Chessington Vacations from $962

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Your Chessington Vacation

There's plenty to love about Chessington, from its family-friendly attractions to its entertainment. When you're ready to say hello to this wonderful city, our Chessington vacation packages are calling your name. Hampton Court Palace, Chessington World of Adventures and Bushy Park are just a few of the attractions worth visiting during your trip to Chessington. Expedia can help you escape your daily routine. Tailor your vacation to Chessington to suit your travel style, whatever that may be!

The Latest Chessington vacation packages

Price found within the past 48 hours. Click for updated prices.
Staines Riverside by Charles Hope

Staines Riverside by Charles Hope

4 out of 5
Price was $1,404, price is now $962 per person
$962
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
7.6/10 Good! (13 reviews)
Lovely apartment, only downfalls was the floor was dirty and hadn’t been cleaned, one of the beds sheets had staines of some sort. Beds were uncomfortable and the parking opposite only allows you to book until 12 midnight, you then have to wake up at 6am to pay again as there’s no option to pay for 24hrs obviously this has nothing to do with the owners but something to be aware when booking.

Reviewed on Dec 1, 2024

Spacious Serviced Apartments Canary Wharf

Spacious Serviced Apartments Canary Wharf

4 out of 5
Canary Wharf
Save 100% on your flight
Price was $1,904, price is now $1,151 per person
$1,151
per person
Mar 13 - Mar 20
found 2 hours ago
Roundtrip flight included
New York (NYC) to London (LHR)
7.6/10 Good! (14 reviews)
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
Price was $1,659, price is now $1,073 per person
$1,073
per person
Feb 12 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to London (LHR)
8.8/10 Excellent! (470 reviews)
The staff was very friendly and the amenities provided were excellent! I would certainly stay again!

Reviewed on Jan 8, 2026

East Sussex National

East Sussex National

4 out of 5
Price was $2,307, price is now $1,015 per person
$1,015
per person
Feb 11 - Feb 14
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to London (LGW)
9/10 Wonderful! (812 reviews)
Friendly staff and very tasty food

Reviewed on Jan 10, 2026

The Z Hotel Leicester Square

The Z Hotel Leicester Square

3 out of 5
London City Centre
Price was $2,333, price is now $1,072 per person
$1,072
per person
Feb 11 - Feb 14
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to London (LHR)
9/10 Wonderful! (120 reviews)
Very comfortable room. It is very compact but excellent

Reviewed on Jan 11, 2026

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Discover the most popular places to visit in Chessington

Hyde Park featuring a city, a garden and a pond

Hyde Park

4.5/5(4,529 reviews)

Once the private hunting grounds of a king, London's most famous park is today a place where everyone can enjoy gardens, monuments and music performances.

Hyde Park
Big Ben showing heritage architecture, a city and a monument

Big Ben

3.5/5(4,358 reviews)

One of London’s most resounding landmarks is a treasured emblem of England.

Big Ben
Tower Bridge which includes night scenes, heritage architecture and a river or creek

Tower Bridge

4.5/5(3,801 reviews)

An engineering marvel, this London icon spans both the River Thames and the ages.

Tower Bridge

What to do in Chessington

Tower of London Tickets with Beefeater Tour & Crown Jewels

The Tower of London Tickets with Yeoman Warder Beefeater Tour

$48
per adult
90% of travellers recommend
The Tower of London Tickets with Yeoman Warder Beefeater Tour
Kensington Palace Tickets

Kensington Palace & Gardens Tickets

$28
per adult
90% of travellers recommend
Kensington Palace & Gardens Tickets
Westminster Abbey in London

Westminster Abbey Tickets

$42
per adult
86% of travellers recommend
Westminster Abbey Tickets
See all activities in Chessington

Chessington Hotel Deals

Strand Palace Hotel

Strand Palace Hotel

4 out of 5
372 The Strand London England
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $204 total per night from Jan 25 to Jan 26
$204 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (4,825 reviews)
Fab experience, very curteous and friendly staff. Very clean room

Reviewed on Jan 9, 2026

Strand Palace Hotel
The Tower Hotel, by Thistle

The Tower Hotel, by Thistle

4 out of 5
St Katharine's Way London England
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $138 total per night from Jan 18 to Jan 19
$138 total
Jan 18 - Jan 19
Total with taxes and fees
8.2/10 Very Good! (9,064 reviews)
Did not eat breakfast

Reviewed on Jan 11, 2026

The Tower Hotel, by Thistle
1 Bed Flat - Sleeps 3 - Parking - Wifi

1 Bed Flat - Sleeps 3 - Parking - Wifi

3 out of 5
London England
Get rates
1 Bed Flat - Sleeps 3 - Parking - Wifi
See all 28,962 properties in Chessington
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.

Find the Best Chessington Vacation Packages

Chessington Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Heathrow Airport (LHR)
Population
19,400
Max Temp Winter
45ºF
Max Temp Summer
70ºF
Top Sights
Natural History Museum, Hampton Court Palace and Chessington World of Adventures

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Frequently asked questions

How much does a Chessington vacation package cost?
You can grab a vacation package to this popular destination from $962 on Expedia. However, how much your vacation to Chessington costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Chessington?
You can usually find lower rates and better availability in May, November and December. Check out our cheap Chessington vacation packages and you could land some excellent off-season deals.
How many days is enough for Chessington?
The ideal length for your Chessington vacation depends on what you'd like to see. Typically, a few days to a week will give you plenty of time to check out all the top sights and explore some hidden treasures along the way.
Is it worth booking a vacation package to Chessington?
Boasting a host of highlights starting with its excellent family-friendly attractions, Chessington is a good vacation destination. Whether you want to discover sights like Chessington World of Adventures and Chessington Equestrian Centre or take the road less traveled, you'll have plenty to see and do on your Chessington vacation.
How to find the best Chessington package deals?
Bagging a cheap Chessington package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Chessington package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Chessington vacation as a package?
You can enjoy significant savings on your next Chessington break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Chessington?
Secure incredible bargains by booking your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Chessington vacation.
How to plan a trip to Chessington?

  1. Pick your travel dates: The things you want to do in Chessington and your favorite season will help you decide when to go.
  2. Set a budget: Consider costs like flights, food and transportation when calculating how much to set aside for your trip to Chessington. Then, select a property that suits your budget, whether that's an economical stay or a more luxurious retreat.
  3. Organize your Chessington getaway with Expedia's trip planning tool: Search for and book accommodations and things to do all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Chessington together.
  4. Work out your trip length: Consider how much time you'd like to spend exploring Chessington. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Chessington vacation package.
  6. Book any excursions or activities: Here's the fun part — locking in everything you want to do and see. Check out some of the exciting things to do in Chessington and book your tickets early to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Chessington vacation packages?
Set off on your dream escape to Chessington with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stick to your budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.