Kingston Vacations from $322
Book a Hotel + Flight or Car together to unlock savings
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.
The Latest Kingston vacation packages
Price found within the past 48 hours. Click for updated prices.
Beach Walk
Downtown Ocean City
$2,247
per person
Dec 10 - Dec 14
found 10 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Salisbury (SBY)
7.6/10 Good! (126 reviews)
We never slept here. The room was incredibly dirty. Stained sheets, stained carpet, god only knows what on the walls in the bathroom. The table and chairs were a table that folded out from the wall with a stick underneath. The chairs were two rusty folding chairs. The blinds in the window were busted up and only covered half the window. I honestly don’t know how they’ve not been shut down. We quickly found another hotel.
Reviewed on Oct 13, 2026
Microtel Inn & Suites by Wyndham Milford
$362
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Fort Myers (RSW) to Salisbury (SBY)
8.8/10 Excellent! (832 reviews)
Perfect for an overnight stay. Rick was pleasant and provided us with an excellent option for dinner.
Reviewed on Oct 17, 2026
Boardwalk One
Downtown Ocean City
$1,092
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
7.4/10 Good! (179 reviews)
The room was fresh cleaned, hot showers and plenty of space. Staff was very nice and informative. We were able to have covered parking. We watched the major storm with the high waves and wind from balcony but didn't disturb us with doors closed. Location was great for walking boardwalk. When too wet had an excellent tv and reception in the room.
Reviewed on Sep 28, 2026
Harrington Welcome Inn
$347
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Fort Myers (RSW) to Salisbury (SBY)
7.6/10 Good! (206 reviews)
The room was clean. I didnot like the fact that there were 2 extra doors in the room. It made me feel unsafe. I also didnot think the motel was in a good location.
Reviewed on Oct 17, 2026
Kingston Hotel Deals
Best Western Plus Pocomoke City
125 Newtowne Blvd Pocomoke City MD
Fully refundableReserve now, pay when you stay
$114 nightly
$127 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Salisbury/Fruitland
304 Prosperity Lane Fruitland MD
Fully refundableReserve now, pay when you stay
$110 nightly
$123 total
Nov 1 - Nov 2
Total with taxes and fees
Home2 Suites By Hilton Salisbury Fruitland
301 Prosperity Lane Fruitland MD
Fully refundableReserve now, pay when you stay
$105 nightly
$118 total
Nov 9 - Nov 10
Total with taxes and fees
9.8/10 Exceptional! (76 reviews)
"Great customer service and property looked presentable upon arrival. Room was pretty clean but was missed some areas. My concern mainly was the blinds not closing which had me up a lot earlier than I wanted."
Reviewed on Oct 18, 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.
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 from $322 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.