Trenchtown Holidays

Photo by Zinzi Samuels

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Price found within the past 48 hours. Click for updated prices.
Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite

3 out of 5
Constant Spring
Price was €913, price is now €771 per person
€771
per person
11 Sept - 15 Sept
found 1 day ago
Return flight included
Appleton (ATW) to Kingston (KIN)
8.2/10 Very good! (69 reviews)
Property was cleaned and quite and a friendly atmosphere. If you like big bathroom, that's a no no but it's small and clean

Reviewed on 21 Jun 2026

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore

4 out of 5
Price was €1,001, price is now €820 per person
€820
per person
11 Sept - 15 Sept
found 1 day ago
Return flight included
Appleton (ATW) to Kingston (KIN)
9.8/10 Exceptional! (6 reviews)
Good customer service

Reviewed on 12 Jan 2026

R Hotel Kingston

R Hotel Kingston

4 out of 5
New Kingston
Price was €1,121, price is now €936 per person
€936
per person
11 Sept - 15 Sept
found 1 day ago
Return flight included
Appleton (ATW) to Kingston (KIN)
8.4/10 Very good! (1,173 reviews)
Rooms are cleaned daily and housekeeping staff do a good job. All staff at this hotel are friendly and helpful should any issues arise.

Reviewed on 28 Jun 2026

Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
Price was €1,453, price is now €1,274 per person
€1,274
per person
11 Sept - 15 Sept
found 1 day ago
Return flight included
Appleton (ATW) to Kingston (KIN)
9.2/10 Wonderful! (1,001 reviews)
Food was good not excellent. Bar tenders wasn’t the best. Pools and beach were both very nice.

Reviewed on 25 Jun 2026

ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton

4 out of 5
Price was €1,037, price is now €933 per person
€933
per person
11 Sept - 15 Sept
found 1 day ago
Return flight included
Appleton (ATW) to Kingston (KIN)
8.8/10 Excellent! (1,256 reviews)
Rooms were clean and staff were friendly. The pictures were a little misleading. I thought the rooms and property would be much nicer.

Reviewed on 28 Jun 2026

Where to stay in Trenchtown

Find the best Trenchtown areas and neighborhoods for the activities you enjoy most. Learn more about Trenchtown
A large, two-story building with a symmetrical facade, a central entrance with steps, and a formal garden with trimmed hedges and flowering plants.

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 refundableReserve now, pay when you stay
The price is €225 per night from 3 Jul to 4 Jul
€225
3 Jul - 4 Jul
includes taxes & fees
9.4/10 Exceptional! (1,705 reviews)
"Room was clean and staff was pleasant"

Reviewed on 26 Jun 2026

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 €196 per night from 16 Jul to 17 Jul
€196
16 Jul - 17 Jul
includes taxes & fees
8.8/10 Excellent! (1,246 reviews)
"Rooms were clean and staff were friendly. The pictures were a little misleading. I thought the rooms and property would be much nicer."

Reviewed on 28 Jun 2026

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 €169 per night from 19 Jul to 20 Jul
€169
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very good! (1,167 reviews)
"Rooms are cleaned daily and housekeeping staff do a good job. All staff at this hotel are friendly and helpful should any issues arise."

Reviewed on 28 Jun 2026

R Hotel Kingston
See all 1,631 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 €771. 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.

Stay near popular Trenchtown attractions

Trench Town Culture Yard

Enjoy an outing to Trench Town Culture Yard during your stay in Kingston. Visit the top-notch restaurants or lively bars in this relaxing area.
See properties

Things to do

displays at the bob marley museum in Jamaica

Kingston Tour & Bob Marley Museum Admission

€70
per adult
74% of travellers recommend
Kingston Tour & Bob Marley Museum Admission
Kingston Dub Club Sundays

Kingston Dub Club Sundays

€56
per adult
Kingston Dub Club Sundays
Walk Tours in Kingston.

Walk/Drive Tour of Downtown Kingston/Tivoli Gardens/Trench Town.

€52
per adult
100% of travellers recommend
Walk/Drive Tour of Downtown Kingston/Tivoli Gardens/Trench Town.
See all activities in Kingston

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.