Photo by Zinzi Samuels

Trenchtown Hotels near Kingston

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Trenchtown hotels

Outdoor pool
S Hotel Kingston

S Hotel Kingston

S Hotel Kingston
4.5 star property
New Kingston, 2.8 km from Trenchtown
9.4 out of 10, Exceptional, (1584)
"Good food, friendly staff and an okay room with a very clean bathroom"
United States
Michael
The price is P11,103
P14,297 total
includes taxes & fees
Jan 9 - Jan 10, 2026
S Hotel Kingston
Aerial view
Jay's Guest House

Jay's Guest House

Jay's Guest House
2.5 star property
19.5 km from Trenchtown
9.0 out of 10, Wonderful, (11)
"an epic immersive Jamaican experience on a farm in the foothills of the Blue Mountains. friendly staff that goes the extra mile to ensure satisfactin with your meals, excursions etc."
United States
Derek
The price is P3,257
P4,392 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Jay's Guest House
Lobby
The Jamaica Pegasus Hotel

The Jamaica Pegasus Hotel

The Jamaica Pegasus Hotel
3.5 star property
New Kingston, 2.1 km from Trenchtown
8.4 out of 10, Very Good, (1003)
"The food was great and the hotel was clean."
United States
Michelle
The Jamaica Pegasus Hotel
Outdoor pool
AC Hotel by Marriott Kingston, Jamaica

AC Hotel by Marriott Kingston, Jamaica

AC Hotel by Marriott Kingston, Jamaica
4.5 star property
New Kingston, 3.2 km from Trenchtown
9.0 out of 10, Wonderful, (905)
"Nice hotel"
United States
Sheldon
The price is P13,694
P17,215 total
includes taxes & fees
Jan 30 - Jan 31, 2026
AC Hotel by Marriott Kingston, Jamaica
Outdoor pool, cabanas (surcharge), pool umbrellas
ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton
4.0 star property
2.6 km from Trenchtown
8.8 out of 10, Excellent, (1160)
"Room was spotless as always, staff was friendly and very helpful. Will definitely be back to stay again!"
United States
Cathy
The price is P9,068
P11,208 total
includes taxes & fees
Jan 16 - Jan 17, 2026
ROK Hotel Kingston, Tapestry Collection by Hilton
Bar (on property)
R Hotel Kingston

R Hotel Kingston

R Hotel Kingston
4.0 star property
New Kingston, 2.7 km from Trenchtown
8.4 out of 10, Very Good, (1165)
"Breakfast was especially good."
United States
Brian
The price is P12,124
P14,850 total
includes taxes & fees
Jan 1 - Jan 2, 2026
R Hotel Kingston
Front of property
Sky's Villa Resort

Sky's Villa Resort

Sky's Villa Resort
3.0 star property
30.6 km from Trenchtown
9.2 out of 10, Wonderful, (11)
"I like everything there was excellent "
United States
Angela
The price is P8,107
P10,333 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Sky's Villa Resort
Outdoor pool
Courtyard by Marriott Kingston, Jamaica

Courtyard by Marriott Kingston, Jamaica

Courtyard by Marriott Kingston, Jamaica
3.5 star property
New Kingston, 2.1 km from Trenchtown
8.8 out of 10, Excellent, (593)
"Room was very clean, hotel is very clean, Great view from the balcony. Having a microwave in the room would be perfect. "
United States
Andrew
The price is P10,762
P13,743 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Courtyard by Marriott Kingston, Jamaica
Outdoor pool
Terra Nova, BW Premier Collection

Terra Nova, BW Premier Collection

Terra Nova, BW Premier Collection
4.0 star property
Half Way Tree, 3.6 km from Trenchtown
9.0 out of 10, Wonderful, (1003)
"The staff was very welcoming and responsive to our needs and questions. "
United States
Warren
The price is P10,484
P12,640 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Terra Nova, BW Premier Collection
Terrace/patio
Jay's Guest House II

Jay's Guest House II

Jay's Guest House II
2.5 star property
19.5 km from Trenchtown
10.0 out of 10, Exceptional, (1)
"Endroit fantastique, vraiment propre et bien entretenu. Nous avons été pris soin, très bonne nourriture, matelas et oreillers très confortables, salle de bain propre. Nous avons pris un shuttle pour se rendre et revenir au début du sentier de Blue Mountain. Dire que nous étions hébergé chez Jay nous a permis de se sentir en sécurité dans cet environnement retiré"
Canada
Caroline
The price is P6,239
P7,234 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Jay's Guest House II
Reception
The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites
4.0 star property
New Kingston, 2.2 km from Trenchtown
9.0 out of 10, Wonderful, (1006)
"The staff across the board was excellent. The front desk crew, the restaurant crew and the bellhop were all extremely courteous and efficient!!"
United States
Wayne
The Courtleigh Hotel and Suites
Beach nearby, free beach shuttle
876 JA Oasis by Kingston Airport

876 JA Oasis by Kingston Airport

876 JA Oasis by Kingston Airport
3.5 star property
13.3 km from Trenchtown
8.6 out of 10, Excellent, (29)
"Was good Need Moore organize "
United States
Tadeusz
The price is P4,626
P5,379 total
includes taxes & fees
Jan 4 - Jan 5, 2026
876 JA Oasis by Kingston Airport
Outdoor dining
Forres Park Resort & Spa

Forres Park Resort & Spa

Forres Park Resort & Spa
3.0 star property
15.3 km from Trenchtown
8.2 out of 10, Very Good, (28)
"Great hospitality and great breakfast! Family atmosphere and clean rooms. Charmaine is a dear!"
United States
Janis
Forres Park Resort & Spa
Terrace/patio
Incognito Vacation Stays

Incognito Vacation Stays

Incognito Vacation Stays
3.5 star property
2.5 km from Trenchtown
8.4 out of 10, Very Good, (9)
"Great place."
United States
Felisha
The price is P7,050
P8,166 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Incognito Vacation Stays
Sundeck
One32 Guest House

One32 Guest House

One32 Guest House
3.0 star property
Eastwood Park, 3.6 km from Trenchtown
7.6 out of 10, Good, (15)
"Very nice "
United States
Judia
The price is P4,230
P6,815 total
includes taxes & fees
Jan 1 - Jan 2, 2026
One32 Guest House
Terrace/patio
Can sleep 7 people with private parking

Can sleep 7 people with private parking

Can sleep 7 people with private parking
2.0 star property
29.4 km from Trenchtown
The price is P5,294
P8,853 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Can sleep 7 people with private parking
Exterior
Chillinn at Duke

Chillinn at Duke

Chillinn at Duke
2.0 star property
1.6 km from Trenchtown
8.8 out of 10, Excellent, (33)
"The staff is very welcoming and warm! Place nice and cozy. I will definitely be back!"
United States
NADINE
Chillinn at Duke
Front of property
Casa Alexandria Guest Apartment

Casa Alexandria Guest Apartment

Casa Alexandria Guest Apartment
3.5 star property
Constant Spring, 5.4 km from Trenchtown
9.6 out of 10, Exceptional, (56)
"Kevin and Tasha are good hosts. The apartment looks newly renovated. The beds are very comfortable and the complex is very quiet."
United States
Kevin
The price is P8,010
P17,202 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Casa Alexandria Guest Apartment
Front of property
Shirley Retreat Hotel

Shirley Retreat Hotel

Shirley Retreat Hotel
3.0 star property
New Kingston, 3.7 km from Trenchtown
8.2 out of 10, Very Good, (480)
"Staff was friendly and the room was clean and smelled very fresh."
United States
Chyna
The price is P5,799
P6,437 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Shirley Retreat Hotel
2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe
Casa Royale Guest Apartment

Casa Royale Guest Apartment

Casa Royale Guest Apartment
3.5 star property
Molynes Gardens, 5 km from Trenchtown
9.6 out of 10, Exceptional, (68)
"Place was very clean and comfortable."
United States
Demar
Casa Royale Guest Apartment
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.
View all properties

Where to stay in Trenchtown

Find the best Trenchtown areas and neighborhoods for the activities you enjoy most.
Devon House showing a house and a garden

New Kingston

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.

Port Royal showing boating, a bay or harbor and general coastal views

Port Royal

Explore the city where buccaneers and cutthroats once ruled. Learn about the earthquake that caused most of it to sink into the sea.

Half Way Tree

Half Way Tree might not have many top sights, but Devon House and Jamaica House are two attractions nearby that you can check out.

Constant Spring

If you're spending some time in Constant Spring, Manor Park Plaza and Constant Spring Golf Club are top sights worth seeing.

Barbican

Barbican might not have many top sights, but Bob Marley Museum and Jamaica House are two attractions nearby that you can check out.

Top Trenchtown Hotel Reviews

Altamont Court Hotel

Altamont Court Hotel

10/10 Excellent
"Loved the experience,will visit again."
Crystal M 1-night trip
Posted 1 day ago
Altamont Court Hotel

Frequently asked questions

What is Trenchtown like?
Trenchtown is a neighborhood that travelers like for its shopping, restaurants, and sporting events. Be sure to check out Carib 5 Cinema and Serenity Park as part of your Trenchtown travel plans.
If I need to cancel my hotel reservation in Trenchtown, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and get a refund within 24 hours of your booking. Add your dates and click on "Search", then filter by "fully refundable" to review the best deals in Trenchtown.
What are the top things to see and do in Trenchtown?
Spend some time exploring the natural setting of Trenchtown with a visit to Serenity Park and Wynter's Park. Carib 5 Cinema and Trench Town Culture Yard are also a couple of places to visit in the neighborhood. A few places to visit in the area around Trenchtown include Wolmer's School & Mico Teachers' College, Gordon House, and Liberty Hall. While you're out sightseeing in Kingston, be sure to visit other sights like Headquarters House or Bramwell Booth Memorial Hall.