Trenchtown Holidays from NZ$3,511

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Top Holiday Package Deals in Trenchtown

Price found within the past 48 hours. Click for updated prices.
Room-charming Kingston Room to Rent With

Room-charming Kingston Room to Rent With

2 out of 5
per person
30 Aug - 6 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Kingston (KIN)
No reviews
S Hotel Kingston

S Hotel Kingston

4.5 out of 5
New Kingston
per person
30 Aug - 6 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Kingston (KIN)
9.4/10 Exceptional! (1,383 reviews)
My 5th stay in a month. The staff are all brilliant, so caring and helpful. Nothing is too much trouble. My tv wouldn’t work no sooner had I rung the front desk and someone was knocking on my door to sort it out. Thank you S Hotel.

Reviewed on 22 Jun. 2025

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
Devon House featuring a house and a park

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.

Find hotels in New Kingston

Our pick of the best Trenchtown Hotel Deals

S Hotel Kingston
S Hotel Kingston
4.5 out of 5
1 St Lucia Avenue, Kingston, Saint Andrew
Fully refundable
The price is NZ$340 per night from 4 July to 5 July
NZ$340
4 July - 5 July
includes taxes & fees
9.2/10 Wonderful! (1,386 reviews)
Superb Hotel
"This was a stop overnight coming in at Kingston. Location fairly close to airport and in the heart of New Kingston. Restaurant well presented with great customers service. Ample parking available. I would have absolutely no reservation in recommending."

Reviewed on 24 Jun. 2025

S Hotel Kingston
ROK Hotel Kingston, Tapestry Collection by Hilton
ROK Hotel Kingston, Tapestry Collection by Hilton
4 out of 5
2-4 King Street, Kingston
Fully refundableReserve now, pay when you stay
The price is NZ$313 per night from 4 July to 5 July
NZ$313
4 July - 5 July
includes taxes & fees
8.8/10 Excellent! (986 reviews)
"The front fest agent were helpful at all the time, only issue was the floor wasn’t a clean."

Reviewed on 20 Jun. 2025

ROK Hotel Kingston, Tapestry Collection by Hilton
R Hotel Kingston
R Hotel Kingston
4 out of 5
2 Renfrew Road , Kingston 10, Jamaica, Kingston, Jamaica
Fully refundableReserve now, pay when you stay
The price is NZ$438 per night from 26 June to 27 June
NZ$438
26 June - 27 June
includes taxes & fees
8.4/10 Very Good! (1,130 reviews)
"I like the fact that it was central to all the places and things i need to do and go I like that people there are very pleasant I didnt like the fact that the first three days I didnt have tv service in the nor a radio as I wanted to stay in the first few days in comfort."

Reviewed on 23 Jun. 2025

R Hotel Kingston
See all 1,528 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 NZ$3,511. 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.

Discover the most popular places to visit in Trenchtown

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.

Serenity Park

Activities

Kingston City Food Tour

Kingston City Food Tour

NZ$298
per adult
100% of travellers recommend
Kingston City Food Tour
Mural Tours in the Downtown Kingston Art District, Jamaica

Mural Tours in the Downtown Kingston Art District, Jamaica

NZ$66
per adult
Mural Tours in the Downtown Kingston Art District, Jamaica
Kingston Dub Club Sundays

Kingston Dub Club Sundays

NZ$107
per adult
Kingston Dub Club Sundays
See all activities in Kingston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.