A historical sign with a coat of arms and the name 'CHISLEHURST'.

Chislehurst Vacations from $1,061

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Your Chislehurst Vacation

The easiest way to experience this city is with a customized Chislehurst vacation package. Stay in the neighborhood of Covent Garden, which is great for shopping, bars and pubs and history or go someplace else — our package deals are all about you. Fill your free time with tours of Greenwich Park, Cutty Sark and Royal Observatory, some of the things you should see during your trip to Chislehurst. A couple of quick clicks is all it takes to create your perfect Chislehurst vacation on Expedia.

The Latest Chislehurst Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern building with a sign for 'Residence Inn Marriott'.
    Jan 24 - Jan 30

    Residence Inn by Marriott London Kensington + Flight

    London City Centre
    5 nights
    4.0 star property
    8.6/10 - Excellent (1,380 reviews)
    "excellent staff, clean room and everything"
    Reviewed November 3, 2026
    Roundtrip • Boston (BOS) - London (LHR)
    BOS - LHR • 1 stop LHR - BOS • 1 stop
    $1,550
    $1,061
    per traveler
    found 2 days ago
    Residence Inn by Marriott London Kensington
  • A breakfast table with croissants, a bottle of champagne, and a city view through a large window.
    Jan 15 - Jan 21

    Hotel Riu Plaza London Victoria + Flight

    London City Centre
    5 nights
    4.0 star property
    9.0/10 - Wonderful (4,099 reviews)
    "Clean modern room. Comfortable bed and pillows. Good location right next to train station. Buffet breakfast was very good. Would recommend if you want to stay in the area. Great staff. Good size rooms. No gym. Easy check in and check out."
    Reviewed November 3, 2026
    Roundtrip • Boston (BOS) - London (LHR)
    BOS - LHR • Nonstop LHR - BOS • 1 stop
    $1,958
    $1,321
    per traveler
    found 1 day ago
    Hotel Riu Plaza London Victoria
  • A corner room with two armchairs, a small round table, and a city view through large windows.
    Jan 15 - Jan 21

    Hotel Riu Plaza London The Westminster + Flight

    London City Centre
    5 nights
    4.0 star property
    9.0/10 - Wonderful (2,249 reviews)
    Roundtrip • Boston (BOS) - London (LHR)
    BOS - LHR • Nonstop LHR - BOS • 1 stop
    $1,909
    $1,300
    per traveler
    found 1 day ago
    Hotel Riu Plaza London The Westminster
  • A modern restaurant with wooden furniture, a TV displaying a cartoon, and a variety of decorative items on shelves.
    Jan 6 - Jan 13

    Residence Inn by Marriott London Tower Bridge + Flight

    London City Centre
    6 nights
    4.0 star property
    8.4/10 - Very good (999 reviews)
    "Great location, beds comfortable, breakfast buffet excellent"
    Reviewed October 29, 2026
    Roundtrip • Boston (BOS) - London (LHR)
    BOS - LHR • Nonstop LHR - BOS • 1 stop
    $1,756
    $1,211
    per traveler
    found 1 day ago
    Residence Inn by Marriott London Tower Bridge
  • A modern bedroom with a large bed, a bedside table, a lamp, and a view of the bathroom.
    Dec 27 - Jan 2

    Leicester House Hotel + Flight

    London City Centre
    5 nights
    3.0 star property
    8.8/10 - Excellent (86 reviews)
    "The suite looked nothing like the photos. But it was well located and very clean."
    Reviewed October 23, 2026
    Roundtrip • Boston (BOS) - London (LHR)
    BOS - LHR • Nonstop LHR - BOS • 2 stops
    $4,440
    $3,101
    per traveler
    found 1 day ago
    Leicester House Hotel

Discover the most popular places to visit in Chislehurst

Chislehurst Caves

6.6/10 (4 reviews)
You can learn about the history of Chislehurst with a visit to Chislehurst Caves. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.
See properties

Chislehurst Hotel Deals

A bedroom with a large bed, a fireplace, a desk with a lamp, and a view of the outdoors.

The Crown Inn

The Crown Inn
4.0 star property
0.2 mi from Chislehurst
9.2 out of 10, Wonderful, (433 reviews)
"It was very good and I would go back"
$116 nightly
The price is $139
Nov 15 - Nov 16
Total with taxes and fees
The Crown Inn
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.
See all properties in Chislehurst

Frequently Asked Questions

How much does a Chislehurst vacation package cost?

You'll find cheap prices from $1,061 on Expedia for your Chislehurst escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Chislehurst costs.

What are the cheapest months to go to Chislehurst?

April, August and December are great times to search for cheap Chislehurst vacation packages. Choosing to travel in less busy months means you can typically find lower prices on accommodations and flights.

How many days is enough for Chislehurst?

You can easily visit all the leading sights in Chislehurst within a few days, including the must-see Elmstead Wood. If you're after a longer Chislehurst vacation, check out which kind of activities and excursions are available in the area.

Is it worth booking a vacation package to Chislehurst?

It's no wonder a Chislehurst vacation is on the to-do list of many travelers. Leading attractions like Chislehurst Caves are just the beginning of things to see and do here.

How to find the best Chislehurst package deals?

Use Expedia's filter tool to help you find some tempting Chislehurst package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Chislehurst package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.

Is it cheaper to book a Chislehurst vacation as a package?

You can enjoy significant savings on your next Chislehurst getaway by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to Chislehurst?

Enjoy fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Chislehurst getaway.

Does Expedia offer Book Now, Pay Later Chislehurst vacation packages?

Secure your perfect trip to Chislehurst with our Book Now, Pay Later vacations. No need to save up or hold off until the next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snap up travel deals before they sell out.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.