Chessington Vacations from $1,327

Book a Hotel + Flight or Car together to unlock savings

Photo by Snappy David

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.
Hapimag Apartments London

Hapimag Apartments London

4.5 out of 5
London City Centre
Save 100% on your flight
Price was $1,939, price is now $1,327 per person
$1,327
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
9.6/10 Exceptional! (19 reviews)
Amazing stay. Beautiful location. Across from Hyde Park. Comfortable and easy walking distance to the tube.

Reviewed on Mar 5, 2023

The George Street Residences

The George Street Residences

4 out of 5
London City Centre
Save 100% on your flight
Price was $3,902, price is now $2,803 per person
$2,803
per person
Dec 12 - Dec 19
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
No reviews
JOIVY Stunning 3BR house near Regents Park& Baker Street

JOIVY Stunning 3BR house near Regents Park& Baker Street

3.5 out of 5
London City Centre
Save 100% on your flight
Price was $4,548, price is now $3,392 per person
$3,392
per person
Dec 12 - Dec 19
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
No reviews
Líbere London Edgware Road

Líbere London Edgware Road

3 out of 5
London City Centre
Price was $2,028, price is now $1,548 per person
$1,548
per person
Dec 12 - Dec 19
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
7.8/10 Good! (17 reviews)
Online check in and communication prior to visit was very good. Air temperature in the room was warm for my liking 26 - 28c and when trying to cool it down it switched off probably to save energy. Shower pressure was quite weak. Room was nice and bigger than many you get in London.

Reviewed on Oct 25, 2025

Maddox Street - 3 bed

Maddox Street - 3 bed

2 out of 5
London City Centre
Save 100% on your flight
Price was $3,085, price is now $2,082 per person
$2,082
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Chessington
View all trips

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 shops 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

$37
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 with Lunch in a 14th-Century Pub

$127
per adult
90% of travellers recommend
Windsor Castle, Stonehenge & Bath with Lunch in a 14th-Century Pub
London Eye Entry Ticket

London Eye Entry Ticket

$43
per adult
84% of travellers recommend
London Eye Entry Ticket
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
$207 nightly
The price is $248 total per night from Nov 9 to Nov 10
$248 total
Nov 9 - Nov 10
Total with taxes and fees
8.8/10 Excellent! (4,523 reviews)
Excellent staff. Fantastic location. Room was a very good size. Nice and dark during the night. Breakfast was very nice. Looking forward to coming back.

Reviewed on Nov 3, 2025

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
$123 nightly
The price is $147 total per night from Nov 16 to Nov 17
$147 total
Nov 16 - Nov 17
Total with taxes and fees
8.2/10 Very Good! (8,524 reviews)
Great stay, free upgrade fantastic location. Would stay again

Reviewed on Nov 2, 2025

The Tower Hotel, by Thistle
Zedwell Piccadilly Circus

Zedwell Piccadilly Circus

3 out of 5
Great Windmill Street, London, England
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $142 total per night from Nov 9 to Nov 10
$142 total
Nov 9 - Nov 10
Total with taxes and fees
7.4/10 Good! (5,322 reviews)
Third time at the Zedwell and it is feeling like my London home away from home. Have gotten used to no windows and minimal decor. The one at Piccadilly is located near everything. It also is the best priced.

Reviewed on Nov 3, 2025

Zedwell Piccadilly Circus
See all 29,085 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Chessington vacation package cost?
You can grab a vacation package to this popular destination from $1,327 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.