Chessington Vacations from $949

Book a Hotel + Flight or Car together to unlock savings

Photo by Snappy David

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Kensington Court Hotel

Kensington Court Hotel

3 out of 5
London City Centre
Price was $1,369, price is now $949 per person
$949
per person
Feb 9 - Feb 16
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
7.6/10 Good! (726 reviews)
The breakfast selection was very good and the staff kept it well stocked and everything cleaned up. The bed was comfy and all was clean. It was nice to have parking, but a little tricky. The staff was so friendly and kind!

Reviewed on Oct 26, 2025

The Cadogan, A Belmond Hotel, London

The Cadogan, A Belmond Hotel, London

5 out of 5
London City Centre
Save 100% on your flight
Price was $4,737, price is now $2,860 per person
$2,860
per person
Feb 9 - Feb 16
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
9.8/10 Exceptional! (76 reviews)
I can not say enough good things about this hotel. From the attentiveness of the staff to the location, everything is always amazing. The Cadogan will always be our home away from home in London!

Reviewed on Nov 14, 2025

One Bed Serviced Apartment in Chelsea

One Bed Serviced Apartment in Chelsea

3 out of 5
London City Centre
Save 100% on your flight
Price was $2,260, price is now $1,437 per person
$1,437
per person
Feb 9 - Feb 16
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
6/10 (1 review)
Royal Lancaster London

Royal Lancaster London

5 out of 5
London City Centre
Save 100% on your flight
Price was $2,552, price is now $1,715 per person
$1,715
per person
Feb 9 - Feb 16
found 4 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
9.6/10 Exceptional! (1,009 reviews)
Superb location: near events but nestled in a classic residential neighborhood near parkways. Everything you need is inside this hotel. Excellent service and assistance from staff throughout my stay. The proximity to Hyde Park is what helped me select it.

Reviewed on Nov 16, 2025

The Guardsman Hotel and Residences

The Guardsman Hotel and Residences

5 out of 5
London City Centre
Save 100% on your flight
Price was $1,734, price is now $1,183 per person
$1,183
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (540 reviews)
The Guardsman is in an excellent location short walk to Westminster Abbey & Parliament. Lovely decor, comfortable beds, very nice staff. Many restaurants nearby, best was Buckingham Arms pub around the corner, fabulous food.

Reviewed on Dec 2, 2025

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

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
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
Buckingham Palace featuring a castle, a city and heritage architecture

Buckingham Palace

4.5/5(4,742 reviews)

Britain’s most famous home, the luxurious personal residence and workplace of Queen Elizabeth II, is open to all.

Buckingham Palace

What to do in Chessington

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

Windsor Castle, Stonehenge & Bath with Lunch in a 14th-Century Pub

$112
per adult
90% of travellers recommend
Windsor Castle, Stonehenge & Bath with Lunch in a 14th-Century Pub
Tower of London Tickets with Beefeater Tour & Crown Jewels

The Tower of London Tickets with Yeoman Warder Beefeater Tour

$47
per adult
88% of travellers recommend
The Tower of London Tickets with Yeoman Warder Beefeater Tour
Kensington Palace Tickets

Kensington Palace & Gardens Tickets

$32
per adult
90% of travellers recommend
Kensington Palace & Gardens 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 $205 total per night from Dec 24 to Dec 25
$205 total
Dec 24 - Dec 25
Total with taxes and fees
8.8/10 Excellent! (4,646 reviews)
Rooms are always spotless, well-supplied, with complementary water bottle (and access near elevator to refill with fresh water), and a nice chocolate treat.

Reviewed on Dec 2, 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
$139 nightly
The price is $167 total per night from Dec 18 to Dec 19
$167 total
Dec 18 - Dec 19
Total with taxes and fees
8.2/10 Very Good! (8,793 reviews)
Yes

Reviewed on Dec 1, 2025

The Tower Hotel, by Thistle
Royal Garden Hotel

Royal Garden Hotel

5 out of 5
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
$308 nightly
The price is $369 total per night from Dec 8 to Dec 9
$369 total
Dec 8 - Dec 9
Total with taxes and fees
9.2/10 Wonderful! (1,808 reviews)
This hotel is a great place to stay, conveniently located near everything you need. There's a bus stop right in front of the hotel, and the train station is just a five-minute walk away. Whole Foods and numerous stores and restaurants are nearby, and the entrance to Hyde Park is close by as well. ...

Reviewed on Nov 28, 2025

Royal Garden Hotel
See all 28,731 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 $949 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.