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, (228 reviews)
"Good location."
United States
Lisa
The price is CA $124
CA $149 total
includes taxes & fees
Oct 8 - Oct 9
The Hope Anchor

2. The Ship Inn

The Ship Inn
4.0 star property
Rye
8.6 out of 10, Excellent, (351 reviews)
"Breakfasts very good"
United Kingdom
Roberta
The price is CA $101
CA $122 total
includes taxes & fees
Sep 28 - Sep 29
The Ship Inn

3. The Kings Head Rye

The Kings Head Rye
4.0 star property
Rye
8.8 out of 10, Excellent, (220 reviews)
"Excellent service and it’s a pet friendly place. "
United Kingdom
Ky
The price is CA $234
CA $280 total
includes taxes & fees
Sep 14 - Sep 15
The Kings Head Rye

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 CA $140
CA $168 total
includes taxes & fees
Sep 16 - Sep 17
The Bull Inn Lodges

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 CA $77
CA $96 total
includes taxes & fees
Oct 4 - Oct 5
OYO Eagle House Hotel, St Leonards Hastings

6. Coastguard cafe room 2

Coastguard cafe room 2
Hastings
The price is CA $116
CA $247 total
includes taxes & fees
Oct 1 - Oct 2
Coastguard cafe room 2

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 CA $306
CA $367 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 CA $334
CA $334 total
includes taxes & fees
Sep 13 - Sep 14
Anne's House

9. Coastguard cafe room 1

Coastguard cafe room 1
Hastings
The price is CA $168
CA $299 total
includes taxes & fees
Oct 1 - Oct 2
Coastguard cafe room 1

10. 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 CA $370
CA $444 total
includes taxes & fees
Oct 5 - Oct 6
Sissinghurst Castle Farmhouse

11. 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 CA $187
CA $224 total
includes taxes & fees
Sep 15 - Sep 16
Forest Edge Motel

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 CA $180
CA $180 total
includes taxes & fees
Sep 13 - Sep 14
Wilderness B&B

13. The Highlands Inn

The Highlands Inn
3.0 star property
St Leonards-On-Sea
7.0 out of 10, Good, (311 reviews)
"Great room and very Friendly staff!"
United Kingdom
Adrian
The price is CA $86
CA $103 total
includes taxes & fees
Sep 13 - Sep 14
The Highlands Inn

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 CA $93
CA $112 total
includes taxes & fees
Oct 1 - Oct 2
Eastbourne Reymar - B&B

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 CA $197
CA $237 total
includes taxes & fees
Sep 13 - Sep 14
The New England

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 CA $176
CA $212 total
includes taxes & fees
Oct 13 - Oct 14
Ravilious

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 CA $226
CA $271 total
includes taxes & fees
Oct 5 - Oct 6
Moore House

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 CA $164
CA $196 total
includes taxes & fees
Sep 15 - Sep 16
The Ship Hotel

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 CA $143
CA $172 total
includes taxes & fees
Oct 2 - Oct 3
Beach Front Guest House

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 CA $164
CA $196 total
includes taxes & fees
Oct 1 - Oct 2
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

Find out more about Winchelsea

Winchelsea B&B information

Number of reviews
2,797
Accommodation
49 B&B
Lowest Price
CA $96
Highest Price
CA $444

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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