Photo by Zinzi Samuels

Find hotels in Trenchtown, Kingston from ¥7,909

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Discover 1,558 Trenchtown hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

ROK Hotel Kingston, Tapestry Collection by Hilton

4.0 star property
2.6 km from Trenchtown
8.8 out of 10, Excellent, (1145)
"Enjoyed my stay"
United States
Theodore Lanier
The price is ¥23,456
¥29,002 total
includes taxes & fees
Dec 21 - Dec 22
ROK Hotel Kingston, Tapestry Collection by Hilton

Strawberry Hill

3.0 star property
10.5 km from Trenchtown
9.0 out of 10, Wonderful, (143)
"The staff, the room, the food and the grounds were excellent. I can't wait to return."
United States
Daimian
The price is ¥44,284
¥48,868 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Strawberry Hill

R Hotel Kingston

4.0 star property
New Kingston, 2.7 km from Trenchtown
8.4 out of 10, Very Good, (1162)
"Pleasant staff and clean hotel. "
United States
Milton
R Hotel Kingston

S Hotel Kingston

4.5 star property
New Kingston, 2.8 km from Trenchtown
9.4 out of 10, Exceptional, (1577)
"Clean safe and great location!"
United States
Brett
The price is ¥25,006
¥32,291 total
includes taxes & fees
Dec 19 - Dec 20
S Hotel Kingston

The Jamaica Pegasus Hotel

3.5 star property
New Kingston, 2.1 km from Trenchtown
8.4 out of 10, Very Good, (1000)
"The food was great and the hotel was clean."
United States
Michelle
The price is ¥42,432
¥53,840 total
includes taxes & fees
Dec 8 - Dec 9
The Jamaica Pegasus Hotel

AC Hotel by Marriott Kingston, Jamaica

4.5 star property
New Kingston, 3.2 km from Trenchtown
9.0 out of 10, Wonderful, (892)
"The accommodations were great. The staff was kind professional and attentive."
United States
Jason
The price is ¥35,451
¥44,580 total
includes taxes & fees
Jan 3 - Jan 4, 2026
AC Hotel by Marriott Kingston, Jamaica

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 ¥8,598
¥11,594 total
includes taxes & fees
Dec 15 - Dec 16
Jay's Guest House

876 JA Oasis by Kingston Airport

3.5 star property
13.3 km from Trenchtown
8.6 out of 10, Excellent, (28)
"It’s a pleasure and comfortable "
Canada
Sandra
The price is ¥11,118
¥12,941 total
includes taxes & fees
Dec 7 - Dec 8
876 JA Oasis by Kingston Airport

Spanish Dream Hotel

3.0 star property
Eastwood Park, 3.7 km from Trenchtown
7.2 out of 10, Good, (97)
"Very comfortable setting with friendly staff and very clean property"
United States
Chad
Spanish Dream Hotel

The Courtleigh Hotel and Suites

4.0 star property
New Kingston, 2.2 km from Trenchtown
9.0 out of 10, Wonderful, (1001)
"Rooms, breakfast and the service is always top class"
United States
Delena
The price is ¥23,905
¥29,903 total
includes taxes & fees
Dec 7 - Dec 8
The Courtleigh Hotel and Suites

Shirley Retreat Hotel

3.0 star property
New Kingston, 3.7 km from Trenchtown
8.2 out of 10, Very Good, (472)
"The staff was wonderful "
Canada
Tana-Sue
The price is ¥15,308
¥16,994 total
includes taxes & fees
Dec 15 - Dec 16
Shirley Retreat Hotel

Scarlett By The Sea

3.0 star property
14.7 km from Trenchtown
6.6 out of 10, (27)
"Very nice beds room for the price "
United States
Christina
The price is ¥9,944
¥11,591 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Scarlett By The Sea

Altamont Court Hotel

3.0 star property
New Kingston, 2.2 km from Trenchtown
8.2 out of 10, Very Good, (1000)
"Excellent location, safe and beautiful. "
United States
Dr. Robert
Altamont Court Hotel

Grand Hotel Excelsior Port Royal

3.5 star property
Port Royal, 6.8 km from Trenchtown
6.6 out of 10, (896)
"Room was very nice and clean, restaurant was outstanding - I got snapper Escovitch and shrimp martini. The view is unbeatable in Port Royale. Very calm atmosphere and they will arrange pickup for airport 24/7."
United States
Austin
The price is ¥24,806
¥34,173 total
includes taxes & fees
Dec 6 - Dec 7
Grand Hotel Excelsior Port Royal

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 ¥20,124
¥25,682 total
includes taxes & fees
Dec 6 - Dec 7
Sky's Villa Resort

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

RafJam Bed & Breakfast

3.0 star property
12 km from Trenchtown
8.0 out of 10, Very Good, (90)
"Amazing place to stay! Had a great time "
United States
Elisa
The price is ¥12,738
¥14,803 total
includes taxes & fees
Jan 3 - Jan 4, 2026
RafJam Bed & Breakfast

Christar Villas Hotel

3.0 star property
Barbican, 4.7 km from Trenchtown
7.4 out of 10, Good, (29)
"Room was nice and comfortable for the night."
United States
Marci
The price is ¥19,463
¥25,847 total
includes taxes & fees
Dec 7 - Dec 8
Christar Villas Hotel

Courtyard by Marriott Kingston, Jamaica

3.5 star property
New Kingston, 2.1 km from Trenchtown
8.8 out of 10, Excellent, (587)
"I always enjoyed my stay. Most important aspect is feeling safe. It's my home away from home. "
United States
Nadine
The price is ¥30,402
¥38,779 total
includes taxes & fees
Dec 13 - Dec 14
Courtyard by Marriott Kingston, Jamaica

Millsborough B&B

4.0 star property
Jack's Hill, 6.2 km from Trenchtown
10.0 out of 10, Exceptional, (15)
"Suzanne was very pleasant. The place was very clean and cozy. "
Canada
Clifton
Millsborough B&B
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.

Where to stay in Trenchtown

Find the best Trenchtown areas and neighborhoods for the activities you enjoy most. Learn more about Trenchtown
Learn more about Trenchtown

New Kingston

Discover urban parks like Emancipation Park and Hope Gardens, or explore landmarks such as the Bob Marley Museum. Enjoy the redeveloped waterfront area with hotels, shops, and cultural centers, while easily navigating via buses and taxis.

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.

Barbican

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

Half Way Tree

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

Liguanea

The restaurants and shopping are a few reasons travelers visit Liguanea. Though there aren't many top sights in the neighborhood, you can visit Palace Cineplex and Bob Marley Museum, a few notable attractions nearby.

Top Trenchtown Hotel Reviews

Explore a world of travel with Expedia

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.
Where can I learn more about changing or cancelling my trip to Trenchtown?
For additional details about rescheduling or cancelling your trip to Trenchtown, click here.
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.