Title: Trenchtown Vacation Packages | Holiday Packages & Trips 2026/2026 from CA $1,094 Expedia.ca

[Trenchtown Travel Guide](https://expedia.ca/Kingston-Trenchtown.dx6004109)[Hotels in Trenchtown](https://expedia.ca/Trenchtown-Kingston-Hotels.0-n6004109-0.Travel-Guide-Filter-Hotels)[Flights to Kingston](https://expedia.ca/Cheap-Flights-To-Kingston.d180034.Travel-Guide-Flights)[Things to do in Kingston](https://expedia.ca/Things-To-Do-In-Kingston.d180034.Travel-Guide-Activities)[Trenchtown Car Rentals](https://expedia.ca/Car-Rentals-In-Trenchtown.d6004109.Car-Rental-Guide)

![](https://images.trvl-media.com/place/1820/2587ea8c-9596-47c1-bbbf-c183cd96ef83.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Trenchtown Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Zinzi Samuels

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### 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](https://www.expedia.ca/National-Gallery-Of-Jamaica-Kingston.d6086247.Vacation-Attraction), [Bob Marley Museum](https://www.expedia.ca/Bob-Marley-Museum-Kingston.d501396.Vacation-Attraction) and [Jamaica House](https://www.expedia.ca/Jamaica-House-Kingston.d553248621533157726.Vacation-Attraction), 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](https://images.trvl-media.com/lodging/13000000/12560000/12551900/12551865/ea3aa0e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eclipse Suite Guest Apartments

Havendale

CA $1,094

per person

Jan 9 - Jan 16

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Kingston (KIN)

9/10 Wonderful! (22 reviews)

![New Kingston Corporate Apts at Donhead](https://images.trvl-media.com/lodging/20000000/19730000/19726500/19726475/61ea0b48_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### New Kingston Corporate Apts at Donhead

New Kingston

CA $1,152

per person

Jan 9 - Jan 16

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Kingston (KIN)

9.6/10 Exceptional! (31 reviews)

Wow, we rented this accommodations for Jamaica carnival and was very lucky. It was 5 minutes away from the Bob Marley Museum. 10 minutes from Devon house, the best ice-cream in Jamaica. It was very centrally located where we weren't far from anything. The unit itself is spotless and clean. It was a very well kept unit. QUICK callout to please call them 72 hours in advance to give them the heads up that you're checking in. That was the only quirky step. The unit also had a washer and dryer.

Reviewed on May 5, 2025

![New Kingston Guest Apartment VII](https://images.trvl-media.com/lodging/17000000/16730000/16720600/16720538/45ba32d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### New Kingston Guest Apartment VII

Liguanea

CA $1,787

per person

Feb 16 - Feb 22

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Kingston (KIN)

9/10 Wonderful! (10 reviews)

![The Cabin at Long Mountain Country Club](https://images.trvl-media.com/lodging/15000000/14730000/14727900/14727826/0da95ca9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Cabin at Long Mountain Country Club

Beverly Hills

CA $1,207

per person

Jan 9 - Jan 16

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Kingston (KIN)

8.2/10 Very Good! (12 reviews)

![Casa Clayton at Donhead - New Kingston](https://images.trvl-media.com/lodging/20000000/19730000/19727600/19727548/af01dd41_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Clayton at Donhead - New Kingston

New Kingston

CA $1,096

per person

Feb 16 - Feb 22

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Kingston (KIN)

9.6/10 Exceptional! (37 reviews)

Area around the property was beautiful and quiet. The property is a fire trap bar..around the windows with only one entrance door. In addition the kitcken is at the entrance the only waytoexisttheproperty. ...... .....bars

Reviewed on Mar 9, 2025

## Where to stay in Trenchtown

Find the best Trenchtown areas and neighborhoods for the activities you enjoy most. [Learn more about Trenchtown](https://expedia.ca/Kingston-Trenchtown.dx6004109)

![Devon House featuring a house and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/72000/72536-Devon-House.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20Kingston&DestID=6004108&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Port Royal which includes a bay or harbour, boating and general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/109000/109982-Kingston.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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. 

[Find hotel + flight trips in Port Royal](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Port%20Royal&DestID=6004111&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Barbican

4.5/5(3 area reviews)

 Barbican might not have many top sights, but Bob Marley Museum and Kings House are two attractions nearby that you can check out. 

[Find hotel + flight trips in Barbican](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Barbican&DestID=553248635976400454&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Half Way Tree

 Half Way Tree might not have many top sights, but Devon House and Kings House are two attractions nearby that you can check out. 

[Find hotel + flight trips in Half Way Tree](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Half%20Way%20Tree&DestID=553248635975847411&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Liguanea

1 out of top 10 points of interest in this area

 The restaurants and shopping are a few reasons travelers visit Liguanea. Though there aren't many top sights in the neighborhood, you can visit Palace Cineplex and Bob Marley Museum, a few notable attractions nearby. 

[Find hotel + flight trips in Liguanea](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Liguanea&DestID=6004106&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Trenchtown Hotel Deals

![S Hotel Kingston](https://images.trvl-media.com/lodging/3000000/2460000/2450100/2450088/57e4091f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

S Hotel Kingston

1 St Lucia Avenue Kingston Saint Andrew

Fully refundableReserve now, pay when you stay

CA $228

CA $295 total

Jan 9 - Jan 10, 2026

includes taxes & fees

9.2/10 Wonderful! (1,577 reviews)

Very professionally staff room was clean this is my to go hotel

Reviewed on Dec 4, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=2450088&PinnedHotelID=2450088&HadPinnedHotel=true&regionId=6004109)

![ROK Hotel Kingston, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/72000000/71560000/71554900/71554883/3213ca97_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

ROK Hotel Kingston, Tapestry Collection by Hilton

2-4 King Street Kingston 

Fully refundableReserve now, pay when you stay

CA $215

CA $265 total

Jan 9 - Jan 10, 2026

includes taxes & fees

8.8/10 Excellent! (1,145 reviews)

Friendly staff, room and premises was clean

Reviewed on Dec 5, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=71554883&PinnedHotelID=71554883&HadPinnedHotel=true&regionId=6004109)

![R Hotel Kingston](https://images.trvl-media.com/lodging/19000000/18990000/18989600/18989524/a675b6b0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

R Hotel Kingston

2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica

Fully refundableReserve now, pay when you stay

CA $217

CA $266 total

Dec 19 - Dec 20

includes taxes & fees

8.4/10 Very Good! (1,165 reviews)

.

Reviewed on Dec 9, 2025

[](https://expedia.ca/Hotel-Search?startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&selected=18989524&PinnedHotelID=18989524&HadPinnedHotel=true&regionId=6004109)

[See all 1,561 properties in Trenchtown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&regionId=6004109)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Trenchtown vacation package cost?

### How do I get a cheap travel package to Trenchtown?

### Where should I stay in Trenchtown?

### How far in advance should I book my Trenchtown vacation?

### What does an Expedia Trenchtown travel package include?

### What should I know before booking a Trenchtown travel package?

### Can I choose my airline with a Trenchtown Expedia vacation package?

### If I'm not able to travel, can I cancel my Trenchtown vacation package?

### Discover the most popular places to visit in Trenchtown

#### 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 family-friendly area. 

[](https://expedia.ca/Carib-5-Cinema-Trenchtown.d553248621533157714.Vacation-Attraction)

### Things to do

![Kingston Dub Club Sundays](https://mediaim.expedia.com/localexpert/1243245/800fdb7b-6118-4894-8f65-0041c3b6fb98.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Kingston Dub Club Sundays

CA $92

per adult

[](https://expedia.ca/things-to-do/kingston-dub-club-sundays.a1243245.activity-details)

![displays at the bob marley museum in Jamaica ](https://mediaim.expedia.com/localexpert/209875/2381d49c-671d-43f6-b7c8-60b9c987e5ed.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Kingston Tour & Bob Marley Museum Admission

CA $114

per adult

[](https://expedia.ca/things-to-do/kingston-tour-bob-marley-museum-admission.a209875.activity-details)

![Kingston: Story of Jamaican Music Tour including Entry Fees](https://mediaim.expedia.com/localexpert/48826881/59b1d582-dcd4-4635-9121-3d11db2e7883.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Kingston: Story of Jamaican Music Tour including Entry Fees

CA $127

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/kingston-story-of-jamaican-music-tour-including-entry-fees.a48826881.activity-details)

[See all activities in Kingston](https://expedia.ca/things-to-do/search?rid=6004109)

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