. Sure, it's simple and not your usual American hotel. But the owner showed us to our rooms, the rest of the staff was great, the room was clean and had THE BEST beds. Huge towels! We got cookie when we arrived and a fantastic breakfast. We highly recommend this hotel."
The price is AED 329
AED 385 total
includes taxes & fees
24 Nov - 25 Nov
Caboose
Westgate Winchester
Room
Westgate Winchester
4.0 star property
8.2 out of 10, Very Good, (237)
"The room was great, perfect for what I needed, really comfortable bed. The toiletries smelt amazing (I will probably hunt them down to purchase). Location for Winchester is also ideal. The only downside was breakfast I'm sure it would have been delicious but as I was needing to get to the office for 9am I was tight for time even if breakfast had been available at the advertised time of 8am but as there was a note on the stairs in the morning to say it was delayed (these things happen) I missed...
The price is AED 565
AED 670 total
includes taxes & fees
22 Dec - 23 Dec
Westgate Winchester
The Prince Consort
Room
The Prince Consort
3.0 star property
8.8 out of 10, Excellent, (145)
"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 AED 316
AED 379 total
includes taxes & fees
2 Dec - 3 Dec
The Prince Consort
Le Chateau
Exterior
Le Chateau
3.5 star property
9.4 out of 10, Exceptional, (132)
"Room was great, evening meal and continental breakfast was excellent, staff were amazing. 10/10"
The price is AED 453
AED 540 total
includes taxes & fees
26 Nov - 27 Nov
Le Chateau
St John's Croft
Front of property
St John's Croft
4.0 star property
9.6 out of 10, Exceptional, (295)
"Very friendly family run business. Lovely quirky place. Large comfortable room. Only one thing, would have been nice to have dressing gowns, as the bathroom was across the hallway. Other than that, a lovely stay, highly recommend. Thank you Dotty"
The price is AED 539
AED 631 total
includes taxes & fees
18 Dec - 19 Dec
St John's Croft
The Duke on The Test
Front of property
The Duke on The Test
4.0 star property
9.6 out of 10, Exceptional, (75)
"A very enjoyable stay made perfect by the excellent staff"
The price is AED 304
AED 364 total
includes taxes & fees
24 Nov - 25 Nov
The Duke on The Test
Cider Cottages
Exterior
Cider Cottages
3.0 star property
9.0 out of 10, Wonderful, (335)
"Well placed in village"
The price is AED 319
AED 379 total
includes taxes & fees
27 Nov - 28 Nov
Cider Cottages
Moorhill House Bed & Breakfast
Property grounds
Moorhill House Bed & Breakfast
3.0 star property
8.0 out of 10, Very Good, (160)
"If I could rate our stay 10000/10 I would. Staff friendliness and kindness went above and beyond. The cleanliness of the hotel and the room was impressive and the bed made us feel like sleeping on a cloud. Breakfast was lovely as well. Also it’s a 15 minute walk to Burley Village. My cousin and I loved our stay at Moorhill House!"
Moorhill House Bed & Breakfast
The Bosun's Chair
Exterior
The Bosun's Chair
4.0 star property
9.6 out of 10, Exceptional, (21)
"Great location staff very friendly, comfortable and very enjoyable stay. Breakfast excellent all food at accommodation excellent "
The price is AED 597
AED 699 total
includes taxes & fees
27 Nov - 28 Nov
The Bosun's Chair
Richmond Lane Guest House
Exterior
Richmond Lane Guest House
4.0 star property
9.6 out of 10, Exceptional, (19)
"Lovely stay - very comfortable room, and friendly and welcoming host. Would strongly recommend"
The price is AED 297
AED 297 total
includes taxes & fees
2 Dec - 3 Dec
Richmond Lane Guest House
The Fox
Front of property
The Fox
4.0 star property
10.0 out of 10, Exceptional, (133)
"I can’t say enough good things about this place. The room was amazing, the attention to detail is the best. The restaurant made amazing food. I just wish I had found the place at the beginning of my trip rather than the end. Tina was so lovely at breakfast. I will come back!"
The price is AED 535
AED 643 total
includes taxes & fees
23 Dec - 24 Dec
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 AED 421
AED 500 total
includes taxes & fees
23 Nov - 24 Nov
The Bucks Head
The Walhampton Arms
Exterior
The Walhampton Arms
3.0 star property
9.0 out of 10, Wonderful, (156)
"Very friendly and welcoming place to stay, peaceful and quiet."
The price is AED 343
AED 411 total
includes taxes & fees
27 Nov - 28 Nov
The Walhampton Arms
The George Inn Middle Wallop
Exterior
The George Inn Middle Wallop
2.5 star property
8.0 out of 10, Very Good, (65)
"Great bar area and traditional old pub"
The price is AED 319
AED 379 total
includes taxes & fees
27 Nov - 28 Nov
The George Inn Middle Wallop
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 AED 324
AED 324 total
includes taxes & fees
26 Nov - 27 Nov
Amarillo
The Palmerston Rooms
Front of property
The Palmerston Rooms
3.5 star property
9.8 out of 10, Exceptional, (140)
"Attention to detail couldn’t be faulted. Great stay. Value for money."
The price is AED 378
AED 442 total
includes taxes & fees
3 Dec - 4 Dec
The Palmerston Rooms
Petherton Cottage Studios
Exterior
Petherton Cottage Studios
4.0 star property
9.8 out of 10, Exceptional, (121)
"Easy to find and easy to access, with everything you need for a short stay (microwave, fridge/freezer, kettle, toaster, hairdryer, etc.). It's a straightforward drive to Ringwood town centre where there's ample parking at the Waitrose/Sainsbury's carparks, and the town has a number of cafes and bakeries. Also very close to Moors Valley County Park, which is a great wood and open space."
The price is AED 393
AED 393 total
includes taxes & fees
25 Nov - 26 Nov
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

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
9.4 out of 10, Exceptional, (900)
"Great place! "
The price is AED 304
AED 354 total
includes taxes & fees
9 Dec - 10 Dec
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?
If you want to find an accommodation with fewer rooms than a hotel and a cozy environment, a bed and breakfast may be the perfect thing for your vacation to Winsor. If you’re interested in discovering some top attractions, Southampton Cruise Terminal and New Forest National Park are worth a stop.
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: Royal Swan Ashley Manor: 10 rooms. 15.3 mi (24.7 km) from the heart of Winsor.Caboose: 8 rooms. Situated 14.8 mi (23.8 km) from the heart of Winsor. Sarum College: 14.3 mi (23 km) from the heart of downtown. Enjoy the library and bar/lounge. The Duke on The Test: 12 rooms. Located 5.9 mi (9.5 km) from the core of Winsor. Enjoy the designer toiletries and fireplace in the lobby.
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.