A historic church with a stone pathway leading to its entrance, surrounded by a cemetery with numerous headstones.

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Our top choices for Winchelsea bed & breakfast

1. The Hope Anchor

The Hope Anchor
3.0 star property
Rye
9.0 out of 10, Wonderful, (232 reviews)
"Good location."
United States
Lisa
The price is £83
includes taxes & fees
22 Oct - 23 Oct
The Hope Anchor

2. The Ship Inn

The Ship Inn
4.0 star property
Rye
8.6 out of 10, Excellent, (354 reviews)
"Breakfasts very good"
United Kingdom
Roberta
The price is £64
includes taxes & fees
18 Oct - 19 Oct
The Ship Inn

3. The Kings Head Rye

The Kings Head Rye
4.0 star property
Rye
8.8 out of 10, Excellent, (221 reviews)
"Hotel was nice and comfortable overall. Breakfast was great! Only hiccup was that hotel rebooked us in a different room than I had booked without telling us, new room didn't have bed set up that we wanted."
United States
Maia
The price is £150
includes taxes & fees
22 Sept - 23 Sept
The Kings Head Rye

4. OYO Eagle House Hotel, St Leonards Hastings

OYO Eagle House Hotel, St Leonards Hastings
3.0 star property
St Leonards-On-Sea
7.8 out of 10, Good, (464 reviews)
"Would definitely come back to this place"
United Kingdom
Vahideh
The price is £57
includes taxes & fees
18 Oct - 19 Oct
OYO Eagle House Hotel, St Leonards Hastings

5. The Laindons

The Laindons
5.0 star property
Old Town Hastings
10.0 out of 10, Exceptional, (148 reviews)
"The hotel staff was very friendly and accommodating. It was a very relaxing, quiet stay after days of hectic sightseeing the coast. The beds were so wonderful! The breakfast was fresh with many options made to order. We had a lovely stay."
United States
Maria
The price is £213
includes taxes & fees
22 Sept - 23 Sept
The Laindons

6. Anne's House

Anne's House
5.0 star property
Hastings
10.0 out of 10, Exceptional, (33 reviews)
"Lovely room, very clean, delightful hosts, great breakfast-I would stay again!!!!"
United Kingdom
Christine
The price is £177
includes taxes & fees
27 Sept - 28 Sept
Anne's House

7. Forest Edge Motel

Forest Edge Motel
3.0 star property
Wadhurst
9.2 out of 10, Wonderful, (83 reviews)
"So close to bedgebury forest, lovely and clean cabins, would visit again "
United Kingdom
Bansi
The price is £120
includes taxes & fees
22 Sept - 23 Sept
Forest Edge Motel

8. Sissinghurst Castle Farmhouse

Sissinghurst Castle Farmhouse
3.5 star property
Cranbrook
9.6 out of 10, Exceptional, (60 reviews)
"Fabulous characterful farm house with a friendly welcome. Great facilities with guest lounge and easy parking. Very comfortable and spacious bedrooms. Rivals the best breakfast available in the country."
United Kingdom
Peter
The price is £230
includes taxes & fees
13 Oct - 14 Oct
Sissinghurst Castle Farmhouse

9. Wilderness B&B

Wilderness B&B
4.0 star property
Ashford
9.2 out of 10, Wonderful, (52 reviews)
"Nice and private"
United Kingdom
Karen
The price is £109
includes taxes & fees
22 Sept - 23 Sept
Wilderness B&B

10. The New England

The New England
4.0 star property
Eastbourne
9.8 out of 10, Exceptional, (132 reviews)
"Very friendly staff and nice breakfast, highly recommended"
United Kingdom
Lukas
The price is £130
includes taxes & fees
6 Oct - 7 Oct
The New England

11. Ravilious

Ravilious
4.0 star property
Eastbourne
10.0 out of 10, Exceptional, (346 reviews)
"My go to hotel. Fantastic people. Fantastic rooms amazing breakfast."
United Kingdom
Paul
The price is £121
includes taxes & fees
22 Sept - 23 Sept
Ravilious

12. The Highlands Inn

The Highlands Inn
3.0 star property
St Leonards-On-Sea
7.0 out of 10, Good, (312 reviews)
"Great room and very Friendly staff!"
United Kingdom
Adrian
The price is £57
includes taxes & fees
22 Sept - 23 Sept
The Highlands Inn

13. Eastbourne Reymar - B&B

Eastbourne Reymar - B&B
3.0 star property
Eastbourne
9.0 out of 10, Wonderful, (266 reviews)
"Fantastic stay, Nick was a very attentive and helpful host."
United Kingdom
Olivia
The price is £60
includes taxes & fees
1 Oct - 2 Oct
Eastbourne Reymar - B&B

14. Beach Front Guest House

Beach Front Guest House
3.0 star property
Eastbourne
9.8 out of 10, Exceptional, (242 reviews)
"The owners and staff here are excellent, from very useful messaging before you arrive and through to the end of your stay"
United Kingdom
Jenny
The price is £95
includes taxes & fees
22 Oct - 23 Oct
Beach Front Guest House

15. Moore House

Moore House
3.5 star property
Old Town Hastings
9.8 out of 10, Exceptional, (166 reviews)
"Amazing location, clean room and very kind staff!!"
United Kingdom
Patricia
The price is £145
includes taxes & fees
5 Oct - 6 Oct
Moore House

16. The Ship Hotel

The Ship Hotel
3.0 star property
New Romney
8.2 out of 10, Very good, (449 reviews)
"Lovely hotel and close to amenities. Has free parking on site which is a bonus. Room was very clean and comfortable. Complimentary breakfast was very good, freshly cooked to order. Staff nice and friendly will definitely stay again ."
United Kingdom
Angela
The price is £97
includes taxes & fees
29 Sept - 30 Sept
The Ship Hotel

17. Alexander's

Alexander's
4.0 star property
Hastings
8.2 out of 10, Very good, (345 reviews)
"A good central location on the busy seafront."
United Kingdom
Lawrence
The price is £83
includes taxes & fees
22 Sept - 23 Sept
Alexander's

18. St Benedict B&B

St Benedict B&B
2.0 star property
St Leonards-On-Sea
9.6 out of 10, Exceptional, (80 reviews)
"This property is unbelievably beautiful and comfortable. Easy on street parking and close to the sea front and good restaurants. The hosts were welcoming and helpful. We highly recommend staying and experiencing Victorian living at its best."
United States
John
The price is £135
includes taxes & fees
24 Sept - 25 Sept
St Benedict B&B

19. The Wayfarer

The Wayfarer
3.5 star property
Bexhill-on-Sea
9.6 out of 10, Exceptional, (249 reviews)
"Clean, comfortable room, friendly staff and excellent location."
United Kingdom
Rosemary
The price is £127
includes taxes & fees
4 Oct - 5 Oct
The Wayfarer

20. The Ship Inn

The Ship Inn
3.5 star property
Romney Marsh
8.6 out of 10, Excellent, (117 reviews)
"The staff were very friendly and welcoming. Really enjoyed my stay. I stay in many hotels every year for work and if all the hotels I stay in were like this one it would make my travelling for work much more enjoyable."
United Kingdom
nigel
The price is £121
includes taxes & fees
22 Sept - 23 Sept
The Ship Inn
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Top Winchelsea Hotel Reviews

Find out more about Winchelsea

Winchelsea B&B information

Number of reviews
3,759
Accommodation
49 B&B
Lowest Price
£57
Highest Price
£230

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Winchelsea?
Prices for B&Bs in Winchelsea often vary, but you can find a great deal from £57 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winchelsea 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 and Breakfast in Winchelsea?
The best time to book a B&B in Winchelsea is during the late spring and early summer months, particularly May and June. This period is particularly inviting as the weather is typically mild, with temperatures ranging from around 12 to 20 degrees Celsius. The charming coastal town comes alive with vibrant flowers and bustling local markets, making it an ideal time for leisurely strolls along the picturesque streets.

As the summer approaches, the peak tourist season kicks off in July and August. This is when visitors flock to Winchelsea for its beautiful beaches, historical sites, and outdoor activities. The lively atmosphere during these months is superb for families and groups looking to soak up the sun while enjoying local events and festivals. Expect to find an array of activities, from beachcombing to exploring the nearby Rye Harbour Nature Reserve.

If you're seeking a more budget-friendly experience, consider visiting in September. The weather remains pleasant, and the summer crowds start to dwindle, allowing for a more relaxed exploration of the area's attractions. This quieter month is superb for those who appreciate the tranquillity of coastal walks and the beauty of the changing scenery.
What is the difference between a Winchelsea Bed & Breakfast and a hotel?
Every Winchelsea 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 Winchelsea B&Bs.

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