Winchelsea Vacations from ￥259,782

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The Latest Winchelsea Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Village Hotel Maidstone

Village Hotel Maidstone

3.5 out of 5
per person
Sep 27 - Oct 3
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LGW)
7.8/10 Good! (1,000 reviews)
The property was easy to get to via cab, I would not advise you to try and walk it as the road gets busy. The staff were very friendly and helpful. The room was large and spacious, only thing I didnt like was the room had no AC, but a Dyson fan was in full use. The room had no fridge to put your water or drinks, no complementary biscuits, or herbal teas. Other wise I had a very pleasant and comfortable stay.

Reviewed on Jul 7, 2025

Nutfield Priory Hotel And Spa

Nutfield Priory Hotel And Spa

4 out of 5
per person
Sep 27 - Oct 3
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LGW)
8.8/10 Excellent! (384 reviews)
We stayed in one of the feature rooms which was beautiful and spacious, as described. The property was beautiful and the spa facilities were a nice feature. The staff was friendly and helpful. They ordered us a taxi for the following morning which took us to Gatwick Airport, only 20 minutes away. Highly recommend if you are looking for a quiet, classy stay near the airport. The food at the restaurant was also delicious. Make a reservation if you plan on dining for supper. Thanks!

Reviewed on May 27, 2025

Alexander House And Utopia Spa

Alexander House And Utopia Spa

5 out of 5
per person
Sep 27 - Oct 3
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LGW)
8.4/10 Very Good! (460 reviews)
Room was very comfortable but air con totally inadequate. Water from taps and showers dangerously hot. Lounges comfortable.

Reviewed on Jul 14, 2025

Ashdown Park Hotel & Country Club

Ashdown Park Hotel & Country Club

4 out of 5
per person
Sep 27 - Oct 3
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LGW)
8.8/10 Excellent! (498 reviews)
Nice experience overall but extremely disappointed that though we called ahead to mention that we were celebrating our 1st wedding anniversary, nothing at all was done to make the experience any more special. If you're booking for a special occasion, you may wish to look elsewhere, sadly!

Reviewed on Jul 20, 2025

Harbour Hotel Guildford

Harbour Hotel Guildford

4 out of 5
per person
Sep 27 - Oct 3
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LGW)
8.6/10 Excellent! (1,007 reviews)
Great staff and good quality hotel

Reviewed on Jul 19, 2025

Find the Best Winchelsea Vacation Packages

Winchelsea Beach Vacation

Get set to live out those summer daydreams on your upcoming Winchelsea vacation. Head off on a lovely stroll, admire the sparkling coastal views and pick up unique seashells on your trip to Winchelsea. Located just 2 kilometers from the town center, 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 vacation in Winchelsea. Why not check out some apartments, like Winchelsea Lodge and Strand House? They're a hit with travelers 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 vacation deals, you'll have more money in your back pocket to explore.

Winchelsea Hotel Deals

Winchelsea Lodge

Winchelsea Lodge

3 out of 5
Hastings Road, Winchelsea, England
Fully refundableReserve now, pay when you stay
The price is ￥18,300 per night from Jul 22 to Jul 23
￥18,300
￥21,960 total
Jul 22 - Jul 23
includes taxes & fees
8.6/10 Excellent! (306 reviews)
"The property was in an easy place to find ,very near to the main road . Rooms were away. From the road noise . Breakfast was very good the sausages were very tasty , I didn’t like the toilet roll holder,not good ,but roll ok."

Reviewed on Jul 17, 2025

Winchelsea Lodge
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 ￥14,973 per night from Jul 27 to Jul 28
￥14,973
￥17,968 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Wonderful staff were super helpful"

Reviewed on Jul 19, 2025

Ashford International Hotel & Spa
The Burlington Hotel

The Burlington Hotel

3 out of 5
Grand Parade, Eastbourne, England
Fully refundableReserve now, pay when you stay
The price is ￥10,780 per night from Aug 10 to Aug 11
￥10,780
￥12,936 total
Aug 10 - Aug 11
includes taxes & fees
7.6/10 Good! (1,260 reviews)
Midweek break
"Comfortable bed & armchairs. Carpet not very clean & wood work tatty. We had a lovely seaview but the room was almost unbearably hot even with the supplied fan, maybe the bigger rooms are more airy. All staff very good & helpful with charging my husband's mobility scooter. Breakfast buffet plentiful ..."

Reviewed on Jul 17, 2025

The Burlington Hotel
See all 2,100 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.

Discover the most popular places to visit in Winchelsea

Church of St Thomas a Becket

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

Church of St Thomas a Becket

Frequently asked questions

How much does a Winchelsea vacation package cost?
You can pick up a vacation package to this popular destination from ￥259,782 on Expedia. However, how much your vacation 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 vacation packages, organize 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 neighborhoods like Icklesham and Playden during your Winchelsea vacation. 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 vacation 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 vacation.
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 vacation package as soon as possible.
Is it cheaper to book a Winchelsea vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can personalize 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 vacation 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 vacation. Create a rough plan and give yourself enough time to cover everything you want to see.
  4. Combine your airfare and accommodations: Once you've nailed down your dates and duration, book the right Winchelsea vacation package for you.

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