Winchelsea Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

Photo by Snappy David

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ฿4,531 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Winchelsea Beach Holiday

Get set to live out those summer daydreams on your upcoming Winchelsea holiday. Head off on a lovely stroll, admire the sparkling coastal views and pick up unique seashells on your trip to Winchelsea. Located just 2 kilometres from the town centre, Winchelsea Beach is the place to be for many visitors. Browse our Winchelsea packages and watch your travel budget stretch further!

Things You Should Know About Winchelsea

  • Doze off to the gentle sounds of the sea in one of our Winchelsea beach hotels. There's nothing quite like staying right by the water.
  • Whatever your tastes or budget, you'll find a great place to stay for your holiday in Winchelsea. Why not check out some apartments, like Winchelsea Lodge and Strand House? They're a hit with travellers of all sorts.
  • Winchelsea is home to 300 people and offers plenty to keep you busy. Ready to start planning some exciting activities? Head straight to our Winchelsea things to do page for some inspiration.
  • Winchelsea Beach, Winchelsea Beach and Church of St Thomas a Becket are just some of the attractions that should be on your sightseeing list. With our Winchelsea holiday deals, you'll have more money in your back pocket to explore.

Top hotels in Winchelsea

Winchelsea Lodge
Winchelsea Lodge
3 out of 5
Hastings Road, Winchelsea, England
Fully refundableReserve now, pay when you stay
The price is ฿4,100 per night from 30 Jun to 1 Jul
฿4,100
฿4,920 total
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (298 reviews)
"I never ever leave reviews but this place deserves a good one"

Reviewed on 26 Jun 2025

Winchelsea Lodge
The New Inn
The New Inn
4 out of 5
German Street, Winchelsea, England
Fully refundableReserve now, pay when you stay
The price is ฿5,218 per night from 30 Jun to 1 Jul
฿5,218
฿6,262 total
30 Jun - 1 Jul
includes taxes & fees
9.2/10 Wonderful! (137 reviews)
"Wonderful stay in this 18th century coaching inn, Great hosts Paul and Debs and members of staff Matt, Romilly & James. A lovely room and very good food. I would highly recommend The New Inn."

Reviewed on 8 Jun 2025

The New Inn
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 ฿2,617 per night from 6 Jul to 7 Jul
฿2,617
฿3,140 total
6 Jul - 7 Jul
includes taxes & fees
7.8/10 Good! (1,000 reviews)
A nice place to stay
"It is a nice and comfortable place to stay It would have been convenient if there is a Bus service stop nearby from the Hotel to the Town Centre We do not drive and it was expensive for us to get a taxi from the Hotel to Town Centre or to Ashford International Train station"

Reviewed on 24 Jun 2025

Ashford International Hotel & Spa
See all 2,102 properties in Winchelsea
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.

Frequently asked questions

How much does a Winchelsea holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Winchelsea costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Winchelsea?
To score cheap Winchelsea holiday packages, organise your getaway outside of peak periods such as school holidays. You'll generally find better availability and lower prices when it's less busy.
How many days is enough for Winchelsea?
With about 2 days, you'll have enough time to experience popular neighbourhoods like Icklesham and Playden during your Winchelsea holiday. Be sure to also add St. Thomas the Martyr and Church of St Thomas a Becket to your must-do list. Up for some more adventures? Consider venturing outside of Winchelsea on day trips and tours.
Is it worth booking a holiday package to Winchelsea?
Winchelsea has all the ingredients you need for an awesome break --- nature, views and walking trails are just the start. Whether you want to check out attractions like Winchelsea Beach and St. Thomas the Martyr, or take the path less traveled, there's plenty to see and do on your Winchelsea holiday.
How to find the best Winchelsea package deals?
Use Expedia's filters to find some of the best Winchelsea package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Winchelsea package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Winchelsea holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can personalise your Winchelsea trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Winchelsea?
Land incredible discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Winchelsea getaway.
How to plan a trip to Winchelsea?

  1. Pick your dates: The things you plan to do in Winchelsea and your preferred season can help you decide when to go.
  2. Set your budget: Consider costs like food, flights and transportation when calculating how much to set aside for your trip to Winchelsea. Then, choose a property that works with your budget, whether that's an affordable stay or a deluxe retreat.
  3. Decide how long to go away for: Now that you know more about Winchelsea, you can work out the right length of your holiday. Create a rough plan and give yourself enough time to cover everything you want to see.
  4. Combine your airfare and accommodation: Once you've nailed down your dates and duration, book the right Winchelsea holiday package for you.

Popular places to visit

Winchelsea Beach

Winchelsea Beach

4.5/5(3 reviews)

Why not spend a care-free afternoon at Winchelsea Beach during your travels in Icklesham?

Winchelsea Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.