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 $97

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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, (212 reviews)
"A great location, lovely staff and breakfast was brilliant. The rooms were not too bad, could do with decor update but clean."
Australia
Christine
The price is CA $149
CA $179 total
includes taxes & fees
Sep 13 - Sep 14
The Hope Anchor

2. The Ship Inn

The Ship Inn
4.0 star property
Rye
8.6 out of 10, Excellent, (344 reviews)
"just a very nice place to stay"
United Kingdom
Ross
The price is CA $115
CA $138 total
includes taxes & fees
Sep 6 - Sep 7
The Ship Inn

3. The Kings Head Rye

The Kings Head Rye
4.0 star property
Rye
8.8 out of 10, Excellent, (217 reviews)
"Excellent service and it’s a pet friendly place. "
United Kingdom
Ky
The price is CA $231
CA $277 total
includes taxes & fees
Sep 14 - Sep 15
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, (459 reviews)
"Great stay for 3 nights. Helpful staff, great breakfast and very clean. Could do with some modernisation in some areas (ie bedrooms) but other than that, great."
United Kingdom
Abby
The price is CA $76
CA $97 total
includes taxes & fees
Sep 6 - Sep 7
OYO Eagle House Hotel, St Leonards Hastings

5. Coastguard cafe room 2

Coastguard cafe room 2
Hastings
The price is CA $117
CA $248 total
includes taxes & fees
Aug 19 - Aug 20
Coastguard cafe room 2

6. The Bull Inn Lodges

The Bull Inn Lodges
3.0 star property
Cranbrook
8.8 out of 10, Excellent, (72 reviews)
"Really enjoy our stay."
United Kingdom
Sarah
The price is CA $138
CA $166 total
includes taxes & fees
Sep 1 - Sep 2
The Bull Inn Lodges

7. 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 $347
CA $347 total
includes taxes & fees
Sep 14 - Sep 15
Anne's House

8. The Laindons

The Laindons
5.0 star property
Old Town Hastings
10.0 out of 10, Exceptional, (144 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 $316
CA $379 total
includes taxes & fees
Aug 20 - Aug 21
The Laindons

9. Coastguard cafe room 1

Coastguard cafe room 1
Hastings
The price is CA $169
CA $300 total
includes taxes & fees
Aug 19 - Aug 20
Coastguard cafe room 1

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 CA $188
CA $225 total
includes taxes & fees
Aug 19 - Aug 20
Forest Edge Motel

11. Sissinghurst Castle Farmhouse

Sissinghurst Castle Farmhouse
3.5 star property
Cranbrook
9.6 out of 10, Exceptional, (58 reviews)
"Lovely stay."
United States
Karen
The price is CA $419
CA $503 total
includes taxes & fees
Aug 23 - Aug 24
Sissinghurst Castle Farmhouse

12. Wilderness B&B

Wilderness B&B
4.0 star property
Ashford
9.2 out of 10, Wonderful, (50 reviews)
"Nice and private"
United Kingdom
Karen
The price is CA $196
CA $196 total
includes taxes & fees
Sep 1 - Sep 2
Wilderness B&B

13. Moore House

Moore House
3.5 star property
Old Town Hastings
9.8 out of 10, Exceptional, (162 reviews)
"Amazing location, clean room and very kind staff!!"
United Kingdom
Patricia
The price is CA $227
CA $272 total
includes taxes & fees
Sep 10 - Sep 11
Moore House

14. Ravilious

Ravilious
4.0 star property
Eastbourne
10.0 out of 10, Exceptional, (343 reviews)
"Excellent breakfast, very welcoming staff. Very good location and lovely accommodation. "
Australia
Paul
The price is CA $186
CA $223 total
includes taxes & fees
Sep 1 - Sep 2
Ravilious

15. The New England

The New England
4.0 star property
Eastbourne
9.8 out of 10, Exceptional, (128 reviews)
"Very friendly staff and nice breakfast, highly recommended"
United Kingdom
Lukas
The price is CA $225
CA $269 total
includes taxes & fees
Sep 16 - Sep 17
The New England

16. Beach Front Guest House

Beach Front Guest House
3.0 star property
Eastbourne
9.8 out of 10, Exceptional, (237 reviews)
"Friendly staff and delicious breakfast. A great stay!"
United Kingdom
Omer
The price is CA $166
CA $199 total
includes taxes & fees
Sep 7 - Sep 8
Beach Front Guest House

17. The Highlands Inn

The Highlands Inn
3.0 star property
St Leonards-On-Sea
7.0 out of 10, Good, (307 reviews)
"Lovely staff, clean room and ideal for our one night stay over"
United Kingdom
Jo
The price is CA $117
CA $141 total
includes taxes & fees
Aug 31 - Sep 1
The Highlands Inn

18. Alexander's

Alexander's
4.0 star property
Hastings
8.2 out of 10, Very good, (339 reviews)
"Enjoyed my stay will hopefully go again as right near the sea . "
United Kingdom
Esme
The price is CA $188
CA $225 total
includes taxes & fees
Aug 24 - Aug 25
Alexander's

19. The Ship Hotel

The Ship Hotel
3.0 star property
New Romney
8.2 out of 10, Very good, (442 reviews)
"Lovely pub hotel for weekend/mini break"
United Kingdom
Mark
The price is CA $162
CA $194 total
includes taxes & fees
Sep 1 - Sep 2
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, (79 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 $223
CA $268 total
includes taxes & fees
Sep 14 - Sep 15
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
3,547
Accommodation
52 B&B
Lowest Price
CA $97
Highest Price
CA $503

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 $97 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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