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

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for Winchelsea bed & breakfast

A traditional brick building with a white facade, a small attached structure, and a paved area with benches.

1. The Hope Anchor

The Hope Anchor
3.0 star property
Rye
9.0 out of 10, Wonderful, (228 reviews)
"Good location."
United States
Lisa
The price is ￥13,636
￥16,363 total
includes taxes & fees
Oct 11 - Oct 12
The Hope Anchor
A rustic dining area with wooden tables and chairs, string lights on the ceiling, and a brick wall.

2. The Ship Inn

The Ship Inn
4.0 star property
Rye
8.6 out of 10, Excellent, (349 reviews)
"just a very nice place to stay"
United Kingdom
Ross
The price is ￥11,263
￥13,516 total
includes taxes & fees
Sep 28 - Sep 29
The Ship Inn
A cozy living room with a fireplace, a sofa, a table, and a TV.

3. The Kings Head Rye

The Kings Head Rye
4.0 star property
Rye
8.8 out of 10, Excellent, (220 reviews)
"5 stars goes to the staff at The Kings Head, they were all so kind, friendly and helpful. The food was also fab, good choices and the breakfast was great. "
United Kingdom
Michelle
The price is ￥25,707
￥30,848 total
includes taxes & fees
Sep 17 - Sep 18
The Kings Head Rye
A row of white buildings with numbered doors, a wooden deck, and a clear sky.

4. The Bull Inn Lodges

The Bull Inn Lodges
3.0 star property
Cranbrook
8.6 out of 10, Excellent, (74 reviews)
"Really enjoy our stay."
United Kingdom
Sarah
The price is ￥15,392
￥18,470 total
includes taxes & fees
Sep 17 - Sep 18
The Bull Inn Lodges
A spacious restaurant with wooden tables and chairs, decorative wall panels, and a chandelier.

5. 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, (461 reviews)
"Would definitely come back to this place"
United Kingdom
Vahideh
The price is ￥8,509
￥10,721 total
includes taxes & fees
Oct 4 - Oct 5
OYO Eagle House Hotel, St Leonards Hastings
A hotel room with a bed, two towels, a window with curtains, a radiator, and a framed picture on the wall.

6. Coastguard cafe room 2

Coastguard cafe room 2
Hastings
The price is ￥12,903
￥27,448 total
includes taxes & fees
Oct 11 - Oct 12
Coastguard cafe room 2
A dining area with a table set for two, large windows offering a view of a town with houses and a hill in the background.

7. The Laindons

The Laindons
5.0 star property
Old Town Hastings
10.0 out of 10, Exceptional, (145 reviews)
"A very lovely B&B with great location, beautiful room, wonderful hosting from Karen and team and best breakfast I've had in years. Over three days, the breakfast was perfect. The bed too is probably the most comfortable bed i can remember ever The Host gives great, heartfelt advice which is super helpful."
United States
Trad
The price is ￥33,948
￥40,737 total
includes taxes & fees
Sep 21 - Sep 22
The Laindons

8. 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 ￥37,967
￥37,967 total
includes taxes & fees
Sep 13 - Sep 14
Anne's House
A hotel room with a bed, a desk, a chair, and a view of the outdoors.

9. Coastguard cafe room 1

Coastguard cafe room 1
Hastings
The price is ￥18,638
￥33,183 total
includes taxes & fees
Oct 11 - Oct 12
Coastguard cafe room 1
A brick building with a tiled roof, a gated entrance, and a paved courtyard.

10. Forest Edge Motel

Forest Edge Motel
3.0 star property
Wadhurst
9.2 out of 10, Wonderful, (82 reviews)
"So close to bedgebury forest, lovely and clean cabins, would visit again "
United Kingdom
Bansi
The price is ￥20,778
￥24,934 total
includes taxes & fees
Sep 18 - Sep 19
Forest Edge Motel
A large brick building with a garden patio featuring outdoor furniture and umbrellas.

11. Sissinghurst Castle Farmhouse

Sissinghurst Castle Farmhouse
3.5 star property
Cranbrook
9.6 out of 10, Exceptional, (59 reviews)
"Lovely stay."
United States
Karen
The price is ￥40,670
￥48,804 total
includes taxes & fees
Oct 4 - Oct 5
Sissinghurst Castle Farmhouse
A room with a bed, a dining table with various items, and a view of a garden through open doors.

12. 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 ￥21,637
￥21,637 total
includes taxes & fees
Oct 11 - Oct 12
Wilderness B&B
A coastal cityscape viewed from a high vantage point, including buildings, a sea view, and a clear sky.

13. The Highlands Inn

The Highlands Inn
3.0 star property
St Leonards-On-Sea
7.0 out of 10, Good, (310 reviews)
"Great room and very Friendly staff!"
United Kingdom
Adrian
The price is ￥10,234
￥12,281 total
includes taxes & fees
Sep 13 - Sep 14
The Highlands Inn
A building with a sign that reads "Eastbourne."

14. Eastbourne Reymar - B&B

Eastbourne Reymar - B&B
3.0 star property
Eastbourne
9.0 out of 10, Wonderful, (264 reviews)
"Fantastic stay, Nick was a very attentive and helpful host."
United Kingdom
Olivia
The price is ￥10,389
￥12,467 total
includes taxes & fees
Oct 1 - Oct 2
Eastbourne Reymar - B&B
A balcony with a view of a road, a street lamp, and a small table with chairs.

15. The New England

The New England
4.0 star property
Eastbourne
9.8 out of 10, Exceptional, (130 reviews)
"Great location on a quiet stretch of the seafront. Staff were very helpful and attentive, and offered a nice range of breakfast options. Room was clean and well designed on the second floor with views of the south downs."
Australia
Paul
The price is ￥22,509
￥27,010 total
includes taxes & fees
Oct 10 - Oct 11
The New England
A restaurant with wooden tables and chairs, hanging pendant lights, a fireplace, and a bar area with shelves of bottles.

16. Ravilious

Ravilious
4.0 star property
Eastbourne
10.0 out of 10, Exceptional, (344 reviews)
"My go to hotel. Fantastic people. Fantastic rooms amazing breakfast."
United Kingdom
Paul
The price is ￥20,607
￥24,728 total
includes taxes & fees
Sep 13 - Sep 14
Ravilious
A spacious lounge area with multiple seating options, including sofas and chairs, and a dining area with tables and chairs.

17. Moore House

Moore House
3.5 star property
Old Town Hastings
9.8 out of 10, Exceptional, (165 reviews)
"Amazing location, clean room and very kind staff!!"
United Kingdom
Patricia
The price is ￥25,106
￥30,128 total
includes taxes & fees
Oct 7 - Oct 8
Moore House
An outdoor patio area with multiple tables and chairs, brick walls, and large windows.

18. The Ship Hotel

The Ship Hotel
3.0 star property
New Romney
8.2 out of 10, Very Good, (447 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 ￥18,181
￥21,817 total
includes taxes & fees
Sep 20 - Sep 21
The Ship Hotel
A sunlit room with large windows, a wooden table, chairs, and a view of the sea and parked cars.

19. Beach Front Guest House

Beach Front Guest House
3.0 star property
Eastbourne
9.8 out of 10, Exceptional, (241 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 ￥16,646
￥19,976 total
includes taxes & fees
Oct 2 - Oct 3
Beach Front Guest House
A bedroom with a large window overlooking a beach, a bed with white and brown bedding, and a lamp on a bedside table.

20. Alexander's

Alexander's
4.0 star property
Hastings
8.2 out of 10, Very Good, (344 reviews)
"A good central location on the busy seafront."
United Kingdom
Lawrence
The price is ￥18,181
￥21,817 total
includes taxes & fees
Oct 7 - Oct 8
Alexander's
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 Winchelsea Hotel Reviews

The Chatsworth Hotel

The Chatsworth Hotel

10/10 Excellent
"Very good all round. Staff were very professional. Only one thing that has stayed on my mind ,was the pile of empty boxes on the Cigar cabinet… I will certainly stay at the Hotel again"
Colin G T 1-night trip
Posted 1 hour ago
The Chatsworth Hotel

Find out more about Winchelsea

Winchelsea B&B information

Number of reviews
3,104
Accommodation
49 B&B
Lowest Price
￥10,721
Highest Price
￥48,804

Frequently asked questions

Searching for B&Bs in Winchelsea?
If you're looking for something a little quirkier than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your trip. During your time in Winchelsea, you might want to spend some time strolling along the water at Winchelsea Beach and Pett Level Beach.
Why choose a B&B versus a traditional hotel?
With attentive service, opportunities to mingle with other guests, and breakfast served on site, B&Bs provide a one-of-a-kind environment.
What are the best B&Bs in Winchelsea?
Below are some B&Bs in the surrounding area: The Hope Anchor: 13 rooms. 2 mi (3.2 km) from the heart of Winchelsea. Enjoy the free cooked breakfast and patio area. OYO Eagle House Hotel, St Leonards Hastings: 21 rooms. 8.2 mi (13.2 km) from the downtown core. Enjoy the free English breakfast and bar/lounge. The Ship Inn: 11 rooms. Situated 1.9 mi (3.1 km) from the heart of Winchelsea. Enjoy the unique décor and onsite dining. The Highlands Inn: 12 rooms. 8.6 mi (13.9 km) from the heart of downtown.
What's the best time of year to stay at a B&B in Winchelsea?
When you're dreaming of a getaway to Winchelsea, year-round temperatures and rainfall may be important factors to consider. 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 Winchelsea is 29 inches.
What is there to do in Winchelsea?
Spend some time exploring Winchelsea Beach and High Weald if you're hoping to see some of the area's natural features. You might put Pett Level Beach and St. Thomas the Martyr on your list if you want to see more of the area.
How can I get to and around Winchelsea?
Planning your excursions in and around Winchelsea is easier with these transportation options. Fly into Gatwick Airport (LGW), which is located 41.2 mi (66.3 km) away from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.

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