Chailey Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Kenneth Wells

  • Plan, book, travel with confidence

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

Your Chailey Holiday

Say farewell to planning worries and hello to a Chailey holiday package. With your travel details organised before you leave, you can focus on discovering every inch of this city, starting with Brighton City Centre, which is great for shopping, history and bars and pubs. Plumpton Racecourse, Lewes Castle and Barbican House Museum are just some of the many attractions you'll want to see during your trip to Chailey. Don't delay your visit to this destination any longer. Your dream Chailey holiday is only a few clicks away with Expedia.

Chailey Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Gatwick Airport (LGW)
Max Temp Winter
7ºC
Max Temp Summer
18ºC
Top Sights
Lewes Castle, Barbican House Museum and Glyndebourne Opera House

Top hotels in Chailey

Hilton London Gatwick Airport

Hilton London Gatwick Airport

4 out of 5
South Terminal Gatwick Airport, Gatwick, England
Fully refundableReserve now, pay when you stay
The price is £114 per night from 16 Aug to 17 Aug
£114
16 Aug - 17 Aug
includes taxes & fees
8.8/10 Excellent! (3,189 reviews)
"It’s a nice way to get a good night sleep before a long flight the next day."

Reviewed on 30 Jul 2025

Hilton London Gatwick Airport
Bloc Hotel London Gatwick Airport

Bloc Hotel London Gatwick Airport

3 out of 5
South Terminal, Gatwick Airport, Gatwick, England
The price is £116 per night from 24 Aug to 25 Aug
£116
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (4,303 reviews)
Bloc it out
"Perfect for a Gatwick stay. Great discounts at the restaurants. Easy check in, modern clean rooms. Hotel great for an easy early flight to start of your trip!"

Reviewed on 1 Aug 2025

Bloc Hotel London Gatwick Airport
The Grand Brighton

The Grand Brighton

4 out of 5
97-99 King's Road, Brighton, England
Fully refundableReserve now, pay when you stay
The price is £101 per night from 1 Sept to 2 Sept
£101
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,544 reviews)
"Great location, close walking distance to beach, shops, cafes restaurants."

Reviewed on 1 Aug 2025

The Grand Brighton
See all 3,372 properties in Chailey
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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Lewes Castle

Lewes Castle

Learn about the local history of Lewes when you spend time at Lewes Castle. Wander through the seaside and beautiful beaches in this culturally rich area.

Lewes Castle

Glyndebourne Opera House

You can enjoy a show at Glyndebourne Opera House during your trip to Lewes. Visit the shops and top-notch restaurants in this walkable area.

Glyndebourne Opera House

Plumpton Racecourse

Catch an event at Plumpton Racecourse during your trip to Lewes. Visit the spas and top-notch restaurants in this walkable area.

Plumpton Racecourse

What to do in Chailey

SEA LIFE Brighton

SEA LIFE Brighton

£20
per adult
SEA LIFE Brighton
Luggage Storage in Brighton

Luggage Storage in Brighton

£6
per adult
Luggage Storage in Brighton
Brighton: The Prince's Panic Murder Mystery Experience

Brighton: The Prince's Panic Murder Mystery Experience

£24
per adult
Brighton: The Prince's Panic Murder Mystery Experience
See all activities in Chailey

Frequently asked questions

How much does a Chailey travel package cost?
We make it simple for everyone to travel, with Chailey packages starting from just . You'll have the flexibility to bundle your favourite hotels, airlines and car rental. For the ultimate getaway, why not add a couple of activities and tours to your itinerary?
If I'm not able to travel, can I cancel my Chailey travel package?
Don't stress if you're rethinking your Chailey travel package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that life can sometimes throw a spanner in the works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to Chailey?
You'll save tons of cash if you combine your hotels, car rentals and flights into a Chailey travel package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 hotels across the globe, so you'll always have plenty of options to choose from. Want to save even more? Add some popular activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Chailey holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a terrific getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is easier with this payment plan. Put down a small deposit on your escape and then start working on your travel plans.

What are the top hotels in Chailey?
Secure a room at The Dorset. It's one of the neighbourhood's most popular properties. Another well-known option in Chailey is The Bull At The Green.
How far in advance should I book my Chailey holiday?
Reserving your spot early with Expedia means one less thing to have to worry about. A number of air carriers advertise prices up to 12 months prior to departure dates. This is often the cheapest time to book. If circumstances have left you booking late, incredible deals to Chailey sometimes occur in the weeks leading up to departure.
What does an Expedia Chailey travel package include?
That depends on you. You can choose from a variety of Chailey packages, such as a flight, rental car and hotel. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like experiences and activities. Whatever your dream Chailey holiday looks like, you're sure to save!
What should I know before booking a Chailey travel package?
Bundling your bookings into a Chailey travel package is the most convenient way to organise your trip. Not only that, you'll get great discounts just for combining your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Chailey Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our travel packages give you the freedom to pick from available flights, hotels and activities that fit your needs.

* 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.