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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Winchelsea bed & breakfast

Breakfast, lunch and dinner served
The Ship Inn

The Ship Inn

The Ship Inn
4.0 star property
Rye
8.8 out of 10, Excellent, (285)
"Staff friendly and helpful Room clean and fresh "
United Kingdom
Dean
The price is AED 218
AED 261 total
includes taxes & fees
12 Jan - 13 January 2026
The Ship Inn
Exterior
The Hope Anchor

The Hope Anchor

The Hope Anchor
3.0 star property
Rye
9.0 out of 10, Wonderful, (131)
"Great location Friendly welcoming staff Good comfortable bed/bedding "
United Kingdom
Lesley
The Hope Anchor
Exterior
Rosebank Bed & Breakfast

Rosebank Bed & Breakfast

Rosebank Bed & Breakfast
3.0 star property
Etchingham
9.8 out of 10, Exceptional, (16)
"Great hosts"
Australia
Paul
The price is AED 511
AED 614 total
includes taxes & fees
20 Jan - 21 January 2026
Rosebank Bed & Breakfast
Restaurant
Ravilious

Ravilious

Ravilious
4.0 star property
Eastbourne
10.0 out of 10, Exceptional, (323)
"Excellent place to stay "
United Kingdom
Angela
Ravilious
Free daily buffet breakfast
OYO Eagle House Hotel, St Leonards Hastings

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, (381)
"Great breakfast "
United Kingdom
Susannah
The price is AED 162
AED 209 total
includes taxes & fees
1 Jan - 2 January 2026
OYO Eagle House Hotel, St Leonards Hastings
Superior Double Room, 1 Bedroom, Balcony, Sea View | Beach/ocean view
The New England

The New England

The New England
4.0 star property
Eastbourne
9.8 out of 10, Exceptional, (112)
"Great stay "
United Kingdom
paul
The price is AED 430
AED 516 total
includes taxes & fees
21 Dec - 22 Dec
The New England
Lounge
Moore House

Moore House

Moore House
3.5 star property
Hastings
9.8 out of 10, Exceptional, (139)
"Nice property the staff were very pleasant and I would recommend this location to anyone "
United States
Alexander
The price is AED 594
AED 713 total
includes taxes & fees
5 Jan - 6 January 2026
Moore House
Exterior
The Bull Inn Lodges

The Bull Inn Lodges

The Bull Inn Lodges
3.0 star property
Cranbrook
8.8 out of 10, Excellent, (69)
"Room was clean"
United Kingdom
Nikita
The price is AED 385
AED 462 total
includes taxes & fees
28 Dec - 29 Dec
The Bull Inn Lodges
Front of property
17 Wilmington Square

17 Wilmington Square

17 Wilmington Square
3.5 star property
Eastbourne
9.8 out of 10, Exceptional, (23)
"Great stay, lovely and accommodating staff, excellent breakfast"
United Kingdom
Fatima
The price is AED 405
AED 487 total
includes taxes & fees
21 Dec - 22 Dec
17 Wilmington Square
View from property
Alexander's

Alexander's

Alexander's
4.0 star property
Hastings
8.2 out of 10, Very Good, (322)
"lovely quiet stay"
United Kingdom
Darrell
The price is AED 430
AED 516 total
includes taxes & fees
5 Jan - 6 January 2026
Alexander's
Dining room
The Laindons

The Laindons

The Laindons
5.0 star property
Hastings
10.0 out of 10, Exceptional, (136)
"A very pleasant, welcoming place to stay."
United Kingdom
Maureen
The Laindons
Front of property
Eastbourne Reymar - B&B

Eastbourne Reymar - B&B

Eastbourne Reymar - B&B
3.0 star property
Eastbourne
9.0 out of 10, Wonderful, (232)
"Staff were very friendly and informative..home from home."
United Kingdom
Stephanie
The price is AED 246
AED 295 total
includes taxes & fees
22 Dec - 23 Dec
Eastbourne Reymar - B&B
Individually decorated, individually furnished, desk, iron/ironing board
Wilderness B&B

Wilderness B&B

Wilderness B&B
4.0 star property
Ashford
9.2 out of 10, Wonderful, (49)
"Lovely place, comfortable bed, comes with everything you need, fire was ready to use, lovely hosts, heated towel rail, lovely breakfast, amazing area which is very peaceful, would definitely recommend, thank you!"
United Kingdom
Josh
The price is AED 508
AED 508 total
includes taxes & fees
21 Dec - 22 Dec
Wilderness B&B
Front of property
Forest Edge Motel

Forest Edge Motel

Forest Edge Motel
3.0 star property
Wadhurst
9.2 out of 10, Wonderful, (77)
"So close to bedgebury forest, lovely and clean cabins, would visit again "
United Kingdom
Bansi
The price is AED 491
AED 590 total
includes taxes & fees
21 Dec - 22 Dec
Forest Edge Motel
Exterior
Senlac Guesthouse

Senlac Guesthouse

Senlac Guesthouse
3.0 star property
Hastings
8.4 out of 10, Very Good, (240)
"Friendly staff,clean, and close to all amenities."
United Kingdom
Vincent
The price is AED 307
AED 369 total
includes taxes & fees
5 Jan - 6 January 2026
Senlac Guesthouse
Interior
The Ship Hotel

The Ship Hotel

The Ship Hotel
3.0 star property
New Romney
8.0 out of 10, Very Good, (425)
"Great property, excellent staff, and delicious food!"
United Kingdom
Tara
The price is AED 430
AED 516 total
includes taxes & fees
21 Dec - 22 Dec
The Ship Hotel
Family Room, Sea View (2nd floor) | Iron/ironing board, free WiFi, bed sheets
Beach Front Guest House

Beach Front Guest House

Beach Front Guest House
3.0 star property
Eastbourne
9.8 out of 10, Exceptional, (222)
"Selina and her team were extremely friendly and welcoming. The house and room were spotlessly clean and comfortable.The breakfast was amazing. I cannot fault anything and would recommend a stay here"
United Kingdom
Michelle
The price is AED 398
AED 477 total
includes taxes & fees
21 Dec - 22 Dec
Beach Front Guest House
Lobby
The Sheldon B&B

The Sheldon B&B

The Sheldon B&B
3.0 star property
Eastbourne City Centre
9.0 out of 10, Wonderful, (540)
"Excellent hosts - good breakfast and a warm welcome! Have stayed here three times now and would stay here again!"
United Kingdom
Pauline
The price is AED 311
AED 373 total
includes taxes & fees
21 Dec - 22 Dec
The Sheldon B&B
Superior Double Room, Ensuite, Partial Sea View (Room 5)
The Wayfarer

The Wayfarer

The Wayfarer
3.5 star property
Bexhill-on-Sea
9.8 out of 10, Exceptional, (241)
"Great place to stay. "
United Kingdom
Tim
The price is AED 553
AED 663 total
includes taxes & fees
22 Dec - 23 Dec
The Wayfarer
View from property
The Rose & Crown

The Rose & Crown

The Rose & Crown
3.0 star property
Etchingham
9.2 out of 10, Wonderful, (92)
"What an excellent place to stay. The food is delicious and the beer is kept so well by friendly and enthusiastic staff. "
United Kingdom
Adrian
The price is AED 512
AED 614 total
includes taxes & fees
22 Dec - 23 Dec
The Rose & Crown
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 View Hotel

The View Hotel

10/10 Excellent
"Lovely view and spotless. Everytime we go always the best experience."
Carl 1-night trip
Posted 1 day ago
The View Hotel

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: OYO Eagle House Hotel, St Leonards Hastings: 21 rooms. 8.2 mi (13.2 km) from the heart of Winchelsea. Enjoy the free buffet breakfast and bar/lounge. The Ship Inn: 11 rooms. 1.9 mi (3.1 km) from the downtown core. Enjoy the unique décor and bar/lounge. The Hope Anchor: 13 rooms. Situated 2 mi (3.2 km) from the heart of Winchelsea. Enjoy the free cooked breakfast and patio area. The Highlands Inn: 11 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.