Top Resorts in Winchelsea in 2026

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Recommended hotels in Winchelsea

A bar with various liquor bottles, a beer tap area, and a refrigerator in the background.

1. The New Inn

Winchelsea

Liz

Rp3.372.524 total

includes taxes & fees

26 Nov - 27 Nov

A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

2. Sparrows Den Lodge

Winchelsea

Rp10.819.059 total

includes taxes & fees

26 Nov - 27 Nov

A traditional room with a high back chair, a table with two mugs, and a fireplace.

3. The George in Rye

Rye

Ralph

Rp2.851.470 total

includes taxes & fees

13 Dec - 14 Dec

A narrow cobblestone street lined with traditional buildings, featuring stone steps leading to the entrance.

4. The Mermaid Inn

Rye

Stuart

Rp4.697.444 total

includes taxes & fees

30 Nov - 1 Dec

A bar area with a wooden counter, hanging lights, and a potted plant.

5. River Haven Hotel

Rye

Herbert

Rp3.135.966 total

includes taxes & fees

10 Dec - 11 Dec

A rustic dining area with wooden tables and chairs, string lights on the ceiling, and a brick wall.

6. The Ship Inn

Rye

Roberta

Rp1.329.738 total

includes taxes & fees

9 Dec - 10 Dec

A traditional brick building with a white facade, a small attached structure, and a paved area with benches.

7. The Hope Anchor

Rye

Isabel

Rp1.868.860 total

includes taxes & fees

13 Dec - 14 Dec

An outdoor dining area with tables set for meals, surrounded by greenery and umbrellas.

8. The Lookout Rye

Rye

Julie

Rp1.794.182 total

includes taxes & fees

19 Nov - 20 Nov

A neatly made bed with pillows and a potted plant beside it.

9. Flackley Ash Country House Hotel

Rye

Philip

Rp2.059.648 total

includes taxes & fees

23 Nov - 24 Nov

A cozy interior with a wood-burning stove, a kitchen area, a sofa, and a view of the outdoors.

10. Extraordinary Huts

Rye

Karen

Rp3.667.620 total

includes taxes & fees

19 Nov - 20 Nov

A dining area with a round table, chairs, hanging plants, and a ceiling with a grid pattern.

11. The Gallivant

Rye

Stella

Rp9.610.250 total

includes taxes & fees

13 Dec - 14 Dec

A dining area with wooden tables and chairs, a kitchen area with cabinets, and a hallway leading to another room.

12. The Old Borough Arms

Rye

Rob

Rp2.772.464 total

includes taxes & fees

18 Nov - 19 Nov

A large, historic building with a symmetrical facade, a central staircase leading to a covered area, and well-manicured gardens with lavender and other plants.

13. Bannatyne Spa Hotel Hastings

St Leonards-On-Sea

Stuart

Rp3.083.703 total

includes taxes & fees

13 Nov - 14 Nov

A large, two-story house surrounded by lush greenery and trees.

14. Guestling Hall Hotel

Hastings

Nadine

Rp1.647.720 total

includes taxes & fees

15 Nov - 16 Nov

A large brick house with a pond in front, a wooden deck, and a well-maintained lawn.

15. Claverton Country House Hotel

Battle

Sharon

Rp3.131.630 total

includes taxes & fees

19 Nov - 20 Nov

A hotel with a well-maintained garden, a gazebo, and a row of multi-story buildings in the background.

16. Hythe Imperial Hotel Spa & Golf

Hythe

Jenny

Rp1.497.131 total

includes taxes & fees

15 Nov - 16 Nov

A sauna room with a large window, wooden benches, and a stone bench.

17. Crafted at Powdermills

Battle

Tomasz

Rp5.853.739 total

includes taxes & fees

29 Nov - 30 Nov

A dining area with a table and chairs, overlooking a body of water.

18. The Relais Cooden Beach

Bexhill-on-Sea

Jordanna

Rp2.338.561 total

includes taxes & fees

13 Dec - 14 Dec

A dining area with a table set for two, large windows offering a view of a town with houses and a hill in the background.

19. The Laindons

Old Town Hastings

Maria

Rp4.861.531 total

includes taxes & fees

10 Dec - 11 Dec

20. The Woolpack Hotel

Tenterden

Oktawia

Rp1.599.774 total

includes taxes & fees

15 Nov - 16 Nov

View all properties

Learn more about Winchelsea

This medieval town's cobblestone streets lead to the ancient Court Hall museum and St Thomas' Church with its panoramic views. Climb Strand Hill for sweeping vistas of Romney Marsh or join locals at The New Inn for traditional English pub fare.

See all hotels in Winchelsea

A stone archway leading to a road, surrounded by residential houses and a stone wall.

Top reviews in Winchelsea

The New Inn

Winchelsea

10/10 Excellent

We stayed for one night at The New Inn. A lovely quiet location and such a warm welcome with an open log fire burning as we arrived and lovely friendly staff. We ate downstairs in the evening and the food was both delicious and great value. The full English breakfast was fabulous - my husband said the best he has had for as long as he could remember so compliments to the chef!! We will definitely stay again when next in the area.

Sandra D

The George in Rye

Rye

10/10 Excellent

Stayed for one night at the George in Rye. Right in the centre of town and convenient for browsing the local shops. Stayed in Room 3 which was absolutely gorgeous. The general décor of the hotel is beautiful and the staff were very pleasant and helpful. Had our evening meal there - quite pricey but enjoyable with good service. Breakfast (included in room price) was equally enjoyable but no sign of any toast! I'm sure if we'd asked it would have been provided though. Only downside was no...

Sharon

Extraordinary Huts

Rye

10/10 Excellent

Anonymous traveller

The Hope Anchor

Rye

10/10 Excellent

John

River Haven Hotel

Rye

10/10 Excellent

Susan

The Ship Inn

Rye

10/10 Excellent

I was really pleased with the Ship,vand a couple of other reviews didn't do it credit at all, in fact I thought the reviewer must have stayed at a different place . It was a last minute business trip, one night stay and the price and location were really good. I had booked a deluxe double but my meeting was called forward by one day so I had to rebook through here and only a standard was available that night, that having been said the room was fine. Yes, it is a 16th Century Inn so the rooms...

Mark

The Lookout Rye

Rye

10/10 Excellent

Great hotel and location for centre of Rye and its surrounding attractions via the bus station - 313 bus to Rye Harbour, 10 minutes and Stop B for Camber Sands, 15 minutes. Hotel was lovely and staff friendly and helpful. Room No1 was very spacious for 2. Great tea/coffee facilities, hairdryer and ironing board/iron if you so wished. The room itself needed updating and redecorating and the curtain was torn. The furniture was damaged and dated. The dressing gowns and cushions needed a dry clean...

Devika

The Laindons

Old Town Hastings

10/10 Excellent

Norman

A spacious lounge area with multiple seating options, including sofas and chairs, and a dining area with tables and chairs.

Moore House

Old Town Hastings

10/10 Excellent

Birute

The Old Borough Arms

Rye

10/10 Excellent

The staff were very welcoming,friendly and served a delicious Vegetarian Breakfast in record time.Rye is a delightful place with lots to see, do,and places to eat and drink.Not to mention the lovely array of independent shops.I would certainly return to the Old Borough arms as I loved the relaxed feel and having your own key to come and go as you please was a real bonus.Far preferable to staying in a hotel,although it had that hotel air about it with a proper iron and board,tea and coffee making...

Gilly

Flackley Ash Country House Hotel

Rye

10/10 Excellent

ABSOLUTELY BRILLIANT ! I cannot fault this hotel in ANY way - we stayed for 2 nights ( having done a day trip to France via the Euro Tunnel ) and absolutely LOVED it ! ( and would most DEFINITELY come back again ) The indoor swimming pool and whirlpool were AMAZING, as was the breakfast ! - ALL you could possibly want ASWELL I as a cooked English ! What more could you ask for ? If you were to ask me to sum this hotel up in 1 word it would be - PERFECT !

Anonymous traveller

A hotel room with a large bed, a desk with a lamp, a chair, a television, and a window with curtains.

Bay Lodge Guest House

Eastbourne

10/10 Excellent

The Bay Lodge was exactly what I hoped for - very reasonably priced, no frills accommodation, a friendly family-oriented atmosphere, (being a small concern allows for a much more personalised service), and good quality breakfast with more than adequate options available - all in all the perfect launchpad for my week in Eastbourne. A note of realism - if you're hoping for the Ritz Carlton this is not the place for you. If, however, you want budget accommodation done well in a classic English...

Dave

A large brick building with a garden patio featuring outdoor furniture and umbrellas.

Sissinghurst Castle Farmhouse

Cranbrook

10/10 Excellent

Peter

Claverton Country House Hotel

Battle

10/10 Excellent

deb

A bedroom with a sloped ceiling, a bed with pillows, a bedside table, and a bathroom with a sink and shower.

The Woolpack Inn Warehorne

Ashford

10/10 Excellent

John

Frequently Asked Questions

What can I expect from a resort holiday in Winchelsea?

Expedia can help you browse resorts and other accommodation options that offer similar amenities and comforts. If you have trouble with finding a resort in Winchelsea that meets your needs, you can use the search filters to look for hotels, or search for properties that offer amenities such as pools or all-inclusive rates. We make it easy to book great accommodation so you can move on to creating your trip itinerary.

What can I do in Winchelsea?

For some time by the water, you can head to Winchelsea Beach and Pett Level Beach. High Weald and St. Thomas the Martyr are a few additional attractions in the area that you might like.

What's the weather like in Winchelsea?

The hottest months are usually July and August, with an average temperature of 16°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Winchelsea is 747 mm.

What's the best way to get to and around Winchelsea?

Fly into Gatwick Airport (LGW), which is located 41.2 mi (66.3 km) from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.

Search Resorts in Winchelsea

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Winchelsea

1. The New Inn

2. Sparrows Den Lodge

3. The George in Rye

4. The Mermaid Inn

5. River Haven Hotel

6. The Ship Inn

7. The Hope Anchor

8. The Lookout Rye

9. Flackley Ash Country House Hotel

10. Extraordinary Huts

11. The Gallivant

12. The Old Borough Arms

13. Bannatyne Spa Hotel Hastings

14. Guestling Hall Hotel

15. Claverton Country House Hotel

16. Hythe Imperial Hotel Spa & Golf

17. Crafted at Powdermills

18. The Relais Cooden Beach

19. The Laindons

20. The Woolpack Hotel

Learn more about Winchelsea

Top reviews in Winchelsea

The New Inn

10/10 Excellent

Frequently Asked Questions

What can I expect from a resort holiday in Winchelsea?

What can I do in Winchelsea?

What's the weather like in Winchelsea?

What's the best way to get to and around Winchelsea?