Trenchtown Vacations from ¥423,372

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Photo by Zinzi Samuels
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    Save up to ¥45,448 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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The Latest Trenchtown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Millsborough Guest Apartments
Modern London Decor Guest Apartments
New Kingston Guest Apartment V
Kingsway New Kingston Guest Apartment II
New Kingston Guest Apartments II

Where to stay in Trenchtown

Find the best Trenchtown areas and neighborhoods for the activities you enjoy most. Learn more about Trenchtown

Trenchtown Hotel Deals

ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton

4 out of 5
2-4 King Street Kingston
The price is ¥26,334 per night from Mar 21 to Mar 22
¥26,334
¥32,494 total
Mar 21 - Mar 22
includes taxes & fees
8.8/10 Excellent! (1,181 reviews)
Yes it was

Reviewed on Mar 4, 2026

ROK Hotel Kingston, Tapestry Collection by Hilton
S Hotel Kingston

S Hotel Kingston

4.5 out of 5
1 St Lucia Avenue Kingston Saint Andrew
The price is ¥31,350 per night from Mar 29 to Mar 30
¥31,350
¥40,335 total
Mar 29 - Mar 30
includes taxes & fees
9.4/10 Exceptional! (1,640 reviews)
All hotel staff were lovely and courteous. The food, rum punch and hotel’s location was super good. I would definitely stay again next time I’m in Kingston.

Reviewed on Mar 5, 2026

S Hotel Kingston
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 ¥35,175 per night from Mar 15 to Mar 16
¥35,175
¥43,070 total
Mar 15 - Mar 16
includes taxes & fees
8.4/10 Very Good! (1,173 reviews)
Rooftop bar and restaurant was great. Staff were friendly, polite and helpful. Wish we could have stayed longer.

Reviewed on Mar 3, 2026

R Hotel Kingston
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 vacation package cost?
Be ready to book, because a trip to Trenchtown starts from only ¥423,372. When you bundle your flights, hotels and car rentals into a vacation package, you'll enjoy the best deals.
How do I get a cheap travel package to Trenchtown?
Our Trenchtown vacation 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 vacation 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 vacation?
Travelers 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 vacation package is the most convenient way to organize 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 vacation package?
Yes — that's one of the best things about an Expedia vacation 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 vacation 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 vacation 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.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.