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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    Plan, book, and manage your trip all in one place

Top hotels in Kingston

Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road, Braintree, MA
Fully refundableReserve now, pay when you stay
The price is S$189 per night from 2 Sept to 3 Sept
S$189
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (2,456 reviews)
"Great location and place to stay within a short distance of the city. Room was clean and spacious. Staff was friendly and accommodating. Would stay again and highly recommend."

Reviewed on 15 Aug, 2025

Hyatt Place Boston/Braintree
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
180 Water St, Plymouth, MA
Fully refundableReserve now, pay when you stay
The price is S$263 per night from 19 Aug to 20 Aug
S$263
19 Aug - 20 Aug
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"We loved our stay at the 1620 Hotel. Super Location. Friendly staff. Clean room. Comfy beds. Plenty of free parking. Dog-friendly to boot! The only slight negative - if I had to find one - was that our room was facing the pool area and had no natural daylight. However, since we didn’t come to spend ..."

Reviewed on 17 Aug, 2025

Hotel 1620 Plymouth Harbor
La Casa Inn & Suites - Middleboro

La Casa Inn & Suites - Middleboro

2.5 out of 5
30 East Clark Street, Middleborough, MA
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 31 Aug to 1 Sept
S$133
31 Aug - 1 Sept
includes taxes & fees
6.8/10 (818 reviews)
"The staff and place itself was excellent, free Breakfest in the morning, the pool was nice and clean, and the rooms were bigger then I expected. Definitely would come back"

Reviewed on 11 Aug, 2025

La Casa Inn & Suites - Middleboro
See all 1,190 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?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Kingston costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Kingston?
Travel in the low or shoulder season and you're likely to score cheap Kingston holiday packages. Bear in mind that public holidays and major local events can impact prices, so do a little research before you go.
How many days is enough for Kingston?
The ideal length of your Kingston holiday 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 leading attractions and discover some hidden spots along the way.
Is it worth booking a holiday package to Kingston?
Kingston is a good holiday destination with attractions like Grays Beach Park among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Kingston holiday promises a good time for everyone.
How to find the best Kingston package deals?
Use Expedia's filter tool to find some of the best Kingston package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Kingston package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Kingston holiday as a package?
You can enjoy significant savings on your next Kingston break by booking a customised holiday package. Check the "Package" heading, then enter your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Kingston?
If you're planning an impromptu Kingston getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Kingston?

  1. Pick your dates: What you plan to do in Kingston and your favourite season can help you decide when to get away.
  2. Set a budget: Factor in expenses such as flights, food and transportation when calculating how much to put aside for your trip to Kingston. Then, select a hotel that works with your budget, whether that's an economical stay or a lavish retreat.
  3. Decide how long to go for: Now that you're more familiar with Kingston, you can figure out the ideal length of your holiday. Pull together a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Kingston holiday package.

* 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.