Trenchtown Vacations from $810
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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 Clayton at Donhead - New Kingston
New Kingston
Save 100% on your flight
Price was $1,804, price is now $950 per person
$950
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kingston (KIN)
19.2/10 Exceptional! (37 reviews)
Area around the property was beautiful and quiet. The property is a fire trap bar..around the windows with only one entrance door. In addition the kitcken is at the entrance the only waytoexisttheproperty. ......
.....bars
Reviewed on Mar 9, 2025
New Kingston Corporate Apts at Donhead
New Kingston
Save 100% on your flight
Price was $1,671, price is now $901 per person
$901
per person
Jan 2 - Jan 8
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kingston (KIN)
19.2/10 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 refundableReserve now, pay when you stay
$189 nightly
The price is $219 total per night from Dec 6 to Dec 7
$219 total
Dec 6 - Dec 7
Total with taxes and fees
9.2/10 Wonderful! (1,571 reviews)
A one night get away - awesome service from front desk / security and food and beverage - simple things that showed they cared - Thank you for a short but amazing stay
Reviewed on Nov 21, 2025
R Hotel Kingston
2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $154 total per night from Dec 23 to Dec 24
$154 total
Dec 23 - Dec 24
Total with taxes and fees
8.4/10 Very Good! (1,158 reviews)
Prompt and friendly
Reviewed on Nov 21, 2025
ROK Hotel Kingston, Tapestry Collection by Hilton
2-4 King Street Kingston
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $188 total per night from Dec 13 to Dec 14
$188 total
Dec 13 - Dec 14
Total with taxes and fees
8.8/10 Excellent! (1,148 reviews)
Clean and great bed
Reviewed on Nov 20, 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
Carib 5 Cinema
Learn about the local history of Kingston when you take a trip to Carib 5 Cinema. Check out the lively bars or top-notch restaurants in this family-friendly area.
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.
Serenity Park
Explore the great outdoors at Serenity Park, a lovely green space in Kingston. Check out the lively bars or top-notch restaurants in this relaxing area.
Things to do
Explore a world of travel with Expedia
- Hotels near Cross Roads
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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.