Kingston Holidays from £662

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Your Kingston Holiday

From its highlights to its hidden treasures, this city is best experienced with a Kingston holiday package. Look for places to stay in Plymouth Cultural District, which is great for dining, culture and history. Ready to venture out and explore? Plymouth Rock, Mayflower II and National Monument to the Forefathers are among the top-rated places to visit during your trip to Kingston. Expedia has what you need to escape the everyday. Tailor your holiday to Kingston to match your travel style, whatever that may be!

Top Kingston Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
26 Sept - 30 Sept
found 18 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (2,132 reviews)
I believe coffee being put out should be complimentary to guests all day

Reviewed on 6 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on 5 Aug 2025

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,679 reviews)
Ask the front desk for a suitcase holder so you dont have to lay suitcases on the floor. We thought they had the best front desk people ever. Tristine & Diana were especially helpful to us. They will hold your suitcases in a locked area if needed.

Reviewed on 7 Aug 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
26 Sept - 30 Sept
found 19 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (234 reviews)
We enjoyed having the bistro on site.

Reviewed on 17 Jul 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
25 Oct - 1 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (569 reviews)
Washer/Dryer did not work properly. Despite 2 calls and 1 email to customer service, the issue was not resolved. The washer didn’t rinse clothing out and they remained sopping wet. They required extensive drying time as a result ( over 4 hours). This was extremely inconvenient.

Reviewed on 2 Aug 2025

Kingston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
12,200
Max Temp Winter
2ºC
Max Temp Summer
24ºC
Top Sights
Plimoth Patuxet Museums, Plymouth Long Beach and Mayflower II

Top hotels in Kingston

Private Ocean Beachfront Estate

Private Ocean Beachfront Estate

Kingston, MA
10/10 Exceptional! (3 reviews)
Awesome Stay
"The house and property was fantastic, we had a great time. Hosts were very responsive and helpful and we really appreciated that! Would recommend staying here to anyone!"

Reviewed on 1 May 2025

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Private Ocean Beachfront Estate
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 £110 per night from 3 Sept to 4 Sept
£110
3 Sept - 4 Sept
includes taxes & fees
9/10 Wonderful! (2,434 reviews)
"Beautiful clean hotel within walking distance to many shops and restaurant right next door . Great breakfast included would definitely stay there again ."

Reviewed on 31 Jul 2025

Hyatt Place Boston/Braintree
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 £77 per night from 20 Aug to 21 Aug
£77
20 Aug - 21 Aug
includes taxes & fees
6.8/10 (803 reviews)
"Solidly"

Reviewed on 28 Jul 2025

La Casa Inn & Suites - Middleboro
See all 1,180 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

Why should I book my Kingston holiday with Expedia?
Choose Expedia to organise your next break with ease, all in one place. Our top tip for landing a great deal on a Kingston retreat? Bundle your accommodation, airfares and/or car hire into a package holiday. Then throw in some awesome tours and activities. Most bookings also come with flexible cancellation policies, so there's no need to stress if you have to switch up your travel plans. Round-the-clock assistance with changing and cancelling your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Kingston?
Kingston is at its busiest in April, June and August. If you want a more relaxed escape, go there in November, December and January. With daytime average temperatures of 0ºC, January is the coolest period in Kingston. The warmest month is July, when you can expect averages of 22ºC during the day. Whatever the weather conditions, you'll discover plenty of things to keep you occupied here.
What is the top hotel for my holiday in Kingston?
Offering many of home's creature comforts, Boston Park Plaza will make an ideal base for your Kingston holiday.
How do I get a cheap holiday to Kingston?
If you love landing a bargain, combine your bookings into a Kingston holiday. Whether you're looking for hotels, flights, tours or hire cars, you can book everything in one place. You'll have ample choice at your fingertips as well. Expedia has more than 400 partner airlines and 321,000 properties around the world to choose from. Fly with who you want, stay where you like and save a tidy sum — now that's the ideal escape! Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Kingston holiday?
There are lots of places to visit while on your holiday in Kingston. Plymouth Rock, Mayflower II, Plimoth Patuxet Museums and National Monument to the Forefathers are just a few of this city's key attractions.
What is the best area to stay in when on holiday in Kingston?
Kingston has a number of popular places to explore, such as Grays Beach Park. Stay someplace close by and make sightseeing easier.
Do I need a visa for my Kingston holiday?
Visa requirements for Kingston vary based on your nationality and purpose of your visit. Check official government websites to determine if you need a visa for your holiday. They'll also give you the most up-to-date information, including details about application procedures and any supporting documentation you may need. Research your visa requirements well in advance to ensure a hassle-free travel experience. Also make sure your passport has a minimum of six months validity from your date of return.
What should I wear on my Kingston holiday?
Do some research into the types of things people in Kingston wear, and maybe even browse fashion pages on social media for inspiration. Try to create a versatile wardrobe filled with pieces that suit your destination and show off your unique style. Pack appropriately by monitoring the local weather conditions in Kingston. July brings the warmest temperatures, with daytime averages of 22ºC, while January days average 0ºC, making it the coolest time of the year.
What does an Expedia Kingston holiday include?
That depends entirely on you. Simply pick from a range of Kingston bundles, such as a flight, hire car and hotel. You can also book a hotel with a flight, or a car hire and a flight. Once you've made your booking, add on the fun stuff like experiences and activities. Whatever your dream Kingston break looks like, you'll save! Private holiday homes and cottages are a couple of highly sought-after property types in Kingston. No matter your holiday style or group size, you can rely on Expedia for the flexibility to personalise your next big adventure.
Does Expedia offer Book Now, Pay Later Kingston holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fabulous getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy instalment plans. If making bite-sized repayments each month sounds right for you, pick this option at checkout.
  • No-deposit holidays: Hitting the "book now" button is easier with this payment option. With no deposit required for your getaway, you can Book Now, Pay Later and start packing your suitcase.

Can I choose my airline with a Kingston Expedia holiday?
Expedia has access to more than 400 airline partners worldwide, so you certainly can. Just select the airline you want and craft the perfect Kingston holiday.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.