Chessington Vacations from $1,477

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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.
Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London The Westminster

4 out of 5
London City Centre
Price was $2,157, price is now $1,477 per person
$1,477
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (1,563 reviews)
Wonderful hotel. Stafff and facilities were excellent. Highly recommended.

Reviewed on May 25, 2026

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Price was $2,223, price is now $1,524 per person
$1,524
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9/10 Wonderful! (3,688 reviews)
The hotel was located beside Victoria station and underground so commuting around the city was easy. The room was very clean and quiet with a fabulous view across the city. The breakfast was excellent with plenty of choice and the staff were very helpful. We would definitely stay at the Riu again.

Reviewed on May 24, 2026

Apartment in Pimlico Near Tate Britain

Apartment in Pimlico Near Tate Britain

2 out of 5
London City Centre
Save 100% on your flight
Price was $3,176, price is now $2,212 per person
$2,212
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
No reviews
Leicester House Hotel

Leicester House Hotel

3 out of 5
London City Centre
Price was $2,070, price is now $1,502 per person
$1,502
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.6/10 Excellent! (67 reviews)
The staff and location are what make this place so special. The staff worked hard to help me with theirs party issues and looked after me, one day running down the street to let me know my backpack was open. The staff and food next door were exceptional. This entire team was terrific. Will stay again

Reviewed on Apr 25, 2026

The Savoy

The Savoy

5 out of 5
London City Centre
Save 100% on your flight
Price was $3,467, price is now $2,539 per person
$2,539
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9.8/10 Exceptional! (1,004 reviews)
Amazing stay, everyone and everything was exceptional. The hotel has a history of opulence and luxury, and it did not disappoint, and the staff are the real heartbeat of this iconic hotel. Looking forward to our next visit (looking at booking the same day we checked out). Thank you for looking after us.

Reviewed on May 18, 2026

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Discover the most popular places to visit in Chessington

Hyde Park

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
The stadium in the sunset in london.; Shutterstock ID 2698953

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

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

Fully guided Paris Day Trip with Cruise & Eiffel Tower Lunch

Paris Day Trip from London with Optional Eiffel Tower Lunch & Seine Cruise

$359
per adult
86% of travellers recommend
Paris Day Trip from London with Optional Eiffel Tower Lunch & Seine Cruise
Edinburgh station on sunny day

From London: Edinburgh Full-Day Tour with Edinburgh Castle & Hop-on-Hop-Off

$326
per adult
88% of travellers recommend
From London: Edinburgh Full-Day Tour with Edinburgh Castle & Hop-on-Hop-Off
Tower of London Tickets with Beefeater Tour & Crown Jewels

The Tower of London Tickets with Yeoman Warder Beefeater Tour

$50
per adult
90% of travellers recommend
The Tower of London Tickets with Yeoman Warder Beefeater Tour
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
$179 nightly
The price is $215 total per night from May 31 to Jun 1
$215 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (5,188 reviews)
"I had a short day but enjoyed every moment. Thank you to everyone who makes the hotel so special! Lastly located in a wonderful area, very walkable. Thank you."

Reviewed on May 25, 2026

Strand Palace Hotel
Mason & Fifth - Westbourne Park

Mason & Fifth - Westbourne Park

4 out of 5
11a Woodfield Road London England
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $208 total per night from May 31 to Jun 1
$208 total
May 31 - Jun 1
Total with taxes and fees
9.4/10 Exceptional! (521 reviews)
"Nice friendly staff and lovely lounge area food was really good and the room was really nice only thing missing was a mirror near a plug for doing hair.. Also bed very small but made up for being comfy and nice bedding."

Reviewed on May 22, 2026

Mason & Fifth - Westbourne Park
Park Plaza London Westminster Bridge

Park Plaza London Westminster Bridge

4 out of 5
200 Westminster Bridge Road London England
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $242 total per night from May 31 to Jun 1
$242 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (5,827 reviews)
"Amazing! Everything was great, the staff, breakfast, cleanness"

Reviewed on May 25, 2026

Park Plaza London Westminster Bridge
See all 29,689 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 $1,477 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.