Kingston Vacations from $845

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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 $929, price is now $845 per person
$845
per person
May 6 - May 12
found 1 day ago
Roundtrip flight included
New York (NYC) to Southampton (SOU)
8/10 Very Good! (605 reviews)
A pleasant hotel for a night's stay. Had everything we needed. Tea/ coffee facilities but no fridge. Small bottled water provided. Room was a little cold though. All areas of the room and bathroom was clean. Friendly staff and nice restaurant area. Menu was acceptable.

Reviewed on Jan 25, 2026

Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,151, price is now $1,019 per person
$1,019
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Southampton (SOU)
7.6/10 Good! (1,002 reviews)
Great hotel in a perfect location

Reviewed on Mar 22, 2026

Village Hotel Basingstoke

Village Hotel Basingstoke

4 out of 5
Price was $1,061, price is now $1,007 per person
$1,007
per person
May 14 - May 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Southampton (SOU)
8.8/10 Excellent! (829 reviews)
We stayed only for a night but it was very comfortable and looks amazing!!

Reviewed on Mar 16, 2026

Apollo Hotel

Apollo Hotel

4 out of 5
Price was $995, price is now $971 per person
$971
per person
May 14 - May 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Southampton (SOU)
7.2/10 Good! (1,000 reviews)
I arrived a day early by accident 😬 but the staff were amazing and changed my day for me which i was truly grateful for. The room was spotless with a heater, fan, iron, hairdryer, kettle etc... I had a lovely evening swim in the heated pool. I didn't eat there as i was with my 13 year old daughter so we went to the nearby shopping center for food and a mooch around but the food at the hotel smelt so nice and it looked good with a nice bar and lounge area. Would recommended and would certainly stay again 😊

Reviewed on Nov 26, 2025

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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

St. Catherine's Lighthouse is just one of the places to see in Niton and Whitwell, so why not enjoy the other things to explore during your travels? 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

$1,039
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
$75 nightly
The price is $91 total per night from Mar 31 to Apr 1
$91 total
Mar 31 - Apr 1
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
Location, Location, Location! It was excellent for getting to what we wanted to see.

Reviewed on Mar 20, 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
$206 nightly
The price is $247 total per night from Mar 30 to Mar 31
$247 total
Mar 30 - Mar 31
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
Deluxe king room felt spacious. The bed was very comfortable and room amenities good. All staff were very friendly and helpful.

Reviewed on Mar 16, 2026

Harbour Hotel Southampton
room2 Southampton Hometel

room2 Southampton Hometel

4 out of 5
1 Queen's Terrace Southampton England
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $107 total per night from Mar 30 to Mar 31
$107 total
Mar 30 - Mar 31
Total with taxes and fees
9.4/10 Exceptional! (1,203 reviews)
Very good room overlooking the park. The heating worked well and quickly. The kitchen/diner area was very convenient. The breakfast choice was limited and quality average. We didn’t try an evening meal there.

Reviewed on Mar 17, 2026

room2 Southampton Hometel
See all 2,716 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 $845 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.