Trenchtown Vacation Packages

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Your Trenchtown Vacation

From its highlights to its hidden delights, this city is best explored with a Trenchtown vacation package. Book a hotel in Spanish Town Zone, which is good for views, history and walking. Fill your spare time with visits to National Gallery of Jamaica, Bob Marley Museum and Jamaica House, some of the things you just have to see during your trip to Trenchtown. Stop daydreaming and start doing. Browse the broad range of options on Expedia today and finally put your Trenchtown vacation plans into gear!

Top Holiday Package Deals in Trenchtown

Price found within the past 48 hours. Click for updated prices.
Eclipse Suite Guest Apartments

Eclipse Suite Guest Apartments

3.5 out of 5
Havendale
Save 100% on your flight
per person
Jul. 17 - Jul. 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
9/10 Wonderful! (21 reviews)
My biggest problem with the property was the water . And may i suggest that the owners consider putting in another ac unit in the living area or even ceiling fans. Other than these the unit in good location very private secure quite. Will stay again

Reviewed on Jul. 12, 2019

New Kingston Guest Apartments II

New Kingston Guest Apartments II

3.5 out of 5
New Kingston
Save 100% on your flight
per person
Jul. 17 - Jul. 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
8.2/10 Very Good! (22 reviews)
I travel to Kingston from Panama for work twice per month and normally stay at the Pegasus then the Courtyard after they opened. I found this nice two bedroom apartment that is a fraction of the cost. Very clean apartment with hot water, air condition and very fast internet connection. The manager Mark is very professional and easy to do business with.

Reviewed on Sep. 11, 2019

New Kingston Guest Apartment at Westbury

New Kingston Guest Apartment at Westbury

3.5 out of 5
New Kingston
Save 100% on your flight
per person
Jul. 17 - Jul. 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

The Cabin at Long Mountain Country Club

The Cabin at Long Mountain Country Club

3.5 out of 5
Beverly Hills
Save 100% on your flight
per person
Jul. 17 - Jul. 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
8.2/10 Very Good! (12 reviews)
We spent over 3 weeks at the property and had no issues. It’s gated with security high up in the hills very safe and quiet. Friendly service and we would definitely recommend this property.

Reviewed on Jan. 8, 2020

Millsborough Guest Apartments

Millsborough Guest Apartments

3.5 out of 5
Jack's Hill
Save 100% on your flight
per person
Aug. 8 - Aug. 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Kingston (KIN)
No reviews

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 hotel + flight trips in New Kingston

Trenchtown Hotel Deals

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 CA $219 per night from Jun. 21 to Jun. 22
CA $219
CA $268 total
includes taxes & fees
Jun 21 - Jun 22
8.6/10 Excellent! (1,020 reviews)
"Clean hotel, literally near everything and in walking distance. Just wish we had more food options on property and the pool was not operational. The gym was little but equipped. This hotel is great for a short stay!"

Reviewed on Jun. 4, 2024

R Hotel Kingston
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 CA $233 per night from Jun. 28 to Jun. 29
CA $233
CA $300 total
includes taxes & fees
Jun 28 - Jun 29
9.4/10 Exceptional! (1,102 reviews)
"Love! I will be booking again"

Reviewed on Jun. 3, 2024

S Hotel Kingston
AC Hotel by Marriott Kingston, Jamaica
AC Hotel by Marriott Kingston, Jamaica
4.5 out of 5
38 Lady Musgrave Rd, Kingston, St. Andrew Parish
Fully refundableReserve now, pay when you stay
The price is CA $270 per night from Jun. 22 to Jun. 23
CA $270
CA $340 total
includes taxes & fees
Jun 22 - Jun 23
8.8/10 Excellent! (589 reviews)
"Love to close proximity to shopping areas"

Reviewed on Jun. 6, 2024

AC Hotel by Marriott Kingston, Jamaica
See all 1,423 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.

Explore other types of vacation packages

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Frequently asked questions

How much does a Trenchtown vacation package cost?
Be ready to book, because a trip to Trenchtown starts from only CA $1,125. 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.

Discover the most popular places to visit in Trenchtown

Image for Carib 5 Cinema

Carib 5 Cinema

Learn about the local history of Kingston when you take a trip to Carib 5 Cinema. Check out the lively bars or top-notch restaurants in this relaxing area.

Carib 5 Cinema
Image for Trench Town Culture Yard

Trench Town Culture Yard

You can enjoy some culture when you stop by Trench Town Culture Yard in Kingston. Check out the lively bars or top-notch restaurants in this relaxing area.

Trench Town Culture Yard
Image for Serenity Park

Serenity Park

Explore the great outdoors at Serenity Park, a lovely green space in Kingston. Check out the lively bars or top-notch restaurants in this relaxing area.

Serenity Park

Things to do

Image for Walking Tour in Kingston Jamaica with a Private Guide

Walking Tour in Kingston Jamaica with a Private Guide

CA $162
Per adult
Walking Tour in Kingston Jamaica with a Private Guide
Image for Kingston Dub Club Sundays

Kingston Dub Club Sundays

CA $88
Per adult
Kingston Dub Club Sundays
Image for Walk with me in Kingston.

Walk with me in Kingston.

CA $68
Per adult
Walk with me in Kingston.
See all activities in Kingston

Other vacations you might like

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