Rayleigh Holidays from £128

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Your Rayleigh Holiday

Lock in a Rayleigh holiday package and get set to experience everything this city has to offer. Think about staying in the neighbourhood of Westcliff-on-Sea, which is great for views, walking and watersports. A trip to Rayleigh is a superb opportunity to take in the sights. Make sure you visit popular attractions like Festival Leisure Park, Hadleigh Castle and Battlesbridge Antiques and Craft Centre. Expedia has what you need to escape your routine. Tailor your holiday to Rayleigh to suit your style of travel, whatever that may look like.

Top Rayleigh Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Sittingbourne by IHG

Holiday Inn Sittingbourne by IHG

3.5 out of 5
per person
5 Sept - 7 Sept
found 20 hours ago
Return flight included
Glasgow (GLA) to London (LCY)
7.8/10 Good! (561 reviews)
We enjoyed our stay and it was very reasonably priced for a Saturday night. However, there was red stains all over the carpet in the room and there was one pillow that stank of cigarettes, which is obviously disgusting. We slept ok though and it was quiet.

Reviewed on 22 Jun 2025

Trivelles Rochester

Trivelles Rochester

3 out of 5
per person
5 Sept - 7 Sept
found 20 hours ago
Return flight included
Glasgow (GLA) to London (LCY)
8/10 Very Good! (190 reviews)
Not bad for the price

Reviewed on 9 May 2025

Inner Dowsing Lightship

Inner Dowsing Lightship

3 out of 5
per person
5 Sept - 7 Sept
found 20 hours ago
Return flight included
Glasgow (GLA) to London (LCY)
9.4/10 Exceptional! (24 reviews)
Very cosy and warm, steep steps up to room and parking a few minutes walk away. A wonderful view to wake up to overlooking the river Medway. No breakfast inc and it’s not clear reading the other reviews, I think it’s overpriced without breakfast. We enjoyed our stay but I wouldn’t stay here again unfortunately. If you are a light sleeper noisy traffic in the background also. The host was friendly.

Reviewed on 7 Mar 2025

ibis London Thurrock M25

ibis London Thurrock M25

3 out of 5
per person
12 Aug - 18 Aug
found 2 hours ago
Return flight included
London (LGW) to London (LCY)
8/10 Very Good! (1,001 reviews)
The staff, particularly Angelica and Edita, were so friendly, helpful and professional. The room was perfect.

Reviewed on 30 May 2025

Captivating 3-bed House in Strood, Rochester Kent

Captivating 3-bed House in Strood, Rochester Kent

2 out of 5
per person
5 Sept - 7 Sept
found 20 hours ago
Return flight included
Glasgow (GLA) to London (LCY)
No reviews

Rayleigh Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Stansted Airport (STN)
Population
30,200
Max Temp Winter
7ºC
Max Temp Summer
21ºC
Top Sights
Adventure Island, Shoebury East Beach and Thorpe Bay Beach

Top hotels in Rayleigh

Spring River Ebbsfleet by Marston's Inns
Spring River Ebbsfleet by Marston's Inns
3 out of 5
Talbot Lane, Gravesend, England
Fully refundableReserve now, pay when you stay
The price is £54 per night from 6 Jul to 7 Jul
£54
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Staff was helpful"

Reviewed on 29 Jun 2025

Spring River Ebbsfleet by Marston's Inns
Beautiful 3-bed Cottage in Burnham-on-crouch
Beautiful 3-bed Cottage in Burnham-on-crouch
3 out of 5
Burnham-on-Crouch, England
Get rates
Beautiful 3-bed Cottage in Burnham-on-crouch
Bridgewood Manor
Bridgewood Manor
4 out of 5
Walderslade Woods, Chatham, England
Fully refundableReserve now, pay when you stay
The price is £67 per night from 3 Aug to 4 Aug
£67
3 Aug - 4 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Checked in late so literally arrived and went to bed. The public areas looked nice. Never saw the spa. The room was fine but didn’t have air conditioning. There was a fan. The sockets were all inodd places so you couldn’t charge your phone other than across the room. Similarly with the fan. The bathroom ..."

Reviewed on 27 Jun 2025

Bridgewood Manor
See all 1,796 properties in Rayleigh
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.

The Advantages of Rayleigh Weekend Breaks

Discover a different side of the British Isles with a weekend break in Rayleigh. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Rayleigh weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Rayleigh.

Cheap Weekend Breaks to Rayleigh

There are lots of ways to take cheap weekend breaks to Rayleigh. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Rayleigh. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Rayleigh Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Rayleigh. Whisking your lover away for a romantic Rayleigh weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Rayleigh and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Rayleigh

Set some time aside to experience family weekend breaks in Rayleigh. There are plenty of excellent family-friendly hotels in Rayleigh within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Rayleigh. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Rayleigh family weekend breaks.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Rayleigh holiday with Expedia?
Choose Expedia to arrange your next break with ease, all in the same place. Our top tip for scoring a great deal on a Rayleigh retreat? Bundle your flights, accommodation and/or hire car into a package holiday. Then throw in a few fun tours and activities. Many bookings also have flexible cancellation policies, so there's no need to panic if you have to change your travel plans. Round-the-clock assistance with changing and cancelling your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Rayleigh?
To enjoy the atmosphere of peak season, take off in May, August and September. November, December and January are generally quieter and a good idea if you'd rather escape the crowds. With daytime average temperatures of 5ºC, January is the coolest period in Rayleigh. The warmest month is July, when you can expect average temperatures of 17ºC during the day. Whatever the weather, you'll find plenty of things to keep you occupied here.
What is the top hotel for my holiday in Rayleigh?
Put your feet up and relax in comfort in Rayleigh by choosing Skylark Hotel as your gateway to fun and adventure.
How do I get a cheap holiday to Rayleigh?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, flights, hire cars and activities --- we've got them all covered. Select the combination that suits your style and see your savings stack up. Of course, holidays are never one-size-fits-all. That's why we offer more than 400 airlines and 321,000 properties across the world, so you can customise your Rayleigh holiday your way. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Rayleigh holiday?
There's an almost endless list of things to see and do while enjoying your holiday in Rayleigh. Southend Pier, Adventure Island, Festival Leisure Park and Thorpe Bay Beach are among this city's top attractions.
What is the best area to stay in when on holiday in Rayleigh?
There's so much to do in Rayleigh, so stay close to its top attractions and spend more time sightseeing. Rayleigh Indoor Karting Stadium is one place to put on your must-see list.
Do I need a visa for my Rayleigh holiday?
Visa requirements for Rayleigh vary based on your nationality and reason for your visit. We recommend checking official government websites to determine if you need a visa for your trip. They'll also give you the most up-to-date information, including details about application procedures or supporting documentation that might be necessary. Research your visa requirements well in advance to ensure a hassle-free travel experience. Finally, check to see that your passport has a minimum of six months validity from your date of return.
What should I wear on my Rayleigh holiday?
Although everyone's style is different, it can be useful to have a few guidelines for what to wear during your holiday in Rayleigh. We recommend looking up social media before you go for inspiration on fashion trends or dress codes. Daytime temperatures during January, Rayleigh's coolest month, average around 5ºC. July marks this city's warmest month when the average daily temperature reaches 17ºC. Our tip? Take the guesswork out of packing and check the local weather conditions.
What does an Expedia Rayleigh holiday include?
Hotels, car hires and flights, or any combination of them --- it's your choice. Whether you're exploring Rayleigh with the family or enjoying a solo break, there's a bundle to suit your style and budget. Once you've made your booking, why not add on one or two tours as well? Expedia features different types of properties, with the most sought after in Rayleigh including private holiday homes and apartments. With Expedia, you'll always have the flexibility and freedom to customise your holiday however you want.
Does Expedia offer Book Now, Pay Later Rayleigh holidays?
Expedia has teamed up with online lender Klarna to make booking your next trip a bit easier on the wallet. Paying by instalment means you can spread the costs of your next adventure, leaving you with more money to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that falls within your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that suit all budgets, so you can lock in that well-deserved holiday sooner.
  • No-deposit holidays: If not paying ahead of time for your getaway makes hitting that "book now" button easier, go for a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Rayleigh Expedia holiday?
Yes, of course. Expedia has access to more than 400 partner airlines throughout the world, so choose the carrier that fits your travel 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.