Cooling Vacations from $641

Book a Hotel + Flight or Car together to unlock savings

Photo by shirokazan

Your Cooling Vacation

When a getaway to the city is calling, answer it with a Cooling vacation package. The neighborhood of Westcliff-on-Sea, which is great for views, walking and watersports, makes a wonderful base for your adventures. If your trip to Cooling includes a little sightseeing, check out popular attractions like Rochester Castle, Rochester Cathedral and Diggerland. Expedia can help you escape your daily routine. Tailor your vacation to Cooling to match your travel style, whatever that may be.

The Latest Cooling vacation packages

Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Waltham Abbey

Delta Hotels by Marriott Waltham Abbey

4 out of 5
Price was $686, price is now $641 per person
$641
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LCY)
8.4/10 Very Good! (349 reviews)
Unable to receive more towels, ask the front desk for more towels after our second night at hotel. Was informed they would send someone up to room with more towels, we didn’t receive any more towels.

Reviewed on Nov 6, 2025

Inner Dowsing Lightship

Inner Dowsing Lightship

3 out of 5
Price was $1,166, price is now $1,077 per person
$1,077
per person
Jan 7 - Jan 12
found 5 hours ago
Roundtrip non-stop flight included
Cairo (CAI) to London (LCY)
9.4/10 Exceptional! (36 reviews)
A lovely place to stay,great views looking down Medway,can be a bit noisy from motorway bridge nearby,really needs to offer breakfast as its not cheap just for a bed but staying on an old boat looking down the Medway and Rochester makes the price more bearable.

Reviewed on Jul 28, 2025

Holiday Inn Sittingbourne by IHG

Holiday Inn Sittingbourne by IHG

3.5 out of 5
Price was $1,029, price is now $961 per person
$961
per person
Jan 7 - Jan 12
found 5 hours ago
Roundtrip non-stop flight included
Cairo (CAI) to London (LCY)
7.8/10 Good! (587 reviews)
large comfy room - modern & with the facilities you'd expect

Reviewed on Oct 23, 2025

The Six Bells

The Six Bells

3 out of 5
Price was $1,201, price is now $1,147 per person
$1,147
per person
Jan 7 - Jan 12
found 5 hours ago
Roundtrip non-stop flight included
Cairo (CAI) to London (LCY)
9/10 Wonderful! (22 reviews)
Lovely friendly pub and was staying there pre a wedding at the church 5 mins max walk away. Had lovely pizza the night before and a excellent cooked breakfast. The lady who served us was so friendly and couldn't do enough for you. Felt very welcomed. Highly recommend.

Reviewed on Jan 30, 2023

2-bedroom House Near Town With Superfast Wi-fi

2-bedroom House Near Town With Superfast Wi-fi

3.5 out of 5
Price was $1,094, price is now $1,047 per person
$1,047
per person
Jan 7 - Jan 12
found 5 hours ago
Roundtrip non-stop flight included
Cairo (CAI) to London (LCY)
8/10 Very Good! (1 review)
Don't see what you're looking for?
See all available trips from Columbus to Cooling
View all trips

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Discover the most popular places to visit in Cooling

Rochester Castle

Rochester Castle

After visiting Rochester Castle, make a plan to see the other sights and activities in Rochester. Make time to visit the area's spas, or simply enjoy its lively bars.

Rochester Castle

Rochester Cathedral

After visiting Rochester Cathedral, make a plan to see the other sights and activities in Rochester. Make time to visit the area's spas, or simply enjoy its top-notch restaurants.

Rochester Cathedral

Upnor Castle

Upnor Castle is just one of the places to see in Frindsbury Extra, so why not enjoy the other things to explore during your travels? Stroll along the seaside or visit the spas in the area.

Upnor Castle

What to do in Cooling

Grays: Nickelodeon Adventure Lakeside Entry Ticket

Grays: Nickelodeon Adventure Lakeside Entry Ticket

$9
per adult
100% of travellers recommend
Grays: Nickelodeon Adventure Lakeside Entry Ticket
Rochester Private 2hr Walking Tour With A Blue Badge Guide

Rochester Private 2hr Walking Tour With A Blue Badge Guide

$230
per traveler
Rochester Private 2hr Walking Tour With A Blue Badge Guide
See all activities in Cooling

Cooling Hotel Deals

The Horseshoe and Castle

The Horseshoe and Castle

4 out of 5
Main Road Rochester England
$164 nightly
The price is $197 total per night from Dec 1 to Dec 2
$197 total
Dec 1 - Dec 2
Total with taxes and fees
9.2/10 Wonderful! (67 reviews)
What a great place, it was very clean, Kevin and the staff were really helpful and couldn’t do enough for us. I wold highly recommend this place

Reviewed on Sep 24, 2025

The Horseshoe and Castle
Spring River Ebbsfleet by Marston's Inns

Spring River Ebbsfleet by Marston's Inns

3 out of 5
Talbot Lane Gravesend England
Fully refundableReserve now, pay when you stay
$54 nightly
The price is $64 total per night from Dec 14 to Dec 15
$64 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
Clean room

Reviewed on Nov 24, 2025

Spring River Ebbsfleet by Marston's Inns
ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

3 out of 5
Bearsted Rd Maidstone England
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $128 total per night from Dec 12 to Dec 13
$128 total
Dec 12 - Dec 13
Total with taxes and fees
8.6/10 Excellent! (1,188 reviews)
Very good size Clean Nice they put birthday balloons and banner on door for my friend.

Reviewed on Nov 27, 2025

ORIDA Maidstone Hotel
See all 2,445 properties in Cooling
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 Cooling Vacation Packages

Cooling Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
London City Airport (LCY)
Top Sights
Rochester Castle, Diggerland and Rochester Cathedral

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 Cooling vacation package cost?
You can pick up a vacation package to this popular destination from $641 on Expedia. However, how much your vacation to Cooling costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Cooling?
February, July and November are great times to search for cheap Cooling vacation packages. Traveling in less busy periods means you'll typically find better prices on accommodations and flights.
How many days is enough for Cooling?
With a well-planned schedule, you can easily visit the main Cooling attractions in a handful of days. But if you prefer to discover hidden spots or take day trips, consider booking your Cooling vacation for longer.
Is it worth booking a vacation package to Cooling?
Boasting a host of highlights starting with its amazing views, Cooling is a good vacation destination. Whether you want to check out attractions such as St James' Church and Northward Hill Nature Reserve or take the road less traveled, you'll have plenty to see and do on your Cooling vacation.
How to find the best Cooling package deals?
Use Expedia's handy filters to help you find some terrific Cooling package deals. When you begin 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 search for Cooling package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Cooling vacation as a package?
You can enjoy significant savings on your Cooling getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundle everything into a great-value 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 Cooling?
If you're planning a spontaneous Cooling vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Cooling vacation packages?
Your Cooling break should be an escape from your busy life, not a source of money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.