Trenchtown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Zinzi Samuels

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

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

Our guide on 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 garden

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

Our pick of the best Trenchtown Hotel Deals

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 NZ$381 per night from 22 Nov to 23 Nov
NZ$381
22 Nov - 23 Nov
includes taxes & fees
9.2/10 Wonderful! (1,560 reviews)
Excellent world class service

Reviewed on 10 Nov 2025

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 NZ$338 per night from 13 Dec to 14 Dec
NZ$338
13 Dec - 14 Dec
includes taxes & fees
8.8/10 Excellent! (1,140 reviews)
Fantastic staff operating and working at this hotel. Gavin at the pool bar went above and beyond to provide exceptional customer service. An overall great stay and great food. Guest rooms and bathrooms need better lighting but outside of that everything was great.

Reviewed on 7 Nov 2025

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 NZ$374 per night from 19 Nov to 20 Nov
NZ$374
19 Nov - 20 Nov
includes taxes & fees
8.4/10 Very Good! (1,160 reviews)
Clean room and staff was great

Reviewed on 8 Nov 2025

R Hotel Kingston
See all 1,556 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.

Discover the most popular places to visit in Trenchtown

Serenity Park

Explore the great outdoors at Serenity Park, a lovely green space in Kingston. Visit the lively bars or top-notch restaurants in this relaxing area.

Serenity Park

Activities

displays at the bob marley museum in Jamaica

Kingston Tour & Bob Marley Museum Admission

NZ$141
per adult
Kingston Tour & Bob Marley Museum Admission
Kingston Dub Club Sundays

Kingston Dub Club Sundays

NZ$113
per adult
Kingston Dub Club Sundays
Deluxe Sunset and Saxophone Sail on Luxury Lady Grace Catamaran

Deluxe Sunset and Saxophone Sail on Luxury Lady Grace Catamaran

NZ$293
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.