Winchelsea Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Snappy David

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 3.275.921 ₫ per night from 30 Jun to 1 Jul
3.275.921 ₫
3.931.105 ₫ total
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (297 reviews)
"Very professional staff, nice and clean place,"

Reviewed on 22 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 4.154.731 ₫ per night from 6 Jul to 7 Jul
4.154.731 ₫
4.985.677 ₫ total
6 Jul - 7 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
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 3.221.124 ₫ per night from 13 Jul to 14 Jul
3.221.124 ₫
3.865.348 ₫ total
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (1,026 reviews)
"I was not there for more than about 12 hours as I arrived early evening and left very early for Le Shuttle. It was what I would have expected from such a quick stay at a 4* hotel"

Reviewed on 22 Jun 2025

Hythe Imperial Hotel Spa & Golf
See all 2,094 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

Church of St Thomas a Becket

Find out about the history of Icklesham with a stop at Church of St Thomas a Becket. Wander through the seaside and beautiful beaches in this relaxing area.

Church of St Thomas a Becket

St. Thomas the Martyr

Find out about the history of Icklesham with a stop at St. Thomas the Martyr. Wander through the seaside and beautiful beaches in this relaxing area.

St. Thomas the Martyr