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

Find a Bed and Breakfast in Winchelsea from CA $96

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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, (235 reviews)
"Good location."
United States
Lisa
The price is CA $116
CA $139 total
includes taxes & fees
Oct 22 - Oct 23
The Hope Anchor

2. The Ship Inn

The Ship Inn
4.0 star property
Rye
8.6 out of 10, Excellent, (358 reviews)
"Breakfasts very good"
United Kingdom
Roberta
The price is CA $91
CA $109 total
includes taxes & fees
Oct 18 - Oct 19
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 6 - Oct 7
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, (467 reviews)
"Would definitely come back to this place"
United Kingdom
Vahideh
The price is CA $76
CA $96 total
includes taxes & fees
Nov 4 - Nov 5
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, (76 reviews)
"Really enjoy our stay."
United Kingdom
Sarah
The price is CA $142
CA $170 total
includes taxes & fees
Oct 6 - Oct 7
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 $189
CA $226 total
includes taxes & fees
Oct 6 - Oct 7
Forest Edge Motel

7. 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 CA $308
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 $362
CA $434 total
includes taxes & fees
Oct 11 - Oct 12
Sissinghurst Castle Farmhouse

9. 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 $337
CA $337 total
includes taxes & fees
Oct 8 - Oct 9
Anne's House

10. 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 CA $94
CA $113 total
includes taxes & fees
Oct 8 - Oct 9
Eastbourne Reymar - B&B

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 $172
CA $172 total
includes taxes & fees
Oct 25 - Oct 26
Wilderness B&B

12. Ravilious

Ravilious
4.0 star property
Eastbourne
10.0 out of 10, Exceptional, (347 reviews)
"My go to hotel. Fantastic people. Fantastic rooms amazing breakfast."
United Kingdom
Paul
The price is CA $185
CA $222 total
includes taxes & fees
Nov 5 - Nov 6
Ravilious

13. 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 CA $228
CA $274 total
includes taxes & fees
Oct 19 - Oct 20
Moore House

14. 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 CA $204
CA $245 total
includes taxes & fees
Oct 8 - Oct 9
The New England

15. Beach Front Guest House

Beach Front Guest House
3.0 star property
Eastbourne
9.8 out of 10, Exceptional, (243 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 6 - Oct 7
Beach Front Guest House

16. 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 CA $142
CA $170 total
includes taxes & fees
Oct 7 - Oct 8
Alexander's

17. 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 CA $83
CA $100 total
includes taxes & fees
Oct 6 - Oct 7
The Highlands Inn

18. 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 CA $165
CA $198 total
includes taxes & fees
Oct 6 - Oct 7
The Ship Hotel

19. 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 $228
CA $274 total
includes taxes & fees
Oct 7 - Oct 8
St Benedict B&B

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 CA $173
CA $208 total
includes taxes & fees
Nov 1 - Nov 2
The Ship Inn
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
3,242
Accommodation
49 B&B
Lowest Price
CA $96
Highest Price
CA $434

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 $96 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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