Trenchtown Vacations from ￥534,072

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The Latest Trenchtown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Casa Clayton at Donhead - New Kingston

Casa Clayton at Donhead - New Kingston

3.5 out of 5
New Kingston
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Kingston (KIN)
9.8/10 Exceptional! (35 reviews)
Ms Thompson was very nice and friendly and there was never a bad moment for me to reach out to her for help. The area was also very quiet which allowed my stay very peaceful though I didn’t really go out much to explore more. I’ll try to do that when next I come around.

Reviewed on May 10, 2023

New Kingston Guest Apartments II

New Kingston Guest Apartments II

3.5 out of 5
New Kingston
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Kingston (KIN)
8/10 Very Good! (24 reviews)
Overall stay was great! could use a deep clean but it was ok.

Reviewed on Aug 4, 2024

Strawberry Hill

Strawberry Hill

3 out of 5
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Kingston (KIN)
9/10 Wonderful! (80 reviews)
Totally peaceful up in the mountains.

Reviewed on Nov 22, 2024

New Kingston Guest Apartment at Westbury

New Kingston Guest Apartment at Westbury

3.5 out of 5
New Kingston
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Kingston (KIN)
8.6/10 Excellent! (28 reviews)
The property is well kept, the atmosphere relaxing, but most of all I felt very safe. The communication level however at first could've been better. The agent that I spoke with was very apologetic and very professional and courteous. Overall my stay was excellent. I'll recommend it to anyone seeking a quiet place away from home for a couple of days

Reviewed on Nov 13, 2022

New Kingston Corporate Apts at Donhead

New Kingston Corporate Apts at Donhead

3.5 out of 5
New Kingston
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Kingston (KIN)
9.6/10 Exceptional! (30 reviews)
Bar none, the best vacations ever. The property is extremely central to everything Kingston. If you plan to go see things like Bob Marley Museum, do not rent a car, just use taxis around the city. In fact you can walk to the museum and the US Embassy. Renting a car is NOT cheaper and it is hard to drive in Jamaica if you are from the US and drive on the other side of the street. The staff was amazing (thanks Vicky) and the food prepared by our hired house lady was excellent as well. I will be back for carnival 2020.

Reviewed on Jun 15, 2019

Where to stay in Trenchtown

Find the best Trenchtown areas and neighborhoods for the activities you enjoy most. Learn more about Trenchtown
Devon House which includes a house and a garden

New Kingston

3 out of top 10 points of interest in this area

Discover urban parks like Emancipation Park and Hope Gardens, or explore landmarks such as the Bob Marley Museum. Enjoy the redeveloped waterfront area with hotels, shops, and cultural centers, while easily navigating via buses and taxis.

Find hotels in New Kingston

Trenchtown Hotel Deals

S Hotel Kingston
S Hotel Kingston
4.5 out of 5
1 St Lucia Avenue, Kingston, Saint Andrew
Fully refundableReserve now, pay when you stay
The price is ￥26,222 per night from Dec 6 to Dec 7
￥26,222
￥33,827 total
includes taxes & fees
Dec 6 - Dec 7
9.2/10 Wonderful! (1,225 reviews)
"Overall very good towards end of stay. Some of the front desk staff was exceptional. Thanks for organizing the fruit dish for my wife’s birthday. Breakfast staff was only attentive to certain type of people and ignore all others. The staff assigned to Dinner and breakfast before check out was excellent. ..."

Reviewed on Nov 19, 2024

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 ￥23,455 per night from Dec 5 to Dec 6
￥23,455
￥28,998 total
includes taxes & fees
Dec 5 - Dec 6
8.8/10 Excellent! (711 reviews)
"It's close to the airport"

Reviewed on Nov 21, 2024

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 ￥24,712 per night from Dec 6 to Dec 7
￥24,712
￥30,303 total
includes taxes & fees
Dec 6 - Dec 7
8.4/10 Very Good! (1,050 reviews)
"Good location for what I wanted"

Reviewed on Nov 20, 2024

R Hotel Kingston
See all 1,486 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 vacation package cost?
Be ready to book, because a trip to Trenchtown starts from only ￥534,072. 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

Walk Tours in Kingston.

Walk with me in Kingston and Night Tours

￥6,120
Per adult
Walk with me in Kingston and Night Tours
Kingston City Food Tour

Kingston City Food Tour

￥27,542
Per adult
Kingston City Food Tour
Kingston Dub Club Sundays

Kingston Dub Club Sundays

￥9,946
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.