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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

Compare 82 B&B in Winsor with updated reviews, rates, and availability.

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 AED 249
AED 299 total
includes taxes & fees
28 May - 29 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, (685)
"Staff very helpful and polite, excellent location to the city, and Cathedral "
The price is AED 453
AED 544 total
includes taxes & fees
11 May - 12 May
Sarum College
Caboose
Twin Room, Ensuite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

Caboose

4.0 star property
9.6 out of 10, Exceptional, (304)
"Comfortable beds clean and staff friendly and helpful. "
The price is AED 360
AED 433 total
includes taxes & fees
26 May - 27 May
Caboose
Derby Manor
Exterior

Derby Manor

4.0 star property
9.2 out of 10, Wonderful, (598)
"We had a perfect stay!"
The price is AED 404
AED 485 total
includes taxes & fees
8 May - 9 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 AED 589
AED 707 total
includes taxes & fees
4 May - 5 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 AED 589
AED 707 total
includes taxes & fees
4 May - 5 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 AED 357
AED 429 total
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 AED 212
AED 254 total
includes taxes & fees
7 May - 8 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, (154)
"Food extremely good and staff friendly and very helpful"
The price is AED 350
AED 419 total
includes taxes & fees
4 May - 5 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 AED 467
AED 561 total
includes taxes & fees
5 May - 6 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 AED 508
AED 610 total
includes taxes & fees
7 May - 8 May
The Fox
The Palmerston Rooms
Property entrance

The Palmerston Rooms

3.5 star property
9.8 out of 10, Exceptional, (147)
"Great hosts and wonderfully clean rooms. Great location in the heart of the town. "
The price is AED 427
AED 512 total
includes taxes & fees
7 May - 8 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, (93)
"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 AED 353
AED 424 total
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 AED 305
AED 366 total
includes taxes & fees
4 May - 5 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 AED 460
AED 552 total
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 AED 314
AED 376 total
includes taxes & fees
11 May - 12 May
Otters' Green B&B
Newport Quay Bed and Breakfast
Superior Triple Room | In-room safe, desk, blackout drapes, 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 AED 528
AED 634 total
includes taxes & fees
5 May - 6 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 AED 386
AED 386 total
includes taxes & fees
6 May - 7 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 AED 429
AED 429 total
includes taxes & fees
7 May - 8 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, (978)
"Great place to stay"
The price is AED 386
AED 463 total
includes taxes & fees
26 May - 27 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 drapes, travel crib, 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 AED 325
AED 390 total
includes taxes & fees
5 May - 6 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 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 Paultons Family Theme Park - Home of Peppa Pig World 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. 14.8 mi (23.8 km) from the downtown core. Sarum College: 14.3 mi (23 km) from the heart of downtown. 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 onsite dining 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.