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, (237 reviews)
"Lovely stay, helpful staff, great location."
United Kingdom
William
The price is CA $120
CA $144 total
includes taxes & fees
Nov 18 - Nov 19
The Hope Anchor

2. The Ship Inn

The Ship Inn
4.0 star property
Rye
8.6 out of 10, Excellent, (363 reviews)
"Breakfasts very good"
United Kingdom
Roberta
The price is CA $98
CA $117 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $236
CA $283 total
includes taxes & fees
Oct 19 - Oct 20
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, (475 reviews)
"Would definitely come back to this place"
United Kingdom
Vahideh
The price is CA $69
CA $87 total
includes taxes & fees
Nov 8 - Nov 9
OYO Eagle House Hotel, St Leonards Hastings

5. The Bull Inn Lodges

The Bull Inn Lodges
3.0 star property
Cranbrook
8.6 out of 10, Excellent, (77 reviews)
"Really enjoy our stay."
United Kingdom
Sarah
The price is CA $130
CA $156 total
includes taxes & fees
Oct 19 - Oct 20
The Bull Inn Lodges

6. Forest Edge Motel

Forest Edge Motel
3.0 star property
Wadhurst
9.2 out of 10, Wonderful, (83 reviews)
"Great location and access to the area"
United Kingdom
Bruce
The price is CA $188
CA $226 total
includes taxes & fees
Oct 19 - Oct 20
Forest Edge Motel

7. The Laindons

The Laindons
5.0 star property
Old Town Hastings
10.0 out of 10, Exceptional, (149 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 CA $307
CA $369 total
includes taxes & fees
Oct 21 - Oct 22
The Laindons

8. Sissinghurst Castle Farmhouse

Sissinghurst Castle Farmhouse
3.5 star property
Cranbrook
9.8 out of 10, Exceptional, (61 reviews)
"Fantastic place to stay next door to the Sissinghurst Castle Gardens. Friendly and beautiful. We will definitely return"
United States
Katherina
The price is CA $361
CA $433 total
includes taxes & fees
Oct 21 - Oct 22
Sissinghurst Castle Farmhouse

9. Eastbourne Reymar - B&B

Eastbourne Reymar - B&B
3.0 star property
Eastbourne
9.0 out of 10, Wonderful, (268 reviews)
"Fantastic stay, Nick was a very attentive and helpful host."
United Kingdom
Olivia
The price is CA $74
CA $89 total
includes taxes & fees
Oct 19 - Oct 20
Eastbourne Reymar - B&B

10. 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 CA $329
CA $329 total
includes taxes & fees
Oct 20 - Oct 21
Anne's House

11. 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 CA $181
CA $181 total
includes taxes & fees
Oct 27 - Oct 28
Wilderness B&B

12. Ravilious

Ravilious
4.0 star property
Eastbourne
10.0 out of 10, Exceptional, (349 reviews)
"Excellent breakfast, very welcoming staff. Very good location and lovely accommodation. "
Australia
Paul
The price is CA $175
CA $210 total
includes taxes & fees
Nov 18 - Nov 19
Ravilious

13. The Highlands Inn

The Highlands Inn
3.0 star property
St Leonards-On-Sea
7.0 out of 10, Good, (313 reviews)
"Good location and reasonable rooms. Parking limited, although streets nearby. Slightly tired in places, however clean."
United Kingdom
Mark
The price is CA $83
CA $100 total
includes taxes & fees
Oct 19 - Oct 20
The Highlands Inn

14. The New England

The New England
4.0 star property
Eastbourne
9.8 out of 10, Exceptional, (134 reviews)
"Very friendly staff and nice breakfast, highly recommended"
United Kingdom
Lukas
The price is CA $204
CA $245 total
includes taxes & fees
Oct 21 - Oct 22
The New England

15. Moore House

Moore House
3.5 star property
Old Town Hastings
9.8 out of 10, Exceptional, (167 reviews)
"Amazing location, clean room and very kind staff!!"
United Kingdom
Patricia
The price is CA $228
CA $273 total
includes taxes & fees
Oct 26 - Oct 27
Moore House

16. The Ship Inn

The Ship Inn
3.5 star property
Romney Marsh
8.6 out of 10, Excellent, (118 reviews)
"It is a lovely old pub, lovely room, great food, helpful staff, loved it."
United Kingdom
Michael
The price is CA $173
CA $207 total
includes taxes & fees
Nov 1 - Nov 2
The Ship Inn

17. Alexander's

Alexander's
4.0 star property
Hastings
8.2 out of 10, Very good, (346 reviews)
"I spent two nights here while attending a local event. Very kind hosts and a well-equipped room in a great location (my event was only a short walk away). I had a nice stay here."
United States
James
The price is CA $165
CA $198 total
includes taxes & fees
Oct 19 - Oct 20
Alexander's

18. Beach Front Guest House

Beach Front Guest House
3.0 star property
Eastbourne
9.8 out of 10, Exceptional, (246 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 CA $154
CA $185 total
includes taxes & fees
Oct 22 - Oct 23
Beach Front Guest House

19. The Ship Hotel

The Ship Hotel
3.0 star property
New Romney
8.2 out of 10, Very good, (452 reviews)
"Great staff that could not do enough for us, newly decorated room very good restaurant (but very busy) breakfast is amazing but it you do have to be a bit patient but it is very much worth the wait. Parking is adequate but i would think if you turn up later in the evening you would struggle for space Our second stay there and would do it again"
United Kingdom
Paul
The price is CA $165
CA $198 total
includes taxes & fees
Oct 20 - Oct 21
The Ship Hotel

20. St Benedict B&B

St Benedict B&B
2.0 star property
St Leonards-On-Sea
9.6 out of 10, Exceptional, (81 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 CA $220
CA $264 total
includes taxes & fees
Oct 23 - Oct 24
St Benedict B&B
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

Find out more about Winchelsea

Winchelsea B&B information

Number of reviews
3,501
Accommodation
49 B&B
Lowest Price
CA $87
Highest Price
CA $433

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Winchelsea?
Prices for B&Bs in Winchelsea often vary, but you can find a great deal from CA $87 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 & 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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