Kingston Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Kingston

Best Western Plus Pocomoke City
Best Western Plus Pocomoke City
2.5 out of 5
125 Newtowne Blvd, Pocomoke City, MD
The price is S$240 per night from 14 Jul to 15 Jul
S$240
14 Jul - 15 Jul
includes taxes & fees
8.4/10 Very Good! (788 reviews)
"Remolded...nice & clean. Nice breakfast selection."

Reviewed on 9 Jun, 2025

Best Western Plus Pocomoke City
Hampton Inn & Suites Salisbury/Fruitland
Hampton Inn & Suites Salisbury/Fruitland
2.5 out of 5
304 Prosperity Lane, Fruitland, MD
Fully refundableReserve now, pay when you stay
The price is S$182 per night from 22 Jun to 23 Jun
S$182
22 Jun - 23 Jun
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Great room"

Reviewed on 25 May, 2025

Hampton Inn & Suites Salisbury/Fruitland
Studio 6 Suites Pocomoke City, MD
Studio 6 Suites Pocomoke City, MD
1540 Ocean Hwy, Pocomoke City, MD
Fully refundableReserve now, pay when you stay
The price is S$121 per night from 17 Jun to 18 Jun
S$121
17 Jun - 18 Jun
includes taxes & fees
7.4/10 Good! (21 reviews)
"The rooms are very cleanly and newly remodeled. Nick, the owner was very friendly and accommodating. Make sure you stop by and say hello, he’s a Great guy. I will definitely book another stay there."

Reviewed on 27 May, 2025

Studio 6 Suites Pocomoke City, MD
See all 145 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.

Frequently asked questions

How much does a Kingston holiday package cost?
You’ll find cheap prices on Expedia for your Kingston escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Kingston costs.
What are the cheapest months to go to Kingston?
If you’re looking to snag a cheap Kingston holiday package, consider visiting in January, February and November. You’ll generally find better prices on hotels and airfares during these months — perfect for budget-conscious travellers.
How many days is enough for Kingston?
The ideal duration of your Kingston holiday depends on what you’d like to do. Typically, a handful of days to a week will give you plenty of time to visit all the leading attractions and discover some hidden spots along the way.
How to find the best Kingston package deals?
Begin your search for a Kingston package deal by entering your destination and preferred travel dates under our “Packages” tab. Then select some filters, like “Property type” and “Guest rating,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and discover offers that come with unbeatable savings. If you don’t find the ideal Kingston package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kingston adventure off to a flying start.
Is it cheaper to book a Kingston holiday as a package?
You can enjoy significant savings on your Kingston escape by booking a customised holiday package. Click on the “Package” heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Kingston?
Secure incredible bargains by reserving your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Kingston holiday.
How to plan a trip to Kingston?

  1. Choose when to go: Check your calendar and get packing. Your favourite time of year and the available activities will also help you decide when to escape to Kingston.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and experiences. Your accommodation will probably be the largest expense during your trip to Kingston.
  3. Work out your trip length: Consider how long you’d like to spend exploring Kingston. Plan your itinerary so you can get to all the attractions and activities you’re interested in without rushing.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that’s left is to pick a Kingston holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.