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

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Check availability on Winchelsea Hotels with Pool

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Winchelsea hotels with a pool

An indoor swimming pool with clear water, tiled steps leading into the pool, and lounge chairs along the side.
A table with a potted plant, two bottles, and a glass.
A table set for a formal dining experience with a crystal candle centerpiece, clear glassware, and a white tablecloth.
A neatly made bed with pillows and a potted plant beside it.

1. Flackley Ash Country House Hotel

Flackley Ash Country House Hotel
Rye
  • Discover tranquil leisure at this elegant country house hotel with an indoor pool sanctuary that welcomes year-round refreshment.
฿3,631
฿4,357 total
includes taxes & fees
1 Nov - 2 Nov
Flackley Ash Country House Hotel
An indoor swimming pool with a tiled floor, a diving board, and a clock on the wall.
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.
A circular water feature with a stone border, surrounded by a paved area with lounge chairs.
A room with a fireplace, a large mirror above it, and a window with a view.

2. Bannatyne Spa Hotel Hastings

Bannatyne Spa Hotel Hastings
St Leonards-On-Sea
  • Soak in relaxation at this Hastings spa hotel, where a refreshing indoor pool awaits after indulgent massage treatments.
฿4,290
฿5,681 total
includes taxes & fees
25 Oct - 26 Oct
Bannatyne Spa Hotel Hastings
An indoor swimming pool with lounge chairs and a lifebuoy on the wall.
A spacious reading area with a high ceiling, wooden bookshelves, a blue sofa, and yellow chairs.
A modern lounge area with seating arrangements, tables, and decorative elements.
A gym with treadmills, exercise bikes, and weight machines.

3. Ashford International Hotel & Spa

Ashford International Hotel & Spa
Ashford
  • Splash into aquatic bliss at this hotel's indoor pool, perfect for a warm, tranquil retreat.
฿2,485
฿2,982 total
includes taxes & fees
15 Nov - 16 Nov
Ashford International Hotel & Spa
A swimming pool with a glass ceiling, surrounded by lounge chairs and a potted plant.
A spacious lobby with a grand staircase, a chandelier, and a central seating area with a patterned rug.
A spacious lobby with a central round table, a chandelier, and a view of the dining area.
A modern bathroom with a toilet, two sinks, a mirror, and a glass-enclosed shower.

4. Dale Hill Hotel & Golf Club

Dale Hill Hotel & Golf Club
Wadhurst
  • Indulge in golf and poolside relaxation at this resort with 36 holes of pure swing perfection.
฿2,365
฿2,838 total
includes taxes & fees
18 Oct - 19 Oct
Dale Hill Hotel & Golf Club
A pool with lounge chairs, a brick building with arched windows, and a covered patio area.
A courtyard with a white gazebo, potted plants, and a brick pathway.
A cozy living room with a fireplace, bookshelves, and comfortable seating.
A restaurant with round tables, green cushioned seating, hanging pendant lights, and large potted plants.

5. Crafted at Powdermills

Crafted at Powdermills
Battle
฿8,994
฿10,793 total
includes taxes & fees
15 Nov - 16 Nov
Crafted at Powdermills
A living room with a grey sofa, a black ottoman, and a yellow throw pillow. There are large sliding glass doors leading to a balcony with a view of houses and a fence.
A living room with a flat-screen TV, grey sofas, a wooden entertainment unit, and a sliding glass door leading to an outdoor deck.
A cozy living room with a wooden dining table, grey upholstered chairs, a sofa, and a kitchen area with a microwave and cabinets.
A building with a white exterior, a glass door, and a sign indicating the number 28.

6. South Beach Landings 0028

South Beach Landings 0028
Rye
฿17,622
฿21,147 total
includes taxes & fees
31 Oct - 1 Nov
South Beach Landings 0028
A large pool with a person swimming, surrounded by a white building with multiple windows and balconies.
A grand lobby with high ceilings, ornate columns, a chandelier, and a fireplace.
A spacious living room with a large flat-screen TV, comfortable seating, a coffee table with fruit and drinks, and a view of the sea through large windows.
A beach with a smooth sand surface and a large rock in the foreground.

7. The Grand Hotel Eastbourne

The Grand Hotel Eastbourne
Eastbourne
  • Soak up poolside luxury at this Victorian gem with indoor and seasonal outdoor swimming sanctuaries.
฿7,081
฿8,498 total
includes taxes & fees
9 Nov - 10 Nov
The Grand Hotel Eastbourne
An indoor swimming pool with a tiled floor and walls, a high ceiling with skylights, and murals of palm trees and birds on the walls.
A hotel room with a four-poster bed, a sitting area with a chair and table, and a large window with sheer curtains.
A seaside café with outdoor seating overlooking a parking area and a pier.
A marina with boats docked, buildings in the background, and calm water.

8. Best Western York House Hotel

Best Western York House Hotel
Eastbourne City Centre
  • Dive into seaside relaxation at this hotel with an inviting indoor pool steps from the beach.
฿2,166
฿2,599 total
includes taxes & fees
15 Nov - 16 Nov
Best Western York House Hotel
A compact kitchen with a stove, oven, sink, and wooden countertops.
A neatly made bed with a floral bedspread, two rolled towels, and a plaid pillow.
A shower area with a handheld showerhead and a wall-mounted faucet.
A cozy living room with a sofa, chairs, a small table, and a TV.

9. Caravan With Decking&patio-8/10 Berth-pet Friendly

Caravan With Decking&patio-8/10 Berth-pet Friendly
Rye
  • Relax in a coastal retreat with an indoor pool sanctuary, where seaside bliss meets year-round swimming comfort.
฿4,730
฿6,951 total
includes taxes & fees
22 Oct - 23 Oct
Caravan With Decking&patio-8/10 Berth-pet Friendly
A modern living room with a sofa, a coffee table, and a TV. There is a kitchen in the background.
Private kitchen
Room
A single-story house with a balcony, a lifebuoy attached to the railing, and a small antenna on the roof.

10. The Boathouse

The Boathouse
St Leonards-On-Sea
  • Dive into 24-hour pool paradise surrounded by nature; cool off anytime day or night in this cottage's refreshing oasis.
฿15,743
฿18,891 total
includes taxes & fees
25 Oct - 26 Oct
The Boathouse
View all properties

Choose what matters most at hotels with a pool in Winchelsea

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Winchelsea Hotel Reviews

The Lookout Rye

The Lookout Rye

8/10 Good
"As there had been a number of poor reviews recently it was with trepidation that we arrived in Rye Check in was quick and straightforward with helpful smiling staff Car was parked in the Hotel car park at a cost of £10 via Ringo app which although more expensive than any other car park in Rye had the convenience of being at the hotel The Hotel is looking tired and would benefit with a complete external refurb (as are many hotels in present climate), however the Rooms were clean, excellent walk in shower in spacious bathroom with excellent daily maintenance service Bed was very comfortable and room included coffee, tea (various varieties) and biscuits all topped up daily along with the large bottle of water Situated at the top of the town, whilst not offering a restaurant there are plenty of eateries/bars within a 10 min walk Breakfast is excellent including a continental, fruit, cereals, pastries as well as cooked breakfast to order This is the sister hotel to the well known George Hotel, 400 yards down the road and having stayed in both I have to admit the Lookout gives much better value and the room I had was better than that given at the George Although staff kept to a minimum all are helpful and cheerful"
Andrew 3-night trip
Posted 19 hours ago
The Lookout Rye
Hythe Imperial Hotel Spa & Golf

Hythe Imperial Hotel Spa & Golf

10/10 Excellent
"This was our second stay , this time for 2 nights. A warm friendly welcome at reception,quickly booked in and up too our room's. Good well appointed room , clean and comfy. Good food and service in the Martello bar. A great base for visiting Port Lympne animal park and exploring the local area with the added bonus of being a short walk to the seafront and Hythe Town centre."
Ian 2-night trip
Posted 19 hours ago
Hythe Imperial Hotel Spa & Golf
The Grand Hotel Eastbourne

The Grand Hotel Eastbourne

8/10 Good
"A beautiful and spacious hotel if a little faded in places given its age. Excellent welcoming staff and a perfect breakfast."
Roger 1-night trip
Posted 20 hours ago
The Grand Hotel Eastbourne
The Relais Cooden Beach

The Relais Cooden Beach

8/10 Good
"Fabulous sea front room. Excellent restaurant serving a very good dinner and breakfast. A very pleasant overnight stay."
Mike 1-night trip
Posted 1 day ago
The Relais Cooden Beach
Flackley Ash Country House Hotel

Flackley Ash Country House Hotel

10/10 Excellent
"Country house hotel set in beautiful grounds at Peasmarsh near Rye. We enjoyed our stay despite heavy rain. Cosy room looking out on lawn with bath, kettle (tea and coffee etc). Good WiFi. TV with Freeview. Very nice Pool, sauna and Jacuzzi. We did not eat at the hotel but did enjoy drinks in the comfortable bar. Ample parking. A hotel set in the country - good for exploring Rye, walking in the country and visiting Vineyards (Tillingham vineyard is close)"
Moira 1-night trip
Posted 1 day ago
Flackley Ash Country House Hotel

Frequently asked questions

What are some hotels with pools in Winchelsea?
The Lodge: Provides a health club, an indoor pool and a sauna. The Burlington Hotel: Offers a seasonal outdoor pool, an indoor pool and 2 restaurants. Ashford International Hotel & Spa: Provides a snack bar/deli, an indoor pool and complimentary wireless Internet access. Hythe Imperial Hotel Spa & Golf: Offers a full-service spa, an indoor pool and a sauna.
What is there to see and do in Winchelsea?
Make a point to visit attractions such as Winchelsea Beach and High Weald. Discover sights such as Pett Level Beach, St. Thomas the Martyr and Camber Castle during your stay. You'll also discover lots of options for restaurants in Winchelsea.
When is the best time to book a hotel with a pool in Winchelsea?
Taking the local weather in Winchelsea into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. 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.