Trenchtown Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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 Emancipation Park 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 refundableReserve now, pay when you stay
The price is S$295 per night from 7 Dec to 8 Dec
S$295
includes taxes & fees
7 Dec - 8 Dec
9.2/10 Wonderful! (1,224 reviews)
"Overall very good towards end of stay. Some of the front desk staff was exceptional. Thanks for organizing the fruit dish for my wife’s birthday. Breakfast staff was only attentive to certain type of people and ignore all others. The staff assigned to Dinner and breakfast before check out was excellent. ..."

Reviewed on 19 Nov,2024

S Hotel Kingston
ROK Hotel Kingston, Tapestry Collection by Hilton
ROK Hotel Kingston, Tapestry Collection by Hilton
4 out of 5
2-4 King Street, Kingston
Fully refundableReserve now, pay when you stay
The price is S$253 per night from 7 Dec to 8 Dec
S$253
includes taxes & fees
7 Dec - 8 Dec
8.8/10 Excellent! (710 reviews)
"Nice decor, clean, helpful and friendly staff, felt safe. No robes or slippers, no room service, rooms are fairly dark with no overhead lighting"

Reviewed on 18 Nov,2024

ROK Hotel Kingston, Tapestry Collection by Hilton
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 S$275 per night from 3 Dec to 4 Dec
S$275
includes taxes & fees
3 Dec - 4 Dec
8.4/10 Very Good! (1,049 reviews)
"Good location for what I wanted"

Reviewed on 20 Nov,2024

R Hotel Kingston
See all 1,486 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.

Frequently asked questions

How much does a Trenchtown holiday package cost?
Be ready to book, because a trip to Trenchtown starts from only . When you bundle your flights, hotels and car rentals into a holiday package, you’ll enjoy the best deals.
How do I get a cheap travel package to Trenchtown?
Our Trenchtown holiday packages promise plenty of savings for the savvy explorer. For the best deal, simply combine your hotel, flights and extras (such as activities) into one neat package. But bargain prices are just the beginning of your next awesome adventure. Book with Expedia and you’ll have more than 550 air carriers and 1,000,000 hotels around the globe to pick from. Whatever your style or budget, there’s a holiday package here just for you.
Where should I stay in Trenchtown?
Stay where the action happens. Many people favor hotels within easy reach of top attractions, like National Gallery of Jamaica, Bob Marley Museum and Devon House.
How far in advance should I book my Trenchtown holiday?
Travellers are usually able to compare international flights on Expedia within 12 months of the departure date. Booking late? With a little bit of luck, it’s still possible to score a cheap ticket just weeks before your journey.
What does an Expedia Trenchtown travel package include?
Rental cars, hotels and flights — we’ve got them covered. With Expedia, you can shape your Trenchtown package the way you want. All you have to do is figure out just what you need. Once you’ve made your booking, you can add on extras like tours and activities. The more you bundle, the more you save!
What should I know before booking a Trenchtown travel package?
Bundling your bookings into a Trenchtown holiday package is the most convenient way to organise your trip. Not only that, you’ll save when you combine your hotels, flights and car rentals. Once you’ve booked, why not add on a tour or an activity?
Can I choose my airline with a Trenchtown Expedia holiday package?
Yes — that’s one of the best things about an Expedia holiday package. You get to choose. We have access to more than 550 partner airlines around the world, so you have lots of choice when creating your Trenchtown adventure.
If I'm not able to travel, can I cancel my Trenchtown holiday package?
Yes, you can. We totally understand that even the best-laid plans can fail, so we’re happy to help if you need to make changes to your Trenchtown holiday package. You may be able to change or cancel your itinerary for free if you’ve booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Things to do

Kingston City Food Tour

Kingston City Food Tour

S$236
Per adult
Kingston City Food Tour
Kingston Dub Club Sundays

Kingston Dub Club Sundays

S$85
Per adult
Kingston Dub Club Sundays
Mural Tours in the Downtown Kingston Art District, Jamaica

Mural Tours in the Downtown Kingston Art District, Jamaica

S$53
Per adult
Mural Tours in the Downtown Kingston Art District, Jamaica
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. 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.