Kingston Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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!

Top Kingston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southampton M27 Jct7 by IHG

Holiday Inn Express Southampton M27 Jct7 by IHG

3 out of 5
Price was CA $2,029, price is now CA $1,947 per person
CA $1,947
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
8.6/10 Excellent! (1,391 reviews)
Great

Reviewed on Jul 11, 2026

The Jolly Drover

The Jolly Drover

4 out of 5
Price was CA $2,063, price is now CA $1,970 per person
CA $1,970
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
9.4/10 Exceptional! (204 reviews)
.

Reviewed on Jun 28, 2026

Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
The Polygon
Price was CA $2,058, price is now CA $1,970 per person
CA $1,970
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
8.6/10 Excellent! (1,349 reviews)
Staff are cheer and helpful.

Reviewed on Jul 11, 2026

Ready to book your vacation to Kingston?

 

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Kingston Hotel Deals

Village Hotel Portsmouth

Village Hotel Portsmouth

4 out of 5
Lakeshore Drive Portsmouth England
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Jul 19 to Jul 20
CA $123
CA $148 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Hotel entrance feels more like a mall than a hotel, far from relaxing. Very basic small room for the high price. Very good gym, sauna and pool."

Reviewed on Jul 11, 2026

Village Hotel Portsmouth
Harbour Hotel Southampton

Harbour Hotel Southampton

5 out of 5
5 Maritime Walk Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $340 per night from Aug 10 to Aug 11
CA $340
CA $408 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Air con didn’t work which was disappointing. Spa and pool is too small for the amount of guests but rooms are clean and feel luxurious."

Reviewed on Jul 10, 2026

Harbour Hotel Southampton
Holiday Inn Express Portsmouth - Gunwharf Quays by IHG

Holiday Inn Express Portsmouth - Gunwharf Quays by IHG

3 out of 5
The Plaza Gunwharf Quays Portsmouth England
Fully refundable
The price is CA $167 per night from Jul 19 to Jul 20
CA $167
CA $201 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"Stayed in various hotels in area in the past. Decided to give this one a try. Was not disappointed at all. Super location with staff and general appearance all very good. Big bonus is free parking at Gunwharf for 24 hours (normally £28) with only £2 for further 24 hours. Expected the complementary ..."

Reviewed on Jul 11, 2026

Holiday Inn Express Portsmouth - Gunwharf Quays by IHG
See all 3,143 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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What to do in Kingston

Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

CA $42
per adult
100% of travellers recommend
Isle of Wight: Osborne Admission Ticket
See all activities in Kingston

Frequently asked questions

How much does a Kingston vacation package cost?
You'll find cheap prices from CA $1,947 on Expedia for your Kingston escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Kingston costs.
What are the cheapest months to go to Kingston?
January, February and November are the best times to search for cheap Kingston vacation packages. Choosing to travel in less busy periods means you can typically find better prices on flights and accommodations.
How many days is enough for Kingston?
To get the most out of a Kingston vacation, we recommend booking for 2 days. Divide your time between visiting Ventnor Botanic Garden, Steephill Cove Beach and other leading sights, on top of experiencing neighbourhoods like Whitwell and Wroxall. If you've got some spare time, include a day trip or tour in your Kingston vacation itinerary.
How to find the best Kingston package deals?
Use Expedia's filter tool to find some of the best 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 want to save, plan your trip for midweek, or look for Kingston package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Kingston vacation as a package?
You can enjoy significant savings on your next Kingston getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Kingston?
If you've got your Kingston vacation dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Kingston?

  1. Choose when to get away: Check your calendar and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Kingston.
  2. Budget wisely: In addition to the cost of your hotel, you should consider other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Kingston.
  3. Decide how long to go away for: Now that you're more familiar with Kingston, you can figure out the perfect length of your break. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Kingston vacation package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.