Chessington Vacations from $890

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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 City Centre by Charles Hope

Staines City Centre by Charles Hope

3.5 out of 5
Staines Town Centre
Price was $1,206, price is now $890 per person
$890
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
8.8/10 Excellent! (35 reviews)
Nice and spacious apartment, I love it!

Reviewed on Jul 7, 2025

THE KNIGHT OF NOTTINGHILL

THE KNIGHT OF NOTTINGHILL

3.5 out of 5
Notting Hill
Price was $1,606, price is now $1,150 per person
$1,150
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (22 reviews)
I booked this last minute when another hotel booking fell through. All I knew was that I liked the area it was in and needed a place to sleep but I was so pleasantly surprised by how nice and cute it was. Highly recommend for solo travelers!

Reviewed on Sep 10, 2024

Hyde Park Radnor Hotel

Hyde Park Radnor Hotel

3 out of 5
London City Centre
Price was $1,589, price is now $1,186 per person
$1,186
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.2/10 Very Good! (787 reviews)
easy access to Paddington station. Good breakfast

Reviewed on Aug 24, 2025

1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Save 100% on your flight
Price was $4,108, price is now $2,803 per person
$2,803
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to London (LHR)
9.4/10 Exceptional! (283 reviews)
Lovely property. Balcony was a great perk during my stay.

Reviewed on Aug 16, 2025

Maddox Street - 3 bed

Maddox Street - 3 bed

2 out of 5
London City Centre
Save 100% on your flight
Price was $3,691, price is now $2,568 per person
$2,568
per person
Oct 26 - Oct 30
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to London (LHR)
No reviews
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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

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
Wembley Stadium

Wembley Stadium

Catch an event at Wembley Stadium during your trip to Wembley. Stroll along the riverfront or visit the notable monuments in this vibrant area.

Wembley Stadium
Piccadilly Circus showing street scenes, a city and signage

Piccadilly Circus

Often billed as the British version of Times Square, this iconic traffic hub is the perfect starting point for your London adventure.

Piccadilly Circus

What to do in Chessington

London Hop-On Hop-Off Big Bus Tour

London Hop-On Hop-Off Open-Top Bus Tour & Thames River Cruise

$31
per adult
78% of travellers recommend
London Hop-On Hop-Off Open-Top Bus Tour & Thames River Cruise
Windsor Castle, Stonehenge & Bath Full-Day Tour with Pub Lunch in Lacock

Windsor Castle, Stonehenge & Bath Full-Day Tour with Pub Lunch in Lacock

$110
per adult
90% of travellers recommend
Windsor Castle, Stonehenge & Bath Full-Day Tour with Pub Lunch in Lacock
Fully guided Paris Day Trip with Cruise & Eiffel Tower Lunch

Paris Guided Day trip from London with Optional Lunch at the Eiffel Tower

$356
per adult
82% of travellers recommend
Paris Guided Day trip from London with Optional Lunch at the Eiffel Tower
See all activities in Chessington

Chessington Hotel Deals

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
$152 nightly
The price is $183 total per night from Sep 28 to Sep 29
$183 total
Sep 28 - Sep 29
Total with taxes and fees
The Tower Hotel, by Thistle
Strand Palace Hotel

Strand Palace Hotel

4 out of 5
372 The Strand, London, England
Fully refundableReserve now, pay when you stay
$217 nightly
The price is $261 total per night from Sep 14 to Sep 15
$261 total
Sep 14 - Sep 15
Total with taxes and fees
Strand Palace Hotel
President Hotel

President Hotel

3.5 out of 5
56-60 Guildford Street, London, England
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $207 total per night from Sep 14 to Sep 15
$207 total
Sep 14 - Sep 15
Total with taxes and fees
President Hotel
See all 28,942 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.

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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 $890 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.