Kingston Vacations from $955

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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.
Dorset Hotel

Dorset Hotel

3 out of 5
per person
Sep 11 - Sep 17
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
8.4/10 Very Good! (302 reviews)
Handy for Ryde, the staff were helpful and friendly, very good breakfast and the room was clean.I would recommend this hotel.

Reviewed on Jul 9, 2025

South Barns a Spacious Barn Conversion Near Cowes

South Barns a Spacious Barn Conversion Near Cowes

2 out of 5
per person
Sep 11 - Sep 17
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
No reviews
Seaview Holidays - Salterns Village

Seaview Holidays - Salterns Village

4 out of 5
per person
Sep 11 - Sep 17
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9/10 Wonderful! (72 reviews)
Great location and the site is very quiet (except when our terriers decided to bark at any thing passing by

Reviewed on Jul 10, 2025

The George

The George

3 out of 5
per person
Sep 11 - Sep 17
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.2/10 Wonderful! (54 reviews)
Gorgeous property with comfort first and foremost

Reviewed on Jul 19, 2025

Enchanted Manor

Enchanted Manor

5 out of 5
per person
Sep 11 - Sep 17
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.6/10 Exceptional! (29 reviews)
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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

$1,049
per traveler
Osborne House-A driver guided tour of Victoria's Island Paradise
See all activities in Kingston

Kingston Hotel Deals

Portsmouth Marriott Hotel

Portsmouth Marriott Hotel

4 out of 5
Southampton Road, Portsmouth, England
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $106 total per night from Aug 3 to Aug 4
$106 total
Aug 3 - Aug 4
Total includes taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Lovely stay, would recommend."

Reviewed on Jul 15, 2025

Portsmouth Marriott Hotel
Harbour Hotel Southampton

Harbour Hotel Southampton

5 out of 5
5 Maritime Walk, Ocean Village, Southampton, England
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $248 total per night from Jul 27 to Jul 28
$248 total
Jul 27 - Jul 28
Total includes taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"After a long flight our room was ready when we arrived a couple of hours early. Perfect. The location was convenient. The room was fine, we did not make use of the available gin."

Reviewed on Jul 11, 2025

Harbour Hotel Southampton
Village Hotel Portsmouth

Village Hotel Portsmouth

4 out of 5
Lakeshore Drive, Portsmouth, England
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $101 total per night from Aug 10 to Aug 11
$101 total
Aug 10 - Aug 11
Total includes taxes and fees
8.4/10 Very Good! (1,002 reviews)
"Good experience Customer friendly"

Reviewed on Jul 14, 2025

Village Hotel Portsmouth
See all 2,773 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 $955 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.