Find Romantic Hotels in Winchelsea

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Check availability on Winchelsea Romantic Hotels

Our top choices for Winchelsea romantic hotels

Terrace/patio
1 bedroom accommodation in Winchelsea Beach, near Rye

1 bedroom accommodation in Winchelsea Beach, near Rye

1 bedroom accommodation in Winchelsea Beach, near Rye
Winchelsea Beach, near Rye
9.8 out of 10, Exceptional, (9)
"The Annex was lovely and clean with everything that was needed in the kitchen. We were close to shops and the beach, with the option to travel in to near by towns which weren’t too far away. Great location for our dog too as she had the freedom of the garden. Lovely place to stay and would stay here again 😊"
United States
Emma Martin-Smith
The price is AED 1,404
AED 1,404 total
includes taxes & fees
12 Jan - 13 January 2026
1 bedroom accommodation in Winchelsea Beach, near Rye
Pool
Hythe Imperial Hotel Spa & Golf

Hythe Imperial Hotel Spa & Golf

Hythe Imperial Hotel Spa & Golf
4.0 star property
Hythe
9.0 out of 10, Wonderful, (1081)
"Great beach views, friendly staff and live music at the bar"
United Kingdom
Matthew
The price is AED 266
AED 319 total
includes taxes & fees
5 Jan - 6 January 2026
Hythe Imperial Hotel Spa & Golf
Superior Suite, Ensuite (ORTEGA) | Bathroom
The Five Bells Inn Brabourne

The Five Bells Inn Brabourne

The Five Bells Inn Brabourne
4.0 star property
Ashford
9.4 out of 10, Exceptional, (107)
"All round a great stay. Staff were great and the accommodation top class. "
United Kingdom
Anthony
The price is AED 512
AED 614 total
includes taxes & fees
12 Jan - 13 January 2026
The Five Bells Inn Brabourne
Exterior detail
The Bell in Ticehurst

The Bell in Ticehurst

The Bell in Ticehurst
4.0 star property
Wadhurst
9.4 out of 10, Exceptional, (144)
"Beautiful, cosy and clean room. Delicious breakfast. Friendly staff. Relaxing gardens with incredible art dotted through the pub and outside as well."
United Kingdom
Tara
The price is AED 379
AED 455 total
includes taxes & fees
4 Jan - 5 January 2026
The Bell in Ticehurst
Daily full breakfast (GBP 20 per person)
The Relais Cooden Beach

The Relais Cooden Beach

The Relais Cooden Beach
4.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (479)
"Staff great, room warm and clean and restaurant food first class."
United Kingdom
Chris
The Relais Cooden Beach
Executive Double Room, Sea View | Egyptian cotton sheets, premium bedding, iron/ironing board, free WiFi
The Chatsworth Hotel

The Chatsworth Hotel

The Chatsworth Hotel
5.0 star property
Eastbourne City Centre
9.0 out of 10, Wonderful, (348)
"Staff were friendly, great location by the beachfront. Good size room with a good view over the sea. Parking on street nearby. "
United Kingdom
E
The price is AED 328
AED 394 total
includes taxes & fees
5 Jan - 6 January 2026
The Chatsworth Hotel
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 217
AED 261 total
includes taxes & fees
12 Jan - 13 January 2026
The Ship Inn
Front of property
The Lansdowne, Eastbourne

The Lansdowne, Eastbourne

The Lansdowne, Eastbourne
4.0 star property
Eastbourne
8.6 out of 10, Excellent, (980)
"All good, interesting hotel"
United Kingdom
Neil
The price is AED 235
AED 282 total
includes taxes & fees
19 Dec - 20 Dec
The Lansdowne, Eastbourne
Reception
Cavendish Hotel

Cavendish Hotel

Cavendish Hotel
3.5 star property
Eastbourne City Centre
6.8 out of 10, (1001)
"The room was clean and great for our needs. The staff were attentive and very helpful, at reception, the bar and restaurant. The quality of the food was excellent."
United Kingdom
Paul
The price is AED 168
AED 201 total
includes taxes & fees
17 Dec - 18 Dec
Cavendish Hotel
Lobby sitting area
Ashford International Hotel & Spa

Ashford International Hotel & Spa

Ashford International Hotel & Spa
4.0 star property
Ashford
8.0 out of 10, Very Good, (1004)
"Very nice bath"
United Kingdom
shailesh
The price is AED 310
AED 371 total
includes taxes & fees
15 Jan - 16 January 2026
Ashford International Hotel & Spa
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 Conningbrook Hotel

The Conningbrook Hotel

10/10 Excellent
"Recently refurbished lovely hotel."
Kevin 1-night trip
Posted 2 days ago
The Conningbrook Hotel

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Frequently asked questions

Searching for romantic hotels in Winchelsea?
Are you looking for a romantic vacation? Our guests also enjoy Winchelsea for its restaurants. You might consider checking out some of the nearby sights and attractions such as Winchelsea Beach, High Weald, or Pett Level Beach. If you'd like to stay close to a particular destination, you can sort properties by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Winchelsea?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Winchelsea: 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?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in Winchelsea. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Winchelsea for its restaurants. You might think about stopping by Winchelsea Beach, High Weald, or Pett Level Beach while you're seeing the sights.
What's the best way to get to Winchelsea and around town during my romantic getaway?
These transportation options in Winchelsea might help your romantic getaway go off without a hitch: The closest major airport is Gatwick Airport (LGW), located 41.2 mi (66.3 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.