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Hotels in Trenchtown

October 2026
November 2026

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This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Where to stay in Trenchtown?

A modern building with a wooden ceiling, large potted plants, and a view of palm trees at dusk.
A modern hotel with a large entrance, multiple floors, and a covered area with palm trees.
A spacious outdoor dining area with white wicker chairs and tables, a central bar, and large windows offering views of the ocean.
A hotel pool area with lounge chairs, umbrellas, and palm trees.

1. ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton
2.6 km from Trenchtown
United States
Andre
$161
$198 total
includes taxes & fees
Oct 2 - Oct 3
ROK Hotel Kingston, Tapestry Collection by Hilton
A pathway leading to a building with a green roof and white balcony railings.
A building with a yellow facade, white lattice balconies, and palm trees.
A swimming pool with a tiled edge, a metal handrail, and a brick patio area.
A balcony with a view of a swimming pool surrounded by palm trees and a building with a tiled roof.

2. Hotel Four Seasons

Hotel Four Seasons
New Kingston, 2.4 km from Trenchtown
United States
Calma
$126
$155 total
includes taxes & fees
Sep 30 - Oct 1
Hotel Four Seasons
A multi-level atrium with lush greenery, including various tropical plants and a palm tree.
A narrow pathway flanked by lush tropical plants leading to a building with a balcony.
A hotel room with two beds, a desk, a chair, a television, and a ceiling fan.
A pool area with a clear blue pool, surrounded by white chairs and tables, and a red umbrella providing shade.

3. Altamont Court Hotel

Altamont Court Hotel
New Kingston, 2.2 km from Trenchtown
United States
Andre'
$123
$149 total
includes taxes & fees
Sep 27 - Sep 28
Altamont Court Hotel
A balcony with a view of a cityscape and a rainbow.
A modern hotel entrance with a covered walkway, glass doors, and potted plants.
A hotel room with a large window, a flat-screen TV, a desk, a sofa, and a painting of a landscape.
A rooftop pool area with lounge chairs and umbrellas, surrounded by greenery and overlooking a cityscape.

4. Courtyard by Marriott Kingston, Jamaica

Courtyard by Marriott Kingston, Jamaica
New Kingston, 2.1 km from Trenchtown
United States
Chevonnese
$172
$220 total
includes taxes & fees
Oct 3 - Oct 4
Courtyard by Marriott Kingston, Jamaica
A person seated at a wooden bar with a stone-tiled floor, holding a drink.
A buffet setup with various food stations, a brick wall, and decorative plates.
A reception area with a marble counter, hanging plants, and a modern pendant light fixture.
A spacious lobby with a high ceiling, a central seating area with a table and chairs, and a large window providing natural light.

5. The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites
New Kingston, 2.2 km from Trenchtown
United States
Noel
$242
$301 total
includes taxes & fees
Sep 27 - Sep 28
The Courtleigh Hotel and Suites
A pool area with multiple white umbrellas and lounge chairs.
A spacious lobby with wooden flooring, comfortable seating, and large windows offering views of the outdoors.
A hotel room with a large bed, a window with curtains, a headboard, and two framed pictures on the wall.
An outdoor patio area with wicker furniture, red cushions, and red umbrellas.

6. S Hotel Kingston

S Hotel Kingston
New Kingston, 2.8 km from Trenchtown
United States
MARCIA
$189
$243 total
includes taxes & fees
Oct 2 - Oct 3
S Hotel Kingston
A hallway with a marble floor, white walls, and a patterned wall on the right.
A wooden bed with a yellow blanket, a gold-framed mirror, and a geometric-patterned wall art.
A compact kitchenette with a microwave, a small refrigerator, and a white countertop.
An outdoor patio with a pool, lounge chairs, and tables.

7. Royale Jazz Hotel

Royale Jazz Hotel
Eastwood Park, 3.6 km from Trenchtown
$140
$162 total
includes taxes & fees
Sep 26 - Sep 27
Royale Jazz Hotel
An outdoor patio with a pool, lounge chairs, and tables.
A modern building with a stone facade, a glass door entrance, and two potted plants on the ground.
A bedroom with a wooden bed, a desk, a chair, and artwork on the walls.
A hallway with a white brick wall, a blue chair, a yellow sofa, and a patterned wall.

8. Royale Jazz Hotel

Royale Jazz Hotel
Eastwood Park, 3.6 km from Trenchtown
United States
Chantelle
$126
$146 total
includes taxes & fees
Sep 26 - Sep 27
Royale Jazz Hotel
A hotel with a large pool area, multiple lounge chairs, and umbrellas.
A hotel with a modern design, featuring a prominent building with a flat facade and a large number of windows.
A spacious lobby with a checkered floor, a blue sofa, a round seating area, and a wall with floral decorations.
A covered outdoor lounge area with white furniture, potted plants, and a view of the surrounding greenery.

9. The Jamaica Pegasus Hotel

The Jamaica Pegasus Hotel
New Kingston, 2.1 km from Trenchtown
United States
Clive
$228
$256 total
includes taxes & fees
Oct 24 - Oct 25
The Jamaica Pegasus Hotel
A garden area with a pergola covered in pink flowers, a bench, and a potted plant.
A room with a white desk, a black chair, and a mounted television on the wall.
A covered outdoor area with a metal fence, a small blue structure, and potted plants.
A building labeled "Sunset Inn Hotel" with a red roof, surrounded by pink flowering plants and a blue fence.

10. Sunset Inn Hotel

Sunset Inn Hotel
New Kingston, 2.3 km from Trenchtown
United States
Nicol
$104
$121 total
includes taxes & fees
Sep 26 - Sep 27
Sunset Inn Hotel
A poolside setting with three drinks on a tray.
A hallway with a pool view, white floral decorations, and curtains.
A modern hotel room with a large bed, white curtains, a mounted TV, and a painting on the wall.
A dining area with round tables, dark chairs, and a ceiling fan.

11. R Hotel Kingston

R Hotel Kingston
New Kingston, 2.7 km from Trenchtown
United States
Alexander
$172
$211 total
includes taxes & fees
Sep 28 - Sep 29
R Hotel Kingston
A spacious living area with modern furniture, a large window, and a unique chandelier.
A modern hotel building with a glass facade, a covered entrance, and a landscaped area with plants.
A modern outdoor pool area with lounge chairs and umbrellas, a bar, and a view of the city at dusk.
A modern outdoor lounge area with bar seating, tables, and a pool.

12. AC Hotel by Marriott Kingston, Jamaica

AC Hotel by Marriott Kingston, Jamaica
New Kingston, 3.2 km from Trenchtown
United States
Geneva
$254
$319 total
includes taxes & fees
Oct 2 - Oct 3
AC Hotel by Marriott Kingston, Jamaica
A multi-story building with a balcony, a garage, and potted plants.
A hotel room with a bed, a chair, a fire extinguisher, and an air conditioning unit.
A living room with black leather sofas, a coffee table with a globe, and potted plants.
A rectangular pool with a white border, surrounded by artificial grass. There is a white fence gate, two potted plants, and a small bench.

13. Incognito Vacation Stays

Incognito Vacation Stays
2.5 km from Trenchtown
United States
mayneard
$108
$125 total
includes taxes & fees
Oct 6 - Oct 7
Incognito Vacation Stays
A man in a suit sitting on a grey couch with a briefcase beside him, holding a drink with a garnish. A woman in business attire stands beside him, holding a plate with a dessert.
A two-story house with a tiled driveway, a front entrance with steps, and a small garden area.
A hotel room with a bed, bedside tables, a desk, and an air conditioning unit.
A group of people seated at a table with white tablecloths, engaged in conversation.

14. Shirley Retreat Hotel

Shirley Retreat Hotel
New Kingston, 3.7 km from Trenchtown
United States
Devon
$92
$102 total
includes taxes & fees
Sep 27 - Sep 28
Shirley Retreat Hotel
A sunset over a residential area with houses and palm trees.
A living room with a white sofa, a white coffee table, and a ceiling fan. There are two potted plants and a painting on the wall.
A building with a red staircase, white railings, and arched windows.
A gated entrance to a property with a sign reading "Jasmine Inn."

15. Jasmine Inn

Jasmine Inn
Beverly Hills, 3.6 km from Trenchtown
United States
Sandy
$81
$90 total
includes taxes & fees
Sep 26 - Sep 27
Jasmine Inn
A waterfront restaurant with outdoor seating, a covered patio, and a view of the sunset over the water.
A marina with a large docked boat, a swimming pool, and a small building with a green door.
A marina with several yachts docked, a pier with buildings, and a view of the coastline.
A bar area with a bartender preparing drinks, a wooden shelf with bottles, and a view of the sea.

16. Grand Hotel Excelsior Port Royal

Grand Hotel Excelsior Port Royal
Port Royal, 6.8 km from Trenchtown
United States
Edward
$77
$123 total
includes taxes & fees
Oct 1 - Oct 2
Grand Hotel Excelsior Port Royal
A hotel room with two beds, a window with curtains, an air conditioning unit, a wall-mounted TV, and a potted plant.
A room with a framed painting of flowers on a wall, a small potted plant on a console table, and a green cloth-covered stool.
A building with a bright yellow facade and a sign for 'Pulse Rooms at Trafalgar'.
A clean, modern interior with a staircase, a white door, and a painting on the wall.

17. Pulse Rooms at Trafalgar

Pulse Rooms at Trafalgar
New Kingston, 2.9 km from Trenchtown
Canada
Conrad
$115
$128 total
includes taxes & fees
Sep 26 - Sep 27
Pulse Rooms at Trafalgar
A covered garden pathway with a pond, surrounded by various plants and rocks.
A hotel with a red roof, multiple balconies, and a view of the surrounding area.
A grand room with a chandelier, elegant furniture, and a staircase leading to an upper level.
An outdoor dining area with tables and chairs, surrounded by plants and palm trees.

18. Terra Nova, BW Premier Collection

Terra Nova, BW Premier Collection
Half Way Tree, 3.6 km from Trenchtown
United States
Marisa
$174
$210 total
includes taxes & fees
Sep 28 - Sep 29
Terra Nova, BW Premier Collection
An outdoor pool area with lounge chairs and a covered seating area.
A kitchen with a blue wall, a window with blinds, a sink, and a countertop with a pot and a ladle.
A room with two beds, a ceiling fan, a door, and a patterned wall.
A courtyard with yellow walls, geometric patterned floor, and outdoor seating with benches and tables.

19. Labrish Guest House

Labrish Guest House
Eastwood Park, 3.1 km from Trenchtown
United States
Fally
$45
$57 total
includes taxes & fees
Sep 28 - Sep 29
Labrish Guest House
A modern building with a large window, a door with a security gate, and various potted plants.
A bedroom with a bed, a desk with a computer, a television, and a chair.
A bedroom with a bed, a nightstand, a chair, and a desk.
A small, clean room with a bed, a chair, a wooden table, and a nightstand with a lamp.

20. Pogas suites

Pogas suites
Kencot, 1.5 km from Trenchtown
United States
Lila
$72
$84 total
includes taxes & fees
Sep 26 - Sep 27
Pogas suites
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Our prices for hotels in Kingston are cheapest in April

Price trends for hotels in Kingston

Pricing is based on two traveler single night rates
View properties in September

September

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Top landmarks in Trenchtown

Trench Town Culture Yard

Trenchtown is home to Trench Town Culture Yard, so why not stop by during your stay in Kingston. If you have fun at Trench Town Culture Yard, you'll love Bob Marley Museum and Institute of Jamaica, both located nearby.
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Carib 5 Cinema

If you're planning a bit of sightseeing head to Carib 5 Cinema— just one of the monuments in Trenchtown.
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Serenity Park

If you like quiet time surrounded by flowers and greenery, hang out at Serenity Park in Trenchtown. Want to stretch your legs some more? Head to Wynter's Park, just a short walk away.
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Wynter's Park

If you like quiet time surrounded by flowers and greenery, hang out at Wynter's Park in Trenchtown. Want to stretch your legs some more? Head to Serenity Park, just a short walk away.
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Check out reviews of Trenchtown hotels guests love

A modern indoor swimming pool with glass walls, a wooden deck, and a multi-level building with balconies and hanging lights.
A modern living room with a sofa, coffee table, and a reception desk.
A multi-story hotel with a modern design, featuring a prominent glass facade and illuminated signage.
A hotel room with a bed, curtains, a television, and a window.

Apartment with roof top pool

Apartment with roof top pool
Half Way Tree

10/10 Exceptional

United States
Crage
Apartment with roof top pool
A person seated at a wooden bar with a stone-tiled floor, holding a drink.
A buffet setup with various food stations, a brick wall, and decorative plates.
A reception area with a marble counter, hanging plants, and a modern pendant light fixture.
A spacious lobby with a high ceiling, a central seating area with a table and chairs, and a large window providing natural light.

The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites
New Kingston

10/10 Exceptional

United States
Millicent
The Courtleigh Hotel and Suites
A pool area with multiple white umbrellas and lounge chairs.
A spacious lobby with wooden flooring, comfortable seating, and large windows offering views of the outdoors.
A hotel room with a large bed, a window with curtains, a headboard, and two framed pictures on the wall.
An outdoor patio area with wicker furniture, red cushions, and red umbrellas.

S Hotel Kingston

S Hotel Kingston
New Kingston

10/10 Exceptional

United States
Carla
S Hotel Kingston
A multi-level atrium with lush greenery, including various tropical plants and a palm tree.
A narrow pathway flanked by lush tropical plants leading to a building with a balcony.
A hotel room with two beds, a desk, a chair, a television, and a ceiling fan.
A pool area with a clear blue pool, surrounded by white chairs and tables, and a red umbrella providing shade.

Altamont Court Hotel

Altamont Court Hotel
New Kingston

10/10 Exceptional

United States
Lavern
Altamont Court Hotel
A hotel with a large pool area, multiple lounge chairs, and umbrellas.
A hotel with a modern design, featuring a prominent building with a flat facade and a large number of windows.
A spacious lobby with a checkered floor, a blue sofa, a round seating area, and a wall with floral decorations.
A covered outdoor lounge area with white furniture, potted plants, and a view of the surrounding greenery.

The Jamaica Pegasus Hotel

The Jamaica Pegasus Hotel
New Kingston

10/10 Exceptional

United States
Kenneth
The Jamaica Pegasus Hotel
A modern building with a wooden ceiling, large potted plants, and a view of palm trees at dusk.
A modern hotel with a large entrance, multiple floors, and a covered area with palm trees.
A spacious outdoor dining area with white wicker chairs and tables, a central bar, and large windows offering views of the ocean.
A hotel pool area with lounge chairs, umbrellas, and palm trees.

ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton
Kingston

10/10 Exceptional

United States
Kassidy
ROK Hotel Kingston, Tapestry Collection by Hilton
A hotel room with a large bed, two bedside lamps, a view of the sea through curtains, and a balcony.
A bathroom with a white sink, a toilet, a mirror, and a shelf with toiletries.
A room with a TV, a small table with a plant, two chairs, a sofa, and a cabinet.
A compact kitchen with a microwave, a small table, two bar stools, and a window with blinds.

Stylish Studio in Chelsea Manor

Stylish Studio in Chelsea Manor
New Kingston

10/10 Exceptional

United States
DONNA
Stylish Studio in Chelsea Manor
A poolside setting with three drinks on a tray.
A hallway with a pool view, white floral decorations, and curtains.
A modern hotel room with a large bed, white curtains, a mounted TV, and a painting on the wall.
A dining area with round tables, dark chairs, and a ceiling fan.

R Hotel Kingston

R Hotel Kingston
New Kingston

10/10 Exceptional

United States
Terence
R Hotel Kingston
A pathway leading to a building with a green roof and white balcony railings.
A building with a yellow facade, white lattice balconies, and palm trees.
A swimming pool with a tiled edge, a metal handrail, and a brick patio area.
A balcony with a view of a swimming pool surrounded by palm trees and a building with a tiled roof.

Hotel Four Seasons

Hotel Four Seasons
New Kingston

10/10 Exceptional

United States
Kimberly Michele
Hotel Four Seasons
A man in a suit sitting on a grey couch with a briefcase beside him, holding a drink with a garnish. A woman in business attire stands beside him, holding a plate with a dessert.
A two-story house with a tiled driveway, a front entrance with steps, and a small garden area.
A hotel room with a bed, bedside tables, a desk, and an air conditioning unit.
A group of people seated at a table with white tablecloths, engaged in conversation.

Shirley Retreat Hotel

Shirley Retreat Hotel
New Kingston

10/10 Exceptional

United States
Sandra
Shirley Retreat Hotel
A covered garden pathway with a pond, surrounded by various plants and rocks.
A hotel with a red roof, multiple balconies, and a view of the surrounding area.
A grand room with a chandelier, elegant furniture, and a staircase leading to an upper level.
An outdoor dining area with tables and chairs, surrounded by plants and palm trees.

Terra Nova, BW Premier Collection

Terra Nova, BW Premier Collection
Half Way Tree

10/10 Exceptional

United States
kala
Terra Nova, BW Premier Collection
A balcony with a view of a cityscape and a rainbow.
A modern hotel entrance with a covered walkway, glass doors, and potted plants.
A hotel room with a large window, a flat-screen TV, a desk, a sofa, and a painting of a landscape.
A rooftop pool area with lounge chairs and umbrellas, surrounded by greenery and overlooking a cityscape.

Courtyard by Marriott Kingston, Jamaica

Courtyard by Marriott Kingston, Jamaica
New Kingston

10/10 Exceptional

United States
Charlotte
Courtyard by Marriott Kingston, Jamaica
A spacious living area with modern furniture, a large window, and a unique chandelier.
A modern hotel building with a glass facade, a covered entrance, and a landscaped area with plants.
A modern outdoor pool area with lounge chairs and umbrellas, a bar, and a view of the city at dusk.
A modern outdoor lounge area with bar seating, tables, and a pool.

AC Hotel by Marriott Kingston, Jamaica

AC Hotel by Marriott Kingston, Jamaica
New Kingston

10/10 Exceptional

United States
LENA
AC Hotel by Marriott Kingston, Jamaica
A garden area with a pergola covered in pink flowers, a bench, and a potted plant.
A room with a white desk, a black chair, and a mounted television on the wall.
A covered outdoor area with a metal fence, a small blue structure, and potted plants.
A building labeled "Sunset Inn Hotel" with a red roof, surrounded by pink flowering plants and a blue fence.

Sunset Inn Hotel

Sunset Inn Hotel
New Kingston

10/10 Exceptional

United States
Jessica
Sunset Inn Hotel
A sunset over a residential area with houses and palm trees.
A living room with a white sofa, a white coffee table, and a ceiling fan. There are two potted plants and a painting on the wall.
A building with a red staircase, white railings, and arched windows.
A gated entrance to a property with a sign reading "Jasmine Inn."

Jasmine Inn

Jasmine Inn
Beverly Hills

10/10 Exceptional

United States
JUNE
Jasmine Inn
A hotel room with two beds, a window with curtains, an air conditioning unit, a wall-mounted TV, and a potted plant.
A room with a framed painting of flowers on a wall, a small potted plant on a console table, and a green cloth-covered stool.
A building with a bright yellow facade and a sign for 'Pulse Rooms at Trafalgar'.
A clean, modern interior with a staircase, a white door, and a painting on the wall.

Pulse Rooms at Trafalgar

Pulse Rooms at Trafalgar
New Kingston

10/10 Exceptional

United States
Anonymous traveler
Pulse Rooms at Trafalgar
A multi-story building with a balcony, a garage, and potted plants.
A hotel room with a bed, a chair, a fire extinguisher, and an air conditioning unit.
A living room with black leather sofas, a coffee table with a globe, and potted plants.
A rectangular pool with a white border, surrounded by artificial grass. There is a white fence gate, two potted plants, and a small bench.

Incognito Vacation Stays

Incognito Vacation Stays
Kingston

10/10 Exceptional

United States
Gerald
Incognito Vacation Stays
A wooden deck with a table and chairs, surrounded by lush greenery and a view of distant mountains.
A room with a stone wall, two wooden chairs, and a view of a mountainous landscape through large windows.
A bedroom with a large bed, two windows with curtains, and a view of greenery outside.
A large, multi-story house with a swimming pool, a covered outdoor area, and a view of a hillside town.

Reggae Legends Estate

Reggae Legends Estate
Jack's Hill

10/10 Exceptional

United States
Kathleen
Reggae Legends Estate
A resort with a clear pool, palm trees, and a view of the mountains.
A four-poster canopy bed with a bench, a white armchair, and a woven rug in a room with wooden floors and a rustic ceiling.
A bathroom with a white sink, mirror, and towel rack. There is a view of a balcony with wicker chairs and a table.
A house with a balcony overlooking a lush valley.

Strawberry Hill

Strawberry Hill
Irish Town

10/10 Exceptional

United States
keysha
Strawberry Hill