Trenchtown Vacations from $558
Book a Hotel + Flight or Car together to unlock savings
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
Save 100% on your flight
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Kingston (KIN)
9.6/10 Exceptional! (58 reviews)
Nice clean and comfortable spot definitely one of my favorite spots to just relax and enjoy Kingston at.
Reviewed on May 9, 2023
New Kingston Corporate Apts at Donhead
New Kingston
Save 100% on your flight
per person
Sep 6 - Sep 13
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Kingston (KIN)
9.6/10 Exceptional! (31 reviews)
Wow, we rented this accommodations for Jamaica carnival and was very lucky. It was 5 minutes away from the Bob Marley Museum. 10 minutes from Devon house, the best ice-cream in Jamaica. It was very centrally located where we weren't far from anything. The unit itself is spotless and clean. It was a very well kept unit. QUICK callout to please call them 72 hours in advance to give them the heads up that you're checking in. That was the only quirky step. The unit also had a washer and dryer.
Reviewed on May 5, 2025
Where to stay in Trenchtown
Find the best Trenchtown areas and neighborhoods for the activities you enjoy most. Learn more about Trenchtown
New Kingston
3 out of top 10 points of interest in this area
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.
Trenchtown Hotel Deals
S Hotel Kingston
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
R Hotel Kingston
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
AC Hotel by Marriott Kingston, Jamaica
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
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
Trench Town Culture Yard
You can spend an afternoon browsing the exhibits at Trench Town Culture Yard during your trip to Kingston. Check out the top-notch restaurants or lively bars in this relaxing area.
Carib 5 Cinema
Learn about the local history of Kingston when you take a trip to Carib 5 Cinema. Check out the top-notch restaurants or lively bars in this relaxing area.
Serenity Park
Explore the great outdoors at Serenity Park, a lovely green space in Kingston. Check out the top-notch restaurants or lively bars in this relaxing area.
Things to do
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- Hotels near Cross Roads
- Hotels near Wolmer’s School & Mico Teachers’ College
- Hotels near Trench Town Culture Yard
- Hotels near Carib 5 Cinema
- Hotels near Whitfield Town
- Hotels near Kencot
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- Car rental Kingston Airport (KTP)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.