Kingston Vacations from $867

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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.
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
The Polygon
Price was $1,034, price is now $867 per person
$867
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Southampton (SOU)
8.4/10 Very Good! (1,200 reviews)
Breakfast was not included and only option was expensive buffet breakfast.

Reviewed on Oct 17, 2025

Quob Park The Old House Hotel & Spa

Quob Park The Old House Hotel & Spa

2.5 out of 5
Price was $1,859, price is now $1,421 per person
$1,421
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Southampton (SOU)
9.6/10 Exceptional! (41 reviews)
Super staff, very welcoming. Room large with excellent quality linen and towels. Breakfast was fabulous

Reviewed on Aug 1, 2025

No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $1,620, price is now $1,273 per person
$1,273
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Southampton (SOU)
9.6/10 Exceptional! (122 reviews)
Decor, hotel quality, and cleanliness was excellent. Lots of great amenities included. Guest service was friendly and efficient. Important to note that there is no elevator. Also, glassed in bathroom was not very private and sound through ceiling and room door was very noticeable.

Reviewed on Oct 23, 2025

Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,823, price is now $1,434 per person
$1,434
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Southampton (SOU)
7.4/10 Good! (1,008 reviews)
The hotel is simply very 'tired' and dated. It needs a good revamp. The breakfast is anything but varied or ecciting.

Reviewed on Oct 26, 2025

Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House

4 out of 5
Price was $1,376, price is now $1,089 per person
$1,089
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Southampton (SOU)
8/10 Very Good! (1,002 reviews)
Lovely hotel. Friendly staff. Great breakfast.

Reviewed on Oct 18, 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

$1,032
per traveler
Osborne House-A driver guided tour of Victoria's Island Paradise
See all activities in Kingston

Kingston Hotel Deals

Harbour Hotel Southampton

Harbour Hotel Southampton

5 out of 5
5 Maritime Walk, Ocean Village, Southampton, England
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $203 total per night from Nov 28 to Nov 29
$203 total
Nov 28 - Nov 29
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
Balcony was amazing

Reviewed on Oct 25, 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
$74 nightly
The price is $89 total per night from Nov 14 to Nov 15
$89 total
Nov 14 - Nov 15
Total with taxes and fees
8.2/10 Very Good! (1,007 reviews)
Didn't use hot tub

Reviewed on Oct 26, 2025

Village Hotel Portsmouth
Royal Maritime Hotel

Royal Maritime Hotel

3 out of 5
Queens Street, Portsmouth, England
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $120 total per night from Nov 24 to Nov 25
$120 total
Nov 24 - Nov 25
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
Close to restaurants and attractions

Reviewed on Oct 27, 2025

Royal Maritime Hotel
See all 2,734 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 $867 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.