Find hotels in Trenchtown, Kingston

  • 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

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Trenchtown hotels

Jay's Guest House

Jay's Guest House
2.5 star property
19.5 km from Trenchtown
9.0 out of 10, Wonderful, (11 reviews)
"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 ¥9,113
¥12,207 total
includes taxes & fees
May 4 - May 5
Jay's Guest House

Cozy studio apartment with private parking

Cozy studio apartment with private parking
2.0 star property
29.5 km from Trenchtown
The price is ¥12,527
¥14,563 total
includes taxes & fees
Jun 1 - Jun 2
Cozy studio apartment with private parking

Premium Suite at The Vineyards

Premium Suite at The Vineyards
2.0 star property
2.5 km from Trenchtown
The price is ¥23,074
¥50,244 total
includes taxes & fees
May 4 - May 5
Premium Suite at The Vineyards

Sky's Villa Resort

Sky's Villa Resort
3.0 star property
30.6 km from Trenchtown
9.4 out of 10, Exceptional, (15 reviews)
"Beautiful property and great stay experience. "
United States
Denise
The price is ¥20,584
¥26,263 total
includes taxes & fees
May 4 - May 5
Sky's Villa Resort

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 review)
"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 ¥14,506
¥22,255 total
includes taxes & fees
May 10 - May 11
Jay's Guest House II

Millsborough B&B

Millsborough B&B
4.0 star property
Jack's Hill, 6.2 km from Trenchtown
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful property! We had a great time."
United States
Ashaun
The price is ¥17,533
¥22,073 total
includes taxes & fees
May 19 - May 20
Millsborough B&B

Strawberry Hill

Strawberry Hill
3.0 star property
10.5 km from Trenchtown
9.0 out of 10, Wonderful, (157 reviews)
"Wonderful location. Fabulous bungalows. Attentive staff. Lovely pool with an incredible view. And great food and drinks. Highly recommend!"
United States
Fiona
The price is ¥52,812
¥63,531 total
includes taxes & fees
May 5 - May 6
Strawberry Hill

Casa Tianna Guest Apartments

Casa Tianna Guest Apartments
3.0 star property
Havendale, 8 km from Trenchtown
9.4 out of 10, Exceptional, (53 reviews)
"We had a three night stay here and it was magnificent! We had a quiet night just drinking a couple of beers on the master balcony. Damian was an attentive, host Excellent place to stay in Kingston!"
United States
Deborah
The price is ¥22,745
¥38,522 total
includes taxes & fees
May 4 - May 5
Casa Tianna Guest Apartments

RafJam Bed & Breakfast

RafJam Bed & Breakfast
3.0 star property
12 km from Trenchtown
8.0 out of 10, Very Good, (94 reviews)
"Everything was amazing a perfect expérience Thanks for all 🙏"
United States
Jean Constant
The price is ¥12,178
¥14,162 total
includes taxes & fees
May 7 - May 8
RafJam Bed & Breakfast

Forres Park Resort & Spa

Forres Park Resort & Spa
3.0 star property
15.3 km from Trenchtown
8.2 out of 10, Very Good, (32 reviews)
"The manager was kind enough to help us out when we had a problem with our car the day before we were due to book in and then let us leave our car there. She is also a very good cook plus the hotel is in a lovely setting so definitely recommended. "
United Kingdom
Patrick
The price is ¥12,435
¥12,592 total
includes taxes & fees
May 5 - May 6
Forres Park Resort & Spa

The Country Club Villa I

The Country Club Villa I
3.5 star property
12.6 km from Trenchtown
9.0 out of 10, Wonderful, (10 reviews)
"The management team was awesome, the AC didn’t work in the main room on the first night but Ms Vicki made sure that I didn’t go a second night without it."
United States
Anonymous traveler
The price is ¥20,563
¥38,179 total
includes taxes & fees
May 5 - May 6
The Country Club Villa I

New Kingston Apt at Wellington Cove

New Kingston Apt at Wellington Cove
3.5 star property
Liguanea, 4.9 km from Trenchtown
8.8 out of 10, Excellent, (8 reviews)
"I rented this apartment for about a week during business presentation in Kingston. The staff were helpful, detailed and kind. Also, the location and general layout is very safe and well-kept. I appreciated having laundry appliances and a full kitchen with pots and pans so that I could cook, too. Security guards at gate 24/7 plus staff on WhatsApp made me feel like everything was always taken care of. Also, I was concerned about mosquitos, but the apartment is set up so that they basically...
United States
Melanie
The price is ¥19,377
¥36,755 total
includes taxes & fees
May 4 - May 5
New Kingston Apt at Wellington Cove

Kingsworth Bed and Breakfast

Kingsworth Bed and Breakfast
2.5 star property
Jack's Hill, 8 km from Trenchtown
7.0 out of 10, Good, (83 reviews)
"Ideal for the occasion "
United States
Trevor
The price is ¥7,892
¥8,839 total
includes taxes & fees
May 4 - May 5
Kingsworth Bed and Breakfast

Blissett Apts your home away from home

Blissett Apts your home away from home
3.0 star property
5.1 km from Trenchtown
8.6 out of 10, Excellent, (8 reviews)
"Really liked the place and the staff and the host was very responsive definitely will be booking again in the future "
Canada
Donniel
The price is ¥12,717
¥14,782 total
includes taxes & fees
May 4 - May 5
Blissett Apts your home away from home

Jasmine Inn

Jasmine Inn
2.5 star property
Beverly Hills, 3.6 km from Trenchtown
7.6 out of 10, Good, (97 reviews)
"No safe is in the room.Room was quaint & spacious and clean.Community was quiet."
United States
Suwayne
The price is ¥12,718
¥14,146 total
includes taxes & fees
May 4 - May 5
Jasmine Inn

Grand Hotel Excelsior Port Royal

Grand Hotel Excelsior Port Royal
3.5 star property
Port Royal, 6.8 km from Trenchtown
6.6 out of 10, (941 reviews)
"Nice place "
United States
James
The price is ¥16,896
¥25,141 total
includes taxes & fees
May 18 - May 19
Grand Hotel Excelsior Port Royal

Windbreak Villa

Windbreak Villa
3.5 star property
30.3 km from Trenchtown
The price is ¥16,251
¥18,845 total
includes taxes & fees
May 4 - May 5
Windbreak Villa

Incognito Vacation Stays

Incognito Vacation Stays
3.5 star property
2.5 km from Trenchtown
8.2 out of 10, Very Good, (12 reviews)
"Good stay recommended "
United States
Juliet
The price is ¥18,370
¥21,283 total
includes taxes & fees
May 10 - May 11
Incognito Vacation Stays

Lejartre's Retreat

Lejartre's Retreat
3.0 star property
14.8 km from Trenchtown
The price is ¥31,402
¥34,699 total
includes taxes & fees
May 4 - May 5
Lejartre's Retreat

The Guest Apartments at Border Crossings

The Guest Apartments at Border Crossings
4.5 star property
Havendale, 6.8 km from Trenchtown
The price is ¥16,257
¥32,199 total
includes taxes & fees
Jun 1 - Jun 2
The Guest Apartments at Border Crossings
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.

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.

Barbican

Barbican might not have many top sights, but Bob Marley Museum 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

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 Trench Town Culture Yard and Carib 5 Cinema 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. Trench Town Culture Yard and Carib 5 Cinema 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.

Explore a world of travel with Expedia