Book Winsor Bed & Breakfast

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    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30

B&B in Winsor

Royal Swan Ashley Manor
Front of property

Royal Swan Ashley Manor

3.5 star property
9.0 out of 10, Wonderful, (132)
"Excellent staff very attentive, great breakfast, very nice stay highly recommend. "
$68 nightly
The price is $82
Nov 1 - Nov 2
Total with taxes and fees
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, (364)
"Super nice staff - nice rooms "
$83 nightly
The price is $100
Oct 9 - Oct 10
Total with taxes and fees
Caboose
The Duke on The Test
Terrace/patio

The Duke on The Test

5.0 star property
9.6 out of 10, Exceptional, (112)
"Really great place "
The Duke on The Test
Boscombe Spa Hotel
Beach

Boscombe Spa Hotel

3.0 star property
8.2 out of 10, Very Good, (251)
"Great service and staff would happily use the same hotel again "
$73 nightly
The price is $87
Oct 5 - Oct 6
Total with taxes and fees
Boscombe Spa Hotel
The Bosun's Chair
Exterior

The Bosun's Chair

4.0 star property
9.2 out of 10, Wonderful, (69)
"Good rooms and tasty breakfast"
$111 nightly
The price is $133
Oct 8 - Oct 9
Total with taxes and fees
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, (331)
"Excellent accommodation and Dotty is super friendly and serves a delicious breakfast!"
$157 nightly
The price is $189
Oct 7 - Oct 8
Total with taxes and fees
St John's Croft
Amarillo
Superior Triple Room, Ensuite (Plus one) | 1 bedroom

Amarillo

4.0 star property
9.8 out of 10, Exceptional, (302)
"Excellent place to stay"
$92 nightly
The price is $92
Oct 19 - Oct 20
Total with taxes and fees
Amarillo
Sarum College
Double Room, Ensuite (With View) | View from room

Sarum College

2.5 star property
8.8 out of 10, Excellent, (754)
"Nice and close to the beautiful cathedral."
$126 nightly
The price is $152
Oct 31 - Nov 1
Total with taxes and fees
Sarum College
Derby Manor
Exterior

Derby Manor

4.0 star property
9.2 out of 10, Wonderful, (614)
"A lovely peaceful hotel, beautifully decorated. Pleasant staff. Relaxing bar and lounge. Good choice at breakfast. Free parking and ideally located with a shortish walk to the beach (via Toft zigzag). Not too far from town centre which is 5 mins by car."
$92 nightly
The price is $111
Oct 5 - Oct 6
Total with taxes and fees
Derby Manor
Le Chateau
Garden

Le Chateau

3.5 star property
9.4 out of 10, Exceptional, (144)
"Great service, food was excellent."
$144 nightly
The price is $173
Oct 14 - Oct 15
Total with taxes and fees
Le Chateau
The Filly Inn
2 bedrooms, WiFi

The Filly Inn

3.0 star property
9.2 out of 10, Wonderful, (104)
"Lovely cosy room! Good location "
$141 nightly
The price is $141
Oct 13 - Oct 14
Total with taxes and fees
The Filly Inn
The Highdown Inn
Exterior

The Highdown Inn

3.0 star property
8.8 out of 10, Excellent, (152)
"Adorable double room that is clean and comfy. The Inn is near some hiking trails so quite convenient. It also has good food and drink options. "
$138 nightly
The price is $166
Oct 11 - Oct 12
Total with taxes and fees
The Highdown Inn
The George Inn Middle Wallop
Bar (on property)

The George Inn Middle Wallop

2.5 star property
7.8 out of 10, Good, (89)
"Check in was a bit clunky but my room was clean and comfortable. I was initially told the only dining option was a barbeque then informed there was a limited menu available. Had a steak which was fine. Breakfast was tasty and spot on time."
$100 nightly
The price is $121
Oct 6 - Oct 7
Total with taxes and fees
The George Inn Middle Wallop
24 Ward Avenue
Chalet, Ensuite, Garden View (Wet room)

24 Ward Avenue

3.0 star property
9.6 out of 10, Exceptional, (57)
"Very lovely stay - beautiful garden - wonderful friendly hosts"
$110 nightly
The price is $132
Oct 7 - Oct 8
Total with taxes and fees
24 Ward Avenue
The Fox
Free daily full breakfast

The Fox

4.0 star property
10.0 out of 10, Exceptional, (171)
"Everything for our overnight stay was outstanding and the full English breakfast delicious!"
$120 nightly
The price is $144
Oct 2 - Oct 3
Total with taxes and fees
The Fox
The Walhampton Arms
Exterior

The Walhampton Arms

3.0 star property
9.0 out of 10, Wonderful, (177)
"Everything was really good with our stay at Walhampton Arms last night! We were welcomed when we arrived to check in! We ate our dinner in the restaurant (I really like the small portions available for people like us who have smaller appetites) and breakfast was brilliant this morning! Set us up for the day, which we spent in and around Lymington before driving back home! All in all a lovely stay at the Walhampton Arms. Thank you!"
$110 nightly
The price is $132
Oct 2 - Oct 3
Total with taxes and fees
The Walhampton Arms
The Black Hole
Double Room

The Black Hole

2.0 star property
9.2 out of 10, Wonderful, (10)
"Amazing statin "
$144 nightly
The price is $173
Oct 2 - Oct 3
Total with taxes and fees
The Black Hole
The Prince Consort
Comfort Double Room, Ensuite | 1 bedroom, WiFi

The Prince Consort

3.0 star property
8.8 out of 10, Excellent, (175)
"Very convenient for boarding cruise ships, enjoyed our stay and had a lovely breakfast before checking out."
$96 nightly
The price is $116
Oct 4 - Oct 5
Total with taxes and fees
The Prince Consort
Freemantle Solent Lodge
Miscellaneous

Freemantle Solent Lodge

2.0 star property
7.2 out of 10, Good, (63)
"the place is 4 rooms can be up to 10 persons but only on WC "
$56 nightly
The price is $67
Oct 12 - Oct 13
Total with taxes and fees
Freemantle Solent Lodge
The Palmerston Rooms
Property entrance

The Palmerston Rooms

3.5 star property
9.8 out of 10, Exceptional, (168)
"Our stay at the Palmerston was so much more than we expected...Best breakfast in the UK...the beautiful villlage was relaxing ...lots of shopping and sights to see all within walking distance to our B&B...overall 1 of the highlights of our vacation...would recommend this place to all"
$106 nightly
The price is $128
Oct 7 - Oct 8
Total with taxes and fees
The Palmerston Rooms
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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Top Winsor Hotel Reviews

Macdonald Botley Park Hotel & Spa

Macdonald Botley Park Hotel & Spa

10/10 Excellent
"Staff were all very polite and kind. "
Gloria 4-night trip
Posted 2 days ago
Macdonald Botley Park Hotel & Spa

Find out more about Winsor

Find out more about Winsor

Winsor B&B information

Number of reviews
4,217
Accommodation
79 B&B
Lowest Price
$67
Highest Price
$189

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Winsor?
Prices for B&Bs in Winsor often vary, but you can find a great deal from $67 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winsor B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Winsor?
The best time to book a B&B in Windsor is from April to June, when the region bursts into life with vibrant blooms and a variety of outdoor activities. During this peak season, visitors can immerse themselves in the picturesque vineyards and enjoy leisurely wine tastings, all set against the gentle warmth of spring days. With temperatures typically ranging from the mid-50s to the low 80s Fahrenheit, it's an ideal time for outdoor excursions, whether you're exploring the scenic trails or indulging in a picnic amidst the beautiful landscapes.

May stands out as the most popular month to visit Windsor, offering a superb blend of comfortable weather and lively local events. You'll find the town buzzing with activity, making it a delightful time to connect with fellow travelers and locals alike. The annual festivals and outdoor concerts add to the festive atmosphere and provide memorable experiences.

For those seeking a more budget-friendly option, consider planning your trip in December. While this is a quieter month, it offers a charming winter experience with holiday lights and cozy gatherings. The peaceful ambiance during this time allows for a relaxing retreat without the crowds, making it an excellent choice for a tranquil getaway.
What is the difference between a Winsor Bed and Breakfast and a hotel?
Every Winsor B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Winsor B&Bs.

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