Trenchtown Holidays
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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
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
When in Half Way Tree, you can plan a visit to Devon House and Kings House, some noteworthy sights in the nearby area.
Eastwood Park
Though Eastwood Park may not have many top sights, you can venture to the surrounding area to see attractions like Devon House and Tropical Plaza.
Beverly Hills
Beverly Hills might not have many top sights, but National Stadium and National Arena are two attractions nearby that you can check out.
Top hotels in Trenchtown
S Hotel Kingston
1 St Lucia Avenue Kingston Saint Andrew
S$265
6 Sept - 7 Sept
includes taxes & fees
9.4/10 Exceptional! (1,765 reviews)
"The staff were welcoming, attentive to our needs and if any misunderstandings occurred they readily rectified it in a respectful and timely manner. All the staff we encountered were respectful and kind. It was a pleasure able experience. The rooms were a bit small and one of the room did not have ..."
Reviewed on 10 Aug, 2026
R Hotel Kingston
2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica
Fully refundableReserve now, pay when you stay
S$287
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very good! (1,173 reviews)
"Nunca me quedé, fue una estafa"
Reviewed on 9 Aug, 2026
AC Hotel by Marriott Kingston, Jamaica
38 Lady Musgrave Rd Kingston St. Andrew Parish
Fully refundableReserve now, pay when you stay
S$381
4 Sept - 5 Sept
includes taxes & fees
9.2/10 Wonderful! (1,012 reviews)
"Way too loud, the lobby turns into a party and no designated parking for hotel guests."
Reviewed on 9 Aug, 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.
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.
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.
Things to do
Kingston Blue Mountains Tour with Coffee Tasting
S$116
per adult
100% of travellers recommend
Kingston Tour & Bob Marley Museum Admission
S$104
per adult
74% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.