Trenchtown Vacations from $558

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Your Trenchtown Vacation

From its highlights to its hidden delights, this city is best explored with a Trenchtown vacation package. Book a hotel in Spanish Town Zone, which is good for views, history and walking. Fill your spare time with visits to National Gallery of Jamaica, Bob Marley Museum and Jamaica House, some of the things you just have to see during your trip to Trenchtown. Stop daydreaming and start doing. Browse the broad range of options on Expedia today and finally put your Trenchtown vacation plans into gear!

The Latest Trenchtown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Casa Pinto Guest Apartments
New Kingston Guest Apartment VII
New Kingston Corporate Apts at Donhead
The Halifax Guest Apartment
New Kingston Apartments at Kensington

Where to stay in Trenchtown

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

Trenchtown Hotel Deals

S Hotel Kingston

S Hotel Kingston

4.5 out of 5
1 St Lucia Avenue, Kingston, Saint Andrew
Fully refundable
$164 nightly
The price is $190 total per night from Aug 24 to Aug 25
$190 total
Aug 24 - Aug 25
Total includes taxes and fees
9.2/10 Wonderful! (1,430 reviews)
"Excellent"

Reviewed on Jul 30, 2025

S Hotel Kingston
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
$176 nightly
The price is $192 total per night from Sep 1 to Sep 2
$192 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,156 reviews)
"The property is excellent for a short vacation. But I was extremely disappointed in the pool and the narrow area on the hotel's grounds to properly maneuver a vehicle. I should've done more research. The staff is very accommodating and friendly. They make you feel at home, a rare quality when traveling. ..."

Reviewed on Jul 31, 2025

R Hotel Kingston
AC Hotel by Marriott Kingston, Jamaica

AC Hotel by Marriott Kingston, Jamaica

4.5 out of 5
38 Lady Musgrave Rd, Kingston, St. Andrew Parish
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $256 total per night from Aug 8 to Aug 9
$256 total
Aug 8 - Aug 9
Total includes taxes and fees
9/10 Wonderful! (827 reviews)
"Very quite"

Reviewed on Jul 29, 2025

AC Hotel by Marriott Kingston, Jamaica
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.

Discover the most popular places to visit in Trenchtown

Things to do

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