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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 76 B&B in Winsor with updated reviews, rates, and availability.

Sarum College
Double Room, Ensuite (With View) | View from room

Sarum College

2.5 star property
8.8 out of 10, Excellent, (669)
"Great location! Clean and quiet."
The price is AED 392
AED 470 total
includes taxes & fees
8 Mar - 9 Mar
Sarum College
Royal Swan Ashley Manor
Front of property

Royal Swan Ashley Manor

3.5 star property
8.8 out of 10, Excellent, (56)
"Secluded"
The price is AED 234
AED 281 total
includes taxes & fees
6 Apr - 7 Apr
Royal Swan Ashley Manor
Caboose
Twin Room, Ensuite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

Caboose

4.0 star property
9.6 out of 10, Exceptional, (277)
"Lovely place… Can’t say enough good words.Close to city and train station, lovely welcome, well cleaned, lovely vibe… A genuine lucky find. Defo be back."
The price is AED 337
AED 404 total
includes taxes & fees
6 Apr - 7 Apr
Caboose
The Bosun's Chair
Exterior

The Bosun's Chair

4.0 star property
9.6 out of 10, Exceptional, (32)
"Excellent place to stay. Refurbished rooms, very comfortable and well done. Food excellent and most importantly the staff couldn't do more to help. They were outstanding. One word of warning-if you park in the car park, expect the local birdlife to leave you numerous mementoes of your visit. "
The price is AED 489
AED 587 total
includes taxes & fees
12 Mar - 13 Mar
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, (301)
"Very friendly host. Lovely large, bright room. Ideal location being close to the centre of town. Thank you for having us."
The price is AED 529
AED 634 total
includes taxes & fees
10 Mar - 11 Mar
St John's Croft
The Walhampton Arms
Exterior

The Walhampton Arms

3.0 star property
9.0 out of 10, Wonderful, (160)
"Very comfortable and spacous rooms. Excelkent breakfast. Highly recommend this pub. "
The price is AED 343
AED 412 total
includes taxes & fees
9 Mar - 10 Mar
The Walhampton Arms
Derby Manor
Exterior

Derby Manor

4.0 star property
9.2 out of 10, Wonderful, (590)
"Gold cup room is amazing bath in the room the staff are very good and feels so private and comfortable "
The price is AED 273
AED 328 total
includes taxes & fees
9 Mar - 10 Mar
Derby Manor
Boscombe Spa Hotel
Beach

Boscombe Spa Hotel

3.0 star property
8.2 out of 10, Very Good, (191)
"Easy to find, plenty of parking spaces, lovely host greeting us upon arrival - the room was incredibly clean and tidy, very spacious and had all of the amenities you’d expect. Easy walking distance to town centre, no more than 5mins. Highly recommend."
The price is AED 197
AED 237 total
includes taxes & fees
9 Mar - 10 Mar
Boscombe Spa Hotel
The Fox
Free daily full breakfast

The Fox

4.0 star property
10.0 out of 10, Exceptional, (143)
"Another fantastic stay!"
The price is AED 578
AED 693 total
includes taxes & fees
14 Mar - 15 Mar
The Fox
The Prince Consort
Comfort Double Room, Ensuite | WiFi

The Prince Consort

3.0 star property
8.8 out of 10, Excellent, (150)
"Very welcoming & friendly. Great room for what we needed. Lovley breakfast. Great location with a country park & beach on the doorstep & to visit friends in Hamble. Will stay again."
The price is AED 321
AED 385 total
includes taxes & fees
14 Mar - 15 Mar
The Prince Consort
The Duke on The Test
Exterior

The Duke on The Test

5.0 star property
9.6 out of 10, Exceptional, (85)
"Quick check in. Very friendly staff. Comfortable well appointed room. Excellent evening meal and breakfast."
The price is AED 398
AED 478 total
includes taxes & fees
16 Mar - 17 Mar
The Duke on The Test
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 509
AED 611 total
includes taxes & fees
12 Mar - 13 Mar
The Highdown Inn
The Palmerston Rooms
Property entrance

The Palmerston Rooms

3.5 star property
9.8 out of 10, Exceptional, (143)
"Great location , friendly welcome , comfortable room excellent breakfast."
The price is AED 384
AED 460 total
includes taxes & fees
12 Mar - 13 Mar
The Palmerston Rooms
The Filly Inn
WiFi

The Filly Inn

3.0 star property
9.2 out of 10, Wonderful, (88)
"lovely place with exceptional service, great food and good location. Will definitely be going back"
The price is AED 431
AED 517 total
includes taxes & fees
23 Mar - 24 Mar
The Filly Inn
Dog & Crook Braishfield
Exterior

Dog & Crook Braishfield

3.5 star property
8.6 out of 10, Excellent, (66)
"My ‘go to’ when having to stay for work."
The price is AED 294
AED 352 total
includes taxes & fees
14 Mar - 15 Mar
Dog & Crook Braishfield
Old Church House B&B
Miscellaneous

Old Church House B&B

3.0 star property
8.4 out of 10, Very Good, (22)
"Loved it the host is superb and informative "
The price is AED 269
AED 322 total
includes taxes & fees
13 Mar - 14 Mar
Old Church House B&B
Le Chateau
Garden

Le Chateau

3.5 star property
9.4 out of 10, Exceptional, (135)
"Have stayed on different occasions, always friendly, spotless, food excellent, and the owners are very accommodating and helpful."
The price is AED 503
AED 603 total
includes taxes & fees
12 Mar - 13 Mar
Le Chateau
Cedar House Boutique B&B
Pool

Cedar House Boutique B&B

5.0 star property
8.8 out of 10, Excellent, (70)
"Another great stay !"
The price is AED 489
AED 587 total
includes taxes & fees
16 Mar - 17 Mar
Cedar House Boutique B&B
Thorps Farm Bed and Breakfast
Triple Room | View from room

Thorps Farm Bed and Breakfast

3.0 star property
9.8 out of 10, Exceptional, (81)
"Very friendly welcome. Quiet location. Lovely big bedroom with superb shower facilities. Delicious breakfast. Highly recommend."
The price is AED 470
AED 470 total
includes taxes & fees
12 Mar - 13 Mar
Thorps Farm Bed and Breakfast
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, (67)
"Only the bathroom is not so good to use. Others are perfect."
The price is AED 333
AED 399 total
includes taxes & fees
14 Mar - 15 Mar
Newport Quay Bed and Breakfast
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
Outdoor dining

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
Front of property

room2 Southampton Hometel

4.0 star property
9.6 out of 10, Exceptional, (943)
"Pro: Good communication, Fast check in and out, room a good size for families, having a small kitchen saved us a lot of time and money. Cool decor. Good heating and cooling. Parking was right by the front door. Very quiet. Lovely high ceilings, good blackout curtains. Good size TV. Comfy feather pillows. Cons: Very hard beds, no oven, not a lot in the kitchen to make meals, not enough bowls and mugs ect. Quite narrow and few car parking spaces. No food served in the evenings. Steps to the loft...
The price is AED 312
AED 374 total
includes taxes & fees
23 Mar - 24 Mar
room2 Southampton Hometel
Sea-View Stargazing Beach Hut on Mudeford Sandbank
Books

Sea-View Stargazing Beach Hut on Mudeford Sandbank

10.0 out of 10, Exceptional, (4)
"It brought back Memories of when we were young. Fabulous stay. Beautiful scenery. Would love to go again. "
The price is AED 478
AED 668 total
includes taxes & fees
10 Mar - 11 Mar
Sea-View Stargazing Beach Hut on Mudeford Sandbank
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: Sarum College: 14.3 mi (23 km) from the heart of Winsor. Enjoy the library and bar/lounge. The Bosun’s Chair: 8 rooms. Situated 11.5 mi (18.6 km) from the heart of Winsor. Enjoy the onsite dining and bar/lounge. Royal Swan Ashley Manor: 10 rooms. 15.3 mi (24.7 km) from the heart of downtown.Caboose: 8 rooms. Located 14.8 mi (23.8 km) from the core of Winsor.
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.