Chislehurst Vacations from $1,660

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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.
Maddox Street - 1 bed

Maddox Street - 1 bed

2 out of 5
London City Centre
Save 100% on your flight
Price was $2,378, price is now $1,660 per person
$1,660
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
Maddox Street - 3 bed

Maddox Street - 3 bed

2 out of 5
London City Centre
Save 100% on your flight
Price was $4,698, price is now $3,098 per person
$3,098
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
Wimpole Mews - 4 Bedroom Apartment

Wimpole Mews - 4 Bedroom Apartment

2 out of 5
London City Centre
Save 100% on your flight
Price was $4,767, price is now $3,318 per person
$3,318
per person
Oct 7 - Oct 12
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
No reviews
Mayfair – Peterson House

Mayfair – Peterson House

4 out of 5
London City Centre
Save 100% on your flight
Price was $3,293, price is now $2,317 per person
$2,317
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
6/10 (2 reviews)
Mayfair Darley House by Viridian Apartments

Mayfair Darley House by Viridian Apartments

4 out of 5
London City Centre
Save 100% on your flight
Price was $3,084, price is now $2,181 per person
$2,181
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
10/10 Exceptional! (4 reviews)
An absolutely fabulous place to stay, we loved it. So much so we are returning today to stay again. Robert the guest service/concierge manager is so lovely. The apartment truly is everything you need for a home from home experience staying central to everything around. Absolutely recommend!

Reviewed on Feb 5, 2025

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Discover the most popular places to visit in Chislehurst

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
Wembley Stadium

Wembley Stadium

4.5/5(355 reviews)

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

4.5/5(3,785 reviews)

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 Chislehurst

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

$354
per adult
82% of travellers recommend
Paris Guided Day trip from London with Optional Lunch at the Eiffel Tower
See all activities in Chislehurst

Chislehurst Hotel Deals

The Tower Hotel, by Thistle

The Tower Hotel, by Thistle

4 out of 5
St Katharine's Way, London, England
$160 nightly
The price is $192 total per night from Sep 21 to Sep 22
$192 total
Sep 21 - Sep 22
Total with taxes and fees
8.2/10 Very Good! (7,987 reviews)
"I love the environment. It was great. I will come over again."

Reviewed on Aug 25, 2025

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
$210 nightly
The price is $253 total per night from Sep 2 to Sep 3
$253 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (4,315 reviews)
Great location and nice hotel
"A very comfortable hotel in an excellent location in the city of London. Walking distance to many attractions, restaurants, pubs and shopping. We purchased breakfast included in our stay and to our surprise, the breakfast had many food options. Pleasantly satisfied with our stay."

Reviewed on Aug 25, 2025

Strand Palace Hotel
Royal National Hotel

Royal National Hotel

3 out of 5
38-51 Bedford Way, London, England
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $149 total per night from Sep 1 to Sep 2
$149 total
Sep 1 - Sep 2
Total with taxes and fees
7.6/10 Good! (3,615 reviews)
"Good hotel"

Reviewed on Aug 27, 2025

Royal National Hotel
See all 28,751 properties in Chislehurst
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 Chislehurst vacation package cost?
You'll find cheap prices from $1,660 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.