Trenchtown Holidays from £1,160

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Your Trenchtown Holiday

From its highlights to its hidden delights, this city is best explored with a Trenchtown holiday package. Book a hotel in Spanish Town Zone, which is good for views, history and walking. Fill your spare time with visits to National Gallery of Jamaica, Bob Marley Museum and Jamaica House, some of the things you just have to see during your trip to Trenchtown. Stop daydreaming and start doing. Browse the broad range of options on Expedia today and finally put your Trenchtown holiday plans into gear!

Price found within the past 48 hours. Click for updated prices.
ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton

4 out of 5
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to Kingston (KIN)
8.8/10 Excellent! (1,009 reviews)
Everything was amazing

Reviewed on 2 Aug 2025

S Hotel Kingston

S Hotel Kingston

4.5 out of 5
New Kingston
per person
4 Oct - 11 Oct
found 6 hours ago
Return direct flight included
London (LON) to Kingston (KIN)
9.4/10 Exceptional! (1,395 reviews)
I didn’t like that guest had to wait until 11am for the cabana pool bar to be opened. We had to wait after breakfast and even after 11:30am. There was still no music or access to the bar

Reviewed on 2 Aug 2025

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore

4 out of 5
per person
4 Oct - 11 Oct
found 6 hours ago
Return direct flight included
London (LON) to Kingston (KIN)
No reviews
Botanic Bliss Living in Kingston

Botanic Bliss Living in Kingston

3 out of 5
Molynes Gardens
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to Kingston (KIN)
No reviews

Where to stay in Trenchtown

Find the best Trenchtown areas and neighborhoods for the activities you enjoy most. Learn more about Trenchtown
Devon House featuring a house and a park

New Kingston

3 out of top 10 points of interest in this area

New Kingston is known for its ample dining options, and you can make a stop by Devon House and Kingston and St. Andrew Parish Library while in the area.

Find hotels in New Kingston

Top hotels in Trenchtown

S Hotel Kingston

S Hotel Kingston

4.5 out of 5
1 St Lucia Avenue, Kingston, Saint Andrew
Fully refundable
The price is £130 per night from 24 Aug to 25 Aug
£130
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (1,437 reviews)
"I didn’t like that guest had to wait until 11am for the cabana pool bar to be opened. We had to wait after breakfast and even after 11:30am. There was still no music or access to the bar"

Reviewed on 2 Aug 2025

S Hotel Kingston
R Hotel Kingston

R Hotel Kingston

4 out of 5
2 Renfrew Road , Kingston 10, Jamaica, Kingston, Jamaica
Fully refundableReserve now, pay when you stay
The price is £145 per night from 3 Sept to 4 Sept
£145
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (1,156 reviews)
"The property is excellent for a short vacation. But I was extremely disappointed in the pool and the narrow area on the hotel's grounds to properly maneuver a vehicle. I should've done more research. The staff is very accommodating and friendly. They make you feel at home, a rare quality when traveling. ..."

Reviewed on 31 Jul 2025

R Hotel Kingston
AC Hotel by Marriott Kingston, Jamaica

AC Hotel by Marriott Kingston, Jamaica

4.5 out of 5
38 Lady Musgrave Rd, Kingston, St. Andrew Parish
Fully refundableReserve now, pay when you stay
The price is £193 per night from 8 Aug to 9 Aug
£193
8 Aug - 9 Aug
includes taxes & fees
9/10 Wonderful! (827 reviews)
"Very quite"

Reviewed on 29 Jul 2025

AC Hotel by Marriott Kingston, Jamaica
See all 1,526 properties in Trenchtown
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.
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Frequently asked questions

Why should I book my Trenchtown holiday with Expedia?
Choose Expedia to plan your next big adventure simply and all in the same place. Our top tip for getting an unbeatable deal on a Trenchtown getaway? Bundle your flights, hotel and/or hire car into a package holiday. Then add some exciting tours and activities. Most bookings also come with flexible cancellation policies, so there's no need to worry if you have to switch up your itinerary. Round-the-clock assistance with making tweaks to your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Trenchtown?
Into sightseeing but don't like huge crowds? Plan your Trenchtown trip for November, December and January. Typically, it's a lot quieter than in March, August and October. To give you an idea of what type of weather you can experience, the average temperature during the day in January, the coolest time of year in Trenchtown, is 24ºC. The warmest month here is July, when temperatures average 28ºC.
What is the top hotel for my holiday in Trenchtown?
Spanish Court Hotel - A Small Luxury Hotel is the perfect base for an unforgettable holiday in Trenchtown, offering all the comforts and amenities you need and more.
How do I get a cheap holiday to Trenchtown?
If you love bargains, bundle your bookings into a Trenchtown holiday. Whether you're searching for flights, hotels, hire cars or day tours, you can book everything in one place. You'll have loads of choice at your fingertips as well. Expedia has more than 400 partner airlines and 321,000 hotel options globally to take your pick of. Fly with who you prefer, stay anywhere you like and save a tidy sum — now that's the perfect holiday! 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 Trenchtown holiday?
Make sure your holiday in Trenchtown is an unforgettable one by taking in its most popular attractions. National Gallery of Jamaica, Bob Marley Museum, Jamaica House and United States of America Embassy are among the things you should see while you're in the city.
What is the best area to stay in when on holiday in Trenchtown?
Trenchtown has many fascinating places to discover, like Trench Town Culture Yard. Book accommodation near this attraction and make sightseeing stress-free.
Do I need a visa for my Trenchtown holiday?
Research the most up-to-date information on official government websites. Your nationality and whether you're travelling for business, leisure or study will determine if you'll require a visa for Trenchtown. Familiarise yourself with the application process, including any required documentation, fees and turnaround times. Submit your application well in advance to allow sufficient time for processing. Some visas can take many weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Trenchtown holiday?
Although everyone's personal style is different, it can help to have some guidelines for what to bring during your holiday in Trenchtown. We recommend browsing style blogs before you leave so you can blend in like a local. Pack appropriately by monitoring the forecast in Trenchtown. July brings the warmest temperatures, with daily averages of 28ºC, while January days average 24ºC, making it the coolest month.
What does an Expedia Trenchtown holiday include?
With Expedia, you can choose any combination of car hires, hotels and flights to build your ideal Trenchtown package. Once you've made your booking, simply add on all the fun stuff like day tours and activities. Remember, the more you bundle, the more discounts you'll get! Apartments and private holiday homes are two popular property types in Trenchtown. Whatever your holiday style or group size, you can count on Expedia for the freedom and flexibility to customise your next escape.
Does Expedia offer Book Now, Pay Later Trenchtown holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply select the payment plan that suits best during the checkout process and take the stress out of budgeting for your next trip. Make sure you bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make that dream holiday possible.
  • No-deposit holidays: Hitting the "book now" button is much easier with this plan. With no upfront fee for your holiday, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with a Trenchtown Expedia holiday?
You can. We offer more than 400 partner airlines throughout the world, so select the carrier that fits your budget and travel needs.

Things to do

Kingston Dub Club Sundays

Kingston Dub Club Sundays

£48
per adult
Kingston Dub Club Sundays
displays at the bob marley museum in Jamaica

Kingston Tour & Bob Marley Museum Admission

£60
per adult
Kingston Tour & Bob Marley Museum Admission
Deluxe Sunset and Saxophone Sail on Luxury Lady Grace Catamaran

Deluxe Sunset and Saxophone Sail on Luxury Lady Grace Catamaran

£133
per adult
100% of travellers recommend
Deluxe Sunset and Saxophone Sail on Luxury Lady Grace Catamaran
See all activities in Kingston

* 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.