Kingston Vacations from $986

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Your Kingston Vacation

Reserve a Kingston vacation package and get set to experience the best of this city. Consider basing yourself in the neighborhood of Wroxall, which is good for culture, history and walking. Make your trip to Kingston even more enjoyable by including some sightseeing. Ventnor Beach, Ventnor Botanic Garden and Blackgang Chine are some of the popular attractions you'll want to explore. Expedia has what you need to escape your daily routine. Tailor your vacation to Kingston to match your travel style, whatever that may be!

The Latest Kingston vacation packages

Price found within the past 48 hours. Click for updated prices.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,148, price is now $986 per person
$986
per person
Mar 10 - Mar 16
found 17 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Southampton (SOU)
7.4/10 Good! (1,002 reviews)
Great staff on reception. Very convenient location. Room was clean and well equipped.

Reviewed on Jan 18, 2026

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Discover the most popular places to visit in Kingston

Ventnor

Ventnor Beach

If a restful vacation is part of your travel plans, Ventnor Beach might be the perfect place to seek out during your trip to Ventnor. Wander the gardens and seaside in this quaint area.

Ventnor Beach
Visiting the donkey sanctuary in Ventnor, lots of chatter between the donkeys 😂❤️

Isle of Wight Donkey Sanctuary

See the exotic and native animals who live at Isle of Wight Donkey Sanctuary during your travels in Wroxall. Wander the area's beautiful beaches or simply enjoy one of its lively bars.

Isle of Wight Donkey Sanctuary
Walk towards St Catherine’s Lighthouse

St. Catherine's Lighthouse

You can find out about the history of Niton and Whitwell with a stop at St. Catherine's Lighthouse. Wander the beautiful beaches and seaside in the area.

St. Catherine's Lighthouse

What to do in Kingston

The rear of the House - but the front as you come from the sea

Osborne House-A driver guided tour of Victoria's Island Paradise

$1,034
per traveler
Osborne House-A driver guided tour of Victoria's Island Paradise
See all activities in Kingston

Kingston Hotel Deals

Royal Maritime Hotel

Royal Maritime Hotel

3 out of 5
Queens Street Portsmouth England
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $94 total per night from Feb 22 to Feb 23
$94 total
Feb 22 - Feb 23
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
We managed to park outside which was great very useful. We got there a little bit early but Diane at the reception desk was fantastic. We got all booked in up in the room off to adventure in the Docklands. The room was lovely and tidy. Very neat everything that you needed very warm had to open the ...

Reviewed on Jan 30, 2026

Royal Maritime Hotel
Harbour Hotel Southampton

Harbour Hotel Southampton

5 out of 5
5 Maritime Walk Southampton England
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $217 total per night from Feb 8 to Feb 9
$217 total
Feb 8 - Feb 9
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
As it should be

Reviewed on Jan 25, 2026

Harbour Hotel Southampton
ibis Portsmouth Centre

ibis Portsmouth Centre

3.5 out of 5
Winston Churchill Avenue Portsmouth England
Fully refundableReserve now, pay when you stay
$50 nightly
The price is $60 total per night from Feb 19 to Feb 20
$60 total
Feb 19 - Feb 20
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
great location, my son is in uni halls greetham street, Portsmnouth can be tricky to park, and is in walking distance for the shops, there is onsite parking, only 2 small disabled bays, but managed to park both nights

Reviewed on Jan 25, 2026

ibis Portsmouth Centre
See all 2,562 properties in Kingston
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 Kingston Vacation Packages

Kingston Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Top Sights
Ventnor Beach, Blackgang Chine and Isle of Wight Donkey Sanctuary

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Frequently asked questions

How much does a Kingston vacation package cost?
You'll find cheap prices from $986 on Expedia for your Kingston escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Kingston costs.
What are the cheapest months to go to Kingston?
April, July and December are the best times to look for cheap Kingston vacation packages. Choosing to travel in quieter months means you can usually find lower prices on accommodations and flights.
How many days is enough for Kingston?
The ideal length for your Kingston vacation depends on what you'd like to do and see. Generally, a few days to a week will give you plenty of time to go to all the leading attractions and explore some hidden treasures along the way.
How to find the best Kingston package deals?
Use Expedia's handy filters to find some terrific Kingston package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Kingston package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Kingston vacation as a package?
You can enjoy significant savings on your next Kingston break by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Kingston?
If you have your Kingston vacation dates confirmed, book as early as you can to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Kingston vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Kingston trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.