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
Our Kingston vacation packages allow you to create your own adventure. Tailor your getaway to your interests and style and make the most of your time in this lively city. During your trip to Kingston, take all the time you need for sightseeing. A fantastic place to begin is Great Hope Golf Course. Whoever you're taking a break with and whatever you want to spend, your dream Kingston vacation is only clicks away with Expedia.
Top Kingston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ocean Terrace Family Apartments
Downtown Ocean City
CA $1,574
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Salisbury (SBY)
7.8/10 Good! (42 reviews)
Both my wife and I are in our mid seventies. Our unit was on the 3rd floor with no elevator.
As soon as you enter the building you are hit with a musty smell and a damp, clammy sense. Same thing in the unit itself.
One dining room chair was broken.
The vent over one of the beds hung down a few inches precariously held up by tape.
The door to the balcony patio had a one inch gap to the threshold.
Hot water for showers was lukewarm at best.
Some ants and flies.
Reviewed on Aug 5, 2026
Ready to book your vacation to Kingston?
Kingston Hotel Deals
Hampton Inn & Suites Salisbury/Fruitland
304 Prosperity Lane Fruitland MD
Fully refundableReserve now, pay when you stay
CA $147
CA $165 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Great place to stay. Nice clean rooms, comfy beds!!"
Reviewed on Aug 3, 2026
Best Western Plus Pocomoke City
125 Newtowne Blvd Pocomoke City MD
CA $177
CA $198 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (973 reviews)
"Best Western Plus was the BEST!"
Reviewed on Aug 7, 2026
Econo Lodge Pocomoke City Hwy 13
825 Ocean Hwy Pocomoke City MD
Fully refundable
CA $100
CA $112 total
Sep 7 - Sep 8
includes taxes & fees
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.
Frequently asked questions
How much does a Kingston vacation package cost?
You can pick up a vacation package to this destination from CA $1,295 on Expedia. But how much your vacation to Kingston costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Kingston?
If you're looking to snag a cheap Kingston vacation package, consider visiting in January, February and November. You'll typically find lower prices on hotels and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Kingston?
Typically, a handful of days is enough to see the major sights during your Kingston vacation. However, if you want to have some time to rest or go on day trips, think about extending your trip.
How to find the best Kingston package deals?
Use Expedia's handy filters to find some unbeatable Kingston package deals. When you start your search, simply 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 browse for Kingston package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Kingston vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the freedom to create a customized Kingston vacation by choosing your preferred airline, accommodation type and car class.
How to plan a trip to Kingston?
- Choose when to travel: Check your schedule and get packing. Your favourite time of year and the activities on offer will also help you decide when to vacation in Kingston.
- Set your budget: Factor in expenses like transportation, flights and meals when calculating how much to put aside for your trip to Kingston. Then, select a property that works with your budget, whether that's an affordable stay or a more luxurious getaway.
- Determine how many days away: Start by listing all the activities and sights you want to experience in Kingston. Then, estimate how long you'll need at each, including any travel time.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick 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.
