Kingston Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Premier Inn Southampton - Eastleigh
CA $2,008
per person
Dec 24 - Dec 30
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Southampton (SOU)
9/10 Wonderful! (4 reviews)
The staff was incredibly helpful and patient with us. Never having been in Southhampton, or much in the UK, we were a little high maintenance. Thank you all. You made it easy.
Reviewed on Jun 7, 2026
Ready to book your vacation to Kingston?
Kingston Hotel Deals
Holiday Inn Portsmouth by IHG
Pembroke Road Portsmouth England
Fully refundable
CA $80
CA $96 total
Nov 1 - Nov 2
includes taxes & fees
8/10 Very good! (1,019 reviews)
"It was good for an overnight business trip. Staff were helpful and polite. Breakfast was ok, a couple of things missing from the buffet. The room was pleasant enough, if a little tired. Parking is not the easiest if you're not there early."
Reviewed on Oct 13, 2026
Harbour Hotel Southampton
5 Maritime Walk Southampton England
Fully refundableReserve now, pay when you stay
CA $289
CA $347 total
Nov 12 - Nov 13
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"Rooms don’t have safe, fridge nor coffee maker."
Reviewed on Oct 10, 2026
Second Nature Southampton
1 Queen's Terrace Southampton England
CA $122
CA $146 total
Nov 10 - Nov 11
includes taxes & fees
9.4/10 Exceptional! (1,355 reviews)
"Great place, we loved it! If you have a room with a loft be careful with the stairs, they're very steep. Very friendly staff and great restaurant on site."
Reviewed on Oct 12, 2026
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.
What to do in Kingston
Isle of Wight: Osborne Admission Ticket
CA $41
per adult
100% of travellers recommend
Frequently asked questions
How much does a Kingston vacation package cost?
You'll find cheap prices from CA $2,008 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
