Winchelsea Holidays from £175

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Your Winchelsea Holiday

Select a Winchelsea holiday package and concentrate on what's important — enjoying yourself. There's no more planning stresses, just a lot more free time to uncover the charms of this fascinating city, such as its rich history and coastal scenery. Camber Sands, Rye Harbour Nature Reserve and Pett Level Beach are just a few of the attractions you'll want to check out during your trip to Winchelsea. Expedia has what you need to escape your routine. Tailor your holiday to Winchelsea to suit your travel style, whatever that may be.

Top Winchelsea Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Tulip Queen, Spalding by Marston's Inns
Bloc Hotel London Gatwick Airport
Holly House
Beaverbrook

Things to do near Winchelsea

Winchelsea offers a delightful mix of beachside fun and outdoor activities, making it perfect for a scenic getaway. Visitors can enjoy the recreational areas and nearby golf courses, alongside various attractions and guided tours of the charming town. Whether you're seeking thrilling rides or simply wish to relax by the coast, Winchelsea promises a memorable experience for all.

Shopping

In Winchelsea, visit Priory Meadow Shopping Centre, just 11.3km away, for a vibrant shopping experience with entertainment and family-friendly options. If you're up for a drive, the Ashford Designer Outlet, 111.3km away, offers a variety of designer brands.

Recreation

Experience the vibrant atmosphere at White Rock Theatre, just 12.9km from Winchelsea, where captivating music concerts await. Alternatively, indulge in a round of golf at Sedlescombe Golf Club, 11.3km away, or enjoy a delightful performance at Stables Theatre, also 11.3km distant, perfect for culture and family outings.

Adventure

Experience the thrill of the East Hill Lift, a funicular ride offering stunning views, located 11.3km from Winchelsea. For family fun, visit Clambers, an exciting arcade adventure zone 12.9km away. Don’t miss the West Hill Lift, another funicular ride, also 11.3km from Winchelsea.

Nightlife

In Winchelsea, the nightlife is charming and relaxed. Enjoy cosy pubs like The Woolpack and The New Inn, where you can savour local ales and live music. Stroll through the quaint streets, embracing the warm atmosphere and friendly locals for an authentic evening experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Winchelsea

Winchelsea, a charming destination in the United Kingdom, offers a delightful blend of beach, scenic beauty, and outdoor activities. Visitors can explore local points of interest such as the picturesque Winchelsea Beach, nearby reserves, and historical churches. Ideal for those seeking cultural experiences or family-friendly adventures, a short walk from Winchelsea Beach is a must for a refreshing outdoor experience.

  • Camber Sands: Enjoy the stunning expanse of Camber Sands, a beautiful beach located 6.4km from Winchelsea. Known for its golden sands and rolling dunes, it offers a perfect spot for sunbathing, beach sports, or a leisurely stroll along the shore, all while soaking in that wonderful beach vibe.
  • Rye Harbour Nature Reserve: Situated 3.2km away, Rye Harbour Nature Reserve is a haven for wildlife enthusiasts. With its diverse ecosystems, it provides a peaceful retreat where you can enjoy historical insights and relax amidst friendly locals and breathtaking natural beauty.
  • Great Dixter House and Gardens: Just 11.3km from Winchelsea, Great Dixter House and Gardens exemplifies English heritage. Explore its stunning gardens and historic architecture, immersing yourself in the rich culture and artistry of this remarkable estate.

Best time to go to Winchelsea

The best time to visit Winchelsea is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.4°F (5.2°C)Light RainMostly CloudyAverageSlightly Low
February41.9°F (5.5°C)Light RainMostly CloudyAverageSlightly Low
March44.6°F (7.0°C)No RainMostly CloudyAverageSlightly Low
April48.2°F (9.0°C)No RainMostly SunnyModerately HighAverage
May53.4°F (11.9°C)Light RainMostly SunnyAverageAverage
June59.2°F (15.1°C)Light RainMostly SunnyAverageSlightly High
July63.0°F (17.2°C)Light RainMostly SunnyModerately HighSlightly High
August63.3°F (17.4°C)Light RainMostly SunnyModerately HighSlightly High
September59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
October55.0°F (12.8°C)Light RainMostly CloudyModerately LowAverage
November48.4°F (9.1°C)Light RainMostly CloudyModerately LowAverage
December44.1°F (6.7°C)Light RainMostly CloudyModerately LowAverage

Tips to save on your trip to Winchelsea

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Winchelsea.
  • Consider traveling to Winchelsea during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Winchelsea Beach Holiday

Listen to the soothing sound of waves rolling into the shore and stroll by the sparkling waters during your Winchelsea holiday. If you're craving some time out, a trip to Winchelsea will work wonders. We have plenty of Winchelsea holiday packages to choose from. Snap one up close to Winchelsea Beach, just 2 miles from the city centre, and live out your holiday dreams without blowing your budget.

Winchelsea Essential Information

Language
English
Currency
British pounds sterling
Population
300
Max Temp Winter
7ºC
Max Temp Summer
18ºC
Top Sights
Camber Sands, Winchelsea Beach and Carr Taylor Vineyard

Top hotels in Winchelsea

Hythe Imperial Hotel Spa & Golf

Hythe Imperial Hotel Spa & Golf

4 out of 5
Princes Parade Hythe England
Fully refundableReserve now, pay when you stay
The price is £60 per night from 26 Feb to 27 Feb
£60
26 Feb - 27 Feb
includes taxes & fees
8.8/10 Excellent! (1,089 reviews)
Check in was good and pleased with the room. What needs to improve is the breakfast and staff. Welcome staff hiding round the corner on phone. After asking did not tell us how breakfast worked. Several staff not doing alot, even when the coffee machine broke and would not manually make tea coffee! ...

Reviewed on 23 Jan 2026

Hythe Imperial Hotel Spa & Golf
Ashford International Hotel & Spa

Ashford International Hotel & Spa

4 out of 5
Simone Weil Avenue Ashford England
Fully refundableReserve now, pay when you stay
The price is £76 per night from 12 Mar to 13 Mar
£76
12 Mar - 13 Mar
includes taxes & fees
7.8/10 Good! (1,004 reviews)
Staff seemed courteous. Rooms were to the expectations. The Sauna and Jacuzzi were not working which was a shame. But over, happy with our stay.

Reviewed on 5 Feb 2026

Ashford International Hotel & Spa
The Grand Hotel Eastbourne

The Grand Hotel Eastbourne

5 out of 5
King Edwards Parade Eastbourne England
Fully refundableReserve now, pay when you stay
The price is £138 per night from 22 Feb to 23 Feb
£138
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Was good to upgrade the room for a beach side-on very. Room was clean and spacious. Breakfast was included and was very filling. We ate in the restuarant the first night and had great food. Would recommend the steak! Staff were very friendly. Also used the outdoor and indoor pools. They were nicely ...

Reviewed on 13 Jan 2026

The Grand Hotel Eastbourne
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.

The Advantages of Winchelsea Weekend Breaks

Discover a different side of the British Isles with a weekend break in Winchelsea. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Winchelsea weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Winchelsea.

Cheap Weekend Breaks to Winchelsea

There are lots of ways to take cheap weekend breaks to Winchelsea. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Winchelsea. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Winchelsea Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Winchelsea. Whisking your lover away for a romantic Winchelsea weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Winchelsea and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Winchelsea

Set some time aside to experience family weekend breaks in Winchelsea. There are plenty of excellent family-friendly hotels in Winchelsea within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Winchelsea. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Winchelsea family weekend breaks.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.