Chailey Holidays from AU$636

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Your Chailey Holiday

The stress-free way to experience this city is with a tailor-made Chailey holiday package. Base yourself in the neighbourhood of Brighton City Centre, which is good for shopping, history and bars and pubs or go someplace else — our package deals are all about you. Plumpton Racecourse, Lewes Castle and Cliffe High Street are just some of the many sights you'll want to check out during your trip to Chailey. Browse Expedia's extensive range of travel options and start planning your ideal holiday to Chailey today.

The Latest Chailey Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hartsfield Manor

Hartsfield Manor

4.5 out of 5
per person
16 Aug - 18 Aug
found 13 hours ago
Return flight included
Munich (MUC) to London (LGW)
8.4/10 Very Good! (528 reviews)
Lovely setting and property

Reviewed on 9 Apr. 2025

Westleigh

Westleigh

4 out of 5
per person
16 Aug - 18 Aug
found 1 day ago
Return flight included
Munich (MUC) to London (LGW)
9.8/10 Exceptional! (22 reviews)
Super easy, quiet and superb hospitality. Breakfast is great

Reviewed on 12 Jul. 2025

The Lodge at Kingswood

The Lodge at Kingswood

4 out of 5
per person
16 Aug - 18 Aug
found 1 day ago
Return flight included
Munich (MUC) to London (LGW)
9.6/10 Exceptional! (165 reviews)
We stayed for one night at the lodge beside the golf course and had a pleasant experience. The staff were friendly on arrival, which made for a warm welcome. Dinner and breakfast were served in the golf club house — good, honest pub grub that hit the spot. Our room overlooked the grounds of the golf course. The bed was comfortable and the room well appointed, though it could benefit from a bit of modernisation. There’s also a lift to the first floor where the rooms are located, which was a helpful addition. Overall, a convenient and friendly stopover with a relaxed atmosphere.

Reviewed on 13 Jul. 2025

The Talbot Inn

The Talbot Inn

4 out of 5
per person
16 Aug - 18 Aug
found 13 hours ago
Return flight included
Munich (MUC) to London (LGW)
8.2/10 Very Good! (646 reviews)
Property was very tired and needed a renovation but not all of it

Reviewed on 11 Jul. 2025

Savannah Bed & Breakfast

Savannah Bed & Breakfast

4 out of 5
per person
16 Aug - 18 Aug
found 1 day ago
Return flight included
Munich (MUC) to London (LGW)
9.8/10 Exceptional! (40 reviews)
Easy to find.....the owner very helpful and friendly. Room very clean and the breakfast was lovely.

Reviewed on 7 Jul. 2025

Chailey Holiday

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

Our pick of the best Chailey Hotel Deals

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 AU$238 per night from 6 Aug to 7 Aug
AU$238
6 Aug - 7 Aug
includes taxes & fees
8.8/10 Excellent! (3,078 reviews)
"A very convenient and pleasant place to stay as it is only a few minutes walk from Gatwick South. Breakfast is good too and is available from 5.30am"

Reviewed on 14 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 AU$239 per night from 5 Aug to 6 Aug
AU$239
5 Aug - 6 Aug
includes taxes & fees
8.8/10 Excellent! (4,306 reviews)
"Great location"

Reviewed on 14 Jul. 2025

Bloc Hotel London Gatwick Airport
Sofitel London Gatwick

Sofitel London Gatwick

4 out of 5
North Terminal, London Gatwick Airport, Gatwick, England
Fully refundableReserve now, pay when you stay
The price is AU$309 per night from 4 Aug to 5 Aug
AU$309
4 Aug - 5 Aug
includes taxes & fees
8.8/10 Excellent! (1,878 reviews)
"Comfiest beds ever!"

Reviewed on 15 Jul. 2025

Sofitel London Gatwick
See all 3,352 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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
family friendly holidays

Family Friendly Holidays

Family Friendly Holidays

Discover the most popular places to visit in Chailey

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

Malling Down Nature Reserve

Explore the great outdoors at Malling Down Nature Reserve, a lovely green space in Lewes. Visit the shops and lively bars in this culturally rich area.

Malling Down Nature Reserve

What to do in Chailey

Fun at in the sun at Abyss

Half Day Beer Tour of Lewes

AU$115
per adult
Half Day Beer Tour of Lewes
The Seven Sisters

Seven Sisters and Sussex Villages Private Driving Tour

AU$769
per traveller
Seven Sisters and Sussex Villages Private Driving Tour
Another view of The Seven Sisters, with our guide, Lawrence.

Seven Sisters & South Downs Tour with Train Tickets Included

AU$227
per adult
100% of travellers recommend
Seven Sisters & South Downs Tour with Train Tickets Included
See all activities in Chailey

Frequently asked questions

How much does a Chailey holiday package cost?
Our Chailey packages, which start from as low as AU$636, are an easy way to save big. Choose your favourite flights, hotels and rental cars to create your ideal itinerary.
How do I get a cheap travel package to Chailey?
If you love landing a bargain, bundle your bookings into a Chailey holiday package. Whether you need flights, hotels, day tours or rental cars, you can book them all in one place. You'll have ample choice at your fingertips too. Expedia has over 550 airlines and 1 000 000 hotels around the world to pick from. Fly with who you want, stay wherever you like and save precious money --- now that's the perfect getaway!
How far in advance should I book my Chailey holiday?
To bag rock-bottom prices, book ASAP. Air carriers typically release flight tickets, along with some of the lowest fares, around 12 months ahead of time. Hotels, activities and car rental should also be booked well in advance to avoid disappointment. If you've decided on a last-minute getaway to Chailey, there are always lots of great deals to be had on Expedia. Book something in today!
What does an Expedia Chailey travel package include?
Hotels, flights and car rentals --- we bring you the very best bargains. All you have to do is pick and choose your ideal combination. After you've made your booking, you can add on the exciting stuff like day tours and sightseeing activities. Our travel packages make it simple to create an amazing Chailey holiday.
What should I know before booking a Chailey travel package?
So many places to explore, so many things to see. With a package, you can check more of them off your list. Combine your hotels, rental cars and flights and see how much you save.
Can I choose my airline with a Chailey Expedia holiday package?
Yes, you're in charge. We offer more than 550 partner airlines throughout the world, so you can design your Chailey adventure according to your budget and travel needs.
If I'm not able to travel, can I cancel my Chailey holiday package?
It's hard to predict what the future holds, so it's comforting to know that you can change or cancel your Chailey holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.