Kingston Vacations

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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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
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Discover the most popular places to visit in Kingston

Coventry Parish Ruins

You can find out about the history of Rehobeth when you stop by Coventry Parish Ruins. Discover the area's seafood restaurants or seek out the fishing spots.

Coventry Parish Ruins

Kingston Hotel Deals

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 out of 5
125 Newtowne Blvd Pocomoke City MD
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $112 total per night from Dec 7 to Dec 8
$112 total
Dec 7 - Dec 8
Total with taxes and fees
8.4/10 Very Good! (875 reviews)
Friendly staff clean rooms.

Reviewed on Nov 21, 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
$87 nightly
The price is $98 total per night from Dec 21 to Dec 22
$98 total
Dec 21 - Dec 22
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Great staff. Very clean

Reviewed on Nov 20, 2025

Hampton Inn & Suites Salisbury/Fruitland
Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13

2 out of 5
825 Ocean Hwy Pocomoke City MD
Fully refundableReserve now, pay when you stay
$50 nightly
The price is $55 total per night from Nov 26 to Nov 27
$55 total
Nov 26 - Nov 27
Total with taxes and fees
5.4/10 (773 reviews)
Dog friendly environment

Reviewed on Oct 19, 2025

Econo Lodge Pocomoke City Hwy 13
See all 153 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
U.S dollars
Closest Airport
Salisbury - Ocean City Wicomico Regional Airport (SBY)

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Frequently asked questions

How much does a Kingston vacation 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 vacation to Kingston costs.
What are the cheapest months to go to Kingston?
December, January and February are the best times to look for cheap Kingston vacation packages. Traveling in less busy months means you can generally find better prices on accommodations and flights.
How many days is enough for Kingston?
The ideal duration of your Kingston vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you time to tick off all the main sights and discover some hidden treasures 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 vacation as a package?
You can enjoy significant savings on your Kingston escape by booking a customized vacation 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 vacation 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 vacation.
Does Expedia offer Book Now, Pay Later Kingston vacation packages?
If you're like us, you love going away but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Kingston trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.