Trenchtown Holidays
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Your Trenchtown Holiday
When it's time for your next adventure, choose a Trenchtown holiday package. From its culture to a whole lot more, there are loads of great reasons to pick this neighbourhood. Begin your trip to Trenchtown by visiting nearby attractions such as National Gallery of Jamaica, Bob Marley Museum and Jamaica House. Whatever your travel plans or budget, booking the ultimate Trenchtown holiday is simple with Expedia.
Our guide on 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
New Kingston is known for its ample dining options, and you can make a stop by Devon House and Kingston and St. Andrew Parish Library while in the area.
Port Royal
Walk streets that were once filled with pirates while you enjoy the colonial sights of one of the Caribbean’s most historic cities.
Half Way Tree
When in Half Way Tree, you can plan a visit to Devon House and Kings House, some noteworthy sights in the nearby area.
Liguanea
1 out of top 10 points of interest in this area
The restaurants and shopping are just a few features travellers like about Liguanea. If you want to do some sightseeing nearby, Palace Cineplex and Bob Marley Museum are a few top places to visit.
Constant Spring
1 out of top 10 points of interest in this area
If you're spending some time in Constant Spring, Manor Park Plaza and Constant Spring Golf Club are top sights worth seeing.
Our pick of the best Trenchtown Hotel Deals
S Hotel Kingston
1 St Lucia Avenue Kingston Saint Andrew
Fully refundableReserve now, pay when you stay
AU$337
11 Sept - 12 Sept
includes taxes & fees
9.4/10 Exceptional! (1,782 reviews)
"The hotel was great, centrally located , has great amenities (restaurants, spa) and exceptional staff. Highly recommended"
Reviewed on 5 Sept 2026
R Hotel Kingston
2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica
Fully refundableReserve now, pay when you stay
AU$292
19 Sept - 20 Sept
includes taxes & fees
ROK Hotel Kingston, Tapestry Collection by Hilton
2-4 King Street Kingston
Fully refundableReserve now, pay when you stay
AU$290
12 Sept - 13 Sept
includes taxes & fees
8.8/10 Excellent! (1,283 reviews)
"Very clean and modern, great breakfast. But the street was a bit noisy."
Reviewed on 4 Sept 2026
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.
Frequently asked questions
How much does a Trenchtown holiday package cost?
Be ready to book, because a trip to Trenchtown starts from only . When you bundle your flights, hotels and car rentals into a holiday package, you'll enjoy the best deals.
How do I get a cheap travel package to Trenchtown?
Our Trenchtown holiday packages promise plenty of savings for the savvy explorer. For the best deal, simply combine your hotel, flights and extras (such as activities) into one neat package. But bargain prices are just the beginning of your next awesome adventure. Book with Expedia and you'll have more than 550 air carriers and 1 000 000 hotels around the globe to pick from. Whatever your style or budget, there's a holiday package here just for you.
Where should I stay in Trenchtown?
Stay where the action happens. Many people favor hotels within easy reach of top attractions, like National Gallery of Jamaica, Bob Marley Museum and Devon House.
How far in advance should I book my Trenchtown holiday?
Travellers are usually able to compare international flights on Expedia within 12 months of the departure date. Booking late? With a little bit of luck, it's still possible to score a cheap ticket just weeks before your journey.
What does an Expedia Trenchtown travel package include?
Rental cars, hotels and flights — we've got them covered. With Expedia, you can shape your Trenchtown package the way you want. All you have to do is figure out just what you need. Once you've made your booking, you can add on extras like tours and activities. The more you bundle, the more you save!
What should I know before booking a Trenchtown travel package?
Bundling your bookings into a Trenchtown holiday package is the most convenient way to organise your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Trenchtown Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You get to choose. We have access to more than 550 partner airlines around the world, so you have lots of choice when creating your Trenchtown adventure.
If I'm not able to travel, can I cancel my Trenchtown holiday package?
Yes, you can. We totally understand that even the best-laid plans can fail, so we're happy to help if you need to make changes to your Trenchtown holiday package. You may be able to change or cancel your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
Stay near popular Trenchtown attractions
Carib 5 Cinema
Learn about the local history of Kingston when you take a trip to Carib 5 Cinema. Visit the lively bars or top-notch restaurants in this family-friendly area.
Trench Town Culture Yard
Enjoy an outing to Trench Town Culture Yard during your stay in Kingston. Visit 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. Visit the lively bars or top-notch restaurants in this relaxing area.
Wynter's Park
Explore the great outdoors at Wynter's Park, a lovely green space in Kingston. Visit the lively bars or top-notch restaurants in this relaxing area.
Activities
Kingston Tour & Bob Marley Museum Admission
AU$113
per adult
74% of travellers recommend
Walk/Drive Tour of Downtown Kingston/Tivoli Gardens/Trench Town.
AU$84
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.