Trenchtown 2026 Holidays & City Breaks | Flight + Hotel

Photo by Zinzi Samuels

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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

A large, two-story building with a symmetrical facade, a central entrance with steps, and a formal garden with trimmed hedges and flowering plants.

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.

A sailboat docked at a pier with a calm water body and distant mountains.

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.

A busy urban intersection with a central roundabout, surrounded by buildings, trees, and parked cars.

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.

A valley with a river, surrounded by mountains and a town with houses and roads.

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.

A coastal landscape with green fields, scattered houses, and a clear blue sky.

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.

Top hotels in Trenchtown

S Hotel Kingston

1 St Lucia Avenue Kingston Saint Andrew

Fully refundableReserve now, pay when you stay

€211

4 Sept - 5 Sept

includes taxes & fees

9.4/10 Exceptional! (1,752 reviews)

"An amazing staff They allowed me to coordinate the stay for my girlfriend. They were very pleasant to deal with"

Reviewed on 13 Aug 2026

R Hotel Kingston

2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica

Fully refundableReserve now, pay when you stay

€237

17 Aug - 18 Aug

includes taxes & fees

8.4/10 Very good! (1,166 reviews)

"Staff was good , amenities was ok but the food is horrible. Breakfast"

Reviewed on 13 Aug 2026

AC Hotel by Marriott Kingston, Jamaica

38 Lady Musgrave Rd Kingston St. Andrew Parish

Fully refundableReserve now, pay when you stay

€259

4 Sept - 5 Sept

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

"The property was awesome and the staff were so understanding to my needs."

Reviewed on 13 Aug 2026

See all 1,652 properties in Trenchtown

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.

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