Kingston Vacations from $672

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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.
Hampshire Court Hotel & Spa

Hampshire Court Hotel & Spa

4 out of 5
Price was $699, price is now $672 per person
$672
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
8/10 Very Good! (546 reviews)
Very nice and comfortable room. Modern decor, all areas look well maintained. Beautiful accessible outdoor garden space. Nice gym and spa areas. Staff are warm, friendly and welcoming.

Reviewed on Aug 13, 2025

Village Hotel Basingstoke

Village Hotel Basingstoke

4 out of 5
Price was $701, price is now $676 per person
$676
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
8.8/10 Excellent! (731 reviews)
Staff were friendly, hotel was clean, comfy bed, quiet area which is walkable to town centre. Although noise from within the hotel did disturb us the throughout the night.

Reviewed on Sep 1, 2025

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Discover the most popular places to visit in Kingston

Ventnor Beach, Isle of Wight.

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
Since 1952 Godshill has been the home of a model village of itself and Shanklin's old village at a scale of 1:10. It is so detailed and on such a large scale that it contains a scale model of the model village. Within that second model there is a third, even smaller model of the village

Godshill Model Village

You can spend an afternoon browsing the exhibits at Godshill Model Village during your trip to Ventnor. Wander the beautiful beaches and seaside in the area.

Godshill Model Village
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 Ventnor. Wander the area's beautiful beaches or simply enjoy one of its lively bars.

Isle of Wight Donkey Sanctuary

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

$1,040
per traveler
Osborne House-A driver guided tour of Victoria's Island Paradise
Brewery Tour and Beer Tasting in the Isle of Wight

Brewery Tour and Beer Tasting in the Isle of Wight

$16
per adult
Brewery Tour and Beer Tasting in the Isle of Wight
See all activities in Kingston

Kingston Hotel Deals

Holiday Inn Portsmouth by IHG

Holiday Inn Portsmouth by IHG

4 out of 5
Pembroke Road, Portsmouth, England
Fully refundable
$85 nightly
The price is $102 total per night from Sep 28 to Sep 29
$102 total
Sep 28 - Sep 29
Total with taxes and fees
Holiday Inn Portsmouth by IHG
Harbour Hotel Southampton

Harbour Hotel Southampton

5 out of 5
5 Maritime Walk, Ocean Village, Southampton, England
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $226 total per night from Oct 5 to Oct 6
$226 total
Oct 5 - Oct 6
Total with taxes and fees
Harbour Hotel Southampton
Village Hotel Portsmouth

Village Hotel Portsmouth

4 out of 5
Lakeshore Drive, Portsmouth, England
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $102 total per night from Sep 7 to Sep 8
$102 total
Sep 7 - Sep 8
Total with taxes and fees
Village Hotel Portsmouth
See all 2,732 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.

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Frequently asked questions

How much does a Kingston vacation package cost?
You'll find cheap prices from $672 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.