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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 82 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, (701)
"very nice indeed - lovely location"
The price is AED 467
AED 560 total
includes taxes & fees
8 Jun - 9 Jun
Sarum College
Royal Swan Ashley Manor
Front of property

Royal Swan Ashley Manor

3.5 star property
9.0 out of 10, Wonderful, (79)
"The staff was incredibly friendly and helpful. "
The price is AED 273
AED 327 total
includes taxes & fees
15 Jun - 16 Jun
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, (317)
"Comfortable beds clean and staff friendly and helpful. "
Caboose
Boscombe Spa Hotel
Beach

Boscombe Spa Hotel

3.0 star property
8.4 out of 10, Very Good, (212)
"Excellent value. Staff great"
The price is AED 269
AED 323 total
includes taxes & fees
8 Jun - 9 Jun
Boscombe Spa Hotel
The Duke on The Test
Exterior

The Duke on The Test

5.0 star property
9.6 out of 10, Exceptional, (98)
"Lovely area staff very friendly rooms very clean and very comfortable "
The Duke on The Test
The Prince Consort
Comfort Double Room, Ensuite | WiFi

The Prince Consort

3.0 star property
8.8 out of 10, Excellent, (159)
"I would stay there again "
The price is AED 356
AED 428 total
includes taxes & fees
8 Jun - 9 Jun
The Prince Consort
Grosvenor Lodge Guest House
Basic Double Room, Ensuite (GroundFloor-Small Ensuite) | 1 bedroom

Grosvenor Lodge Guest House

4.0 star property
9.2 out of 10, Wonderful, (281)
"Lovely little guest house with very friendly staff. Ideal spot for exploring Christchurch. "
The price is AED 538
AED 646 total
includes taxes & fees
8 Jun - 9 Jun
Grosvenor Lodge Guest House
The Bosun's Chair
Exterior

The Bosun's Chair

4.0 star property
9.4 out of 10, Exceptional, (47)
"Great place to stay with friendly staff. Excellent location to explore Lymington. "
The price is AED 600
AED 720 total
includes taxes & fees
9 Jun - 10 Jun
The Bosun's Chair
Le Chateau
Garden

Le Chateau

3.5 star property
9.2 out of 10, Wonderful, (139)
"Great location, staff, and food, and excellent value for money room. "
The price is AED 538
AED 646 total
includes taxes & fees
26 Jun - 27 Jun
Le Chateau
The Walhampton Arms
Exterior

The Walhampton Arms

3.0 star property
9.0 out of 10, Wonderful, (167)
"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 466
AED 559 total
includes taxes & fees
8 Jun - 9 Jun
The Walhampton Arms
The Palmerston Rooms
Property entrance

The Palmerston Rooms

3.5 star property
9.8 out of 10, Exceptional, (150)
"Excellent value for money. Would definitely stay again "
The price is AED 435
AED 522 total
includes taxes & fees
9 Jun - 10 Jun
The Palmerston Rooms
Derby Manor
Exterior

Derby Manor

4.0 star property
9.2 out of 10, Wonderful, (603)
"We had a perfect stay!"
Derby Manor
The Filly Inn
WiFi

The Filly Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"lovely place with exceptional service, great food and good location. Will definitely be going back"
The price is AED 518
AED 621 total
includes taxes & fees
9 Jun - 10 Jun
The Filly Inn
Highfield Bed & Breakfast
Interior

Highfield Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (95)
"I would stay anywhere else when in Lymington"
The price is AED 600
AED 720 total
includes taxes & fees
16 Jun - 17 Jun
Highfield Bed & Breakfast
The Fox
Free daily full breakfast

The Fox

4.0 star property
10.0 out of 10, Exceptional, (153)
"Great character, great location and wonderful staff 😊"
The price is AED 568
AED 681 total
includes taxes & fees
12 Jun - 13 Jun
The Fox
The Black Hole
Double Room

The Black Hole

2.0 star property
8.8 out of 10, Excellent, (3)
"Amazing place to stay with friendly staff, very comfortable beds and best English Breakfast."
The price is AED 501
AED 601 total
includes taxes & fees
9 Jun - 10 Jun
The Black Hole
Cedar House Boutique B&B
Pool

Cedar House Boutique B&B

5.0 star property
8.6 out of 10, Excellent, (72)
"Another great stay !"
The price is AED 600
AED 720 total
includes taxes & fees
8 Jun - 9 Jun
Cedar House Boutique B&B
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, (314)
"Lovely property and host."
The price is AED 621
AED 745 total
includes taxes & fees
16 Jun - 17 Jun
St John's Croft
The Highdown Inn
Exterior

The Highdown Inn

3.0 star property
8.6 out of 10, Excellent, (139)
"We thought the Highdown Inn In was excellent. The room was good, and dinner in the evening was very good. Would recommend this hotel. Also reasonable cost not expensive."
The price is AED 538
AED 646 total
includes taxes & fees
9 Jun - 10 Jun
The Highdown Inn
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, (86)
"Janet met us when we arrived and was very helpful and friendly. The building is set in a working farm, but is well maintained and comfortable. Room was cosy, shower was great."
The price is AED 497
AED 497 total
includes taxes & fees
16 Jun - 17 Jun
Thorps Farm 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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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.Sarum College: Situated 14.3 mi (23 km) from the heart of Winsor. Enjoy the library and bar/lounge. Caboose: 8 rooms. 14.8 mi (23.8 km) from the heart of downtown. Enjoy the free full breakfast 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.