Winchelsea Vacation Packages

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Your Winchelsea Vacation

Select a Winchelsea vacation 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 vacation to Winchelsea to suit your travel style, whatever that may be.

Top Winchelsea Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holly House

Holly House

4 out of 5
per person
Sep 30 - Oct 6
found 23 hours ago
Roundtrip flight included
Montreal (YUL) to London (LGW)
10/10 Exceptional! (106 reviews)
A lovely room and a magnificent garden. Dee the host was a delight. For those who like a couple of pints with their evening meal the local pub is within easy walking distance and they have a lovely menu, a wide range of decent beers and friendly efficient staff. Intend to stay again sometime in the not too distant future.

Reviewed on Jul. 5, 2025

Bloc Hotel London Gatwick Airport

Bloc Hotel London Gatwick Airport

3 out of 5
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to London (LGW)
9/10 Wonderful! (4,266 reviews)
Very small but well designed and super comfy. The location cannot be beat! I would book again.

Reviewed on Jul. 13, 2025

Nutfield Priory Hotel And Spa

Nutfield Priory Hotel And Spa

4 out of 5
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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

Spring River Ebbsfleet by Marston's Inns

Spring River Ebbsfleet by Marston's Inns

3 out of 5
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to London (LGW)
9/10 Wonderful! (1,001 reviews)
Rooms fine bed comfy friendly staff

Reviewed on Jul. 13, 2025

Best Western Premier Dover Marina Hotel & Spa

Best Western Premier Dover Marina Hotel & Spa

4 out of 5
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to London (LGW)
8.8/10 Excellent! (531 reviews)
Beach is the front of the hotel so me wearing my pajamas @ 05:30 am. Love it

Reviewed on Jul. 11, 2025

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 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 vacation 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 vacation deals, you'll have more money in your back pocket to explore.

Ready to book your vacation to Winchelsea?

 

Choose your dates

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 CA $169 per night from Jul 16 to Jul 17
CA $169
CA $202 total
Jul 16 - Jul 17
includes taxes & fees
8.6/10 Excellent! (305 reviews)
"No vegetarian option for cooked breakfast"

Reviewed on Jul. 14, 2025

Winchelsea Lodge
The Burlington Hotel

The Burlington Hotel

3 out of 5
Grand Parade, Eastbourne, England
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Jul 20 to Jul 21
CA $92
CA $110 total
Jul 20 - Jul 21
includes taxes & fees
7.6/10 Good! (1,251 reviews)
What’s not to like
"Excellent hotel, good location, friendly staff. Some parts a little tired, but no different to many of the hotels along the front. They are all large Victorian buildings. It was everything we expected and we weren’t disappointed. It would have been nice if reception could have alerted us before we ..."

Reviewed on Jul. 14, 2025

The Burlington Hotel
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 CA $135 per night from Jul 27 to Jul 28
CA $135
CA $162 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (1,008 reviews)
Nice hotel
"Nice hotel but they need to ensure reception staff are trained and know what they are doing to avoid delays and give good customer service."

Reviewed on Jul. 12, 2025

Ashford International Hotel & Spa
See all 2,109 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Winchelsea vacation package cost?
You'll find cheap prices from CA $1,058 on Expedia for your Winchelsea escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Winchelsea costs.
What are the cheapest months to go to Winchelsea?
To score cheap Winchelsea vacation packages, organize your getaway outside of peak times such as school holidays. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for Winchelsea?
We'd recommend booking a Winchelsea vacation for around 2 days. This will allow you plenty of time to tick off popular sights including Hastings Country Park and 1066 Country Walk, as well as explore neighbourhoods like Icklesham and Playden. You could even slot in a day trip beyond Winchelsea.
Is it worth booking a vacation package to Winchelsea?
Whether you'd like to explore major sights such as Winchelsea Beach and St. Thomas the Martyr on your Winchelsea vacation, or coming for its excellent nature, views and walking trails, there's something for everyone here. With so many things to do, you'll soon find out why so many visitors think Winchelsea is a good vacation destination.
How to find the best Winchelsea package deals?
Finding a cheap Winchelsea package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Winchelsea package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Winchelsea vacation as a package?
You can enjoy significant savings on your next Winchelsea retreat by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winchelsea?
Secure incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Winchelsea trip.
How to plan a trip to Winchelsea?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Winchelsea.
  2. Figure out your budget: Make sure you have enough money to cover everything from meals and transportation to activities and flights. Your accommodations will probably be the biggest expense during your trip to Winchelsea.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to get to in Winchelsea. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Winchelsea vacation package that brings all your bookings together.

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