Trenchtown Vacations from $733
Book a Hotel + Flight or Car together to unlock savings
Photo by Zinzi Samuels
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!
The Latest Trenchtown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Casa Clayton at Donhead - New Kingston
New Kingston
Save 100% on your flight
Price was $1,487, price is now $733 per person
$733
per person
Mar 16 - Mar 22
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
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.
Trenchtown Hotel Deals
S Hotel Kingston
1 St Lucia Avenue Kingston Saint Andrew
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $209 total per night from Jan 16 to Jan 17
$209 total
Jan 16 - Jan 17
Total with taxes and fees
9.2/10 Wonderful! (1,595 reviews)
Excellent experience.
Reviewed on Jan 5, 2026
ROK Hotel Kingston, Tapestry Collection by Hilton
2-4 King Street Kingston
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $192 total per night from Jan 16 to Jan 17
$192 total
Jan 16 - Jan 17
Total with taxes and fees
8.8/10 Excellent! (1,168 reviews)
I enjoyed the meal. I didnt like the manager. I felt like she kept bothering me for no reason until i left
Reviewed on Jan 3, 2026
R Hotel Kingston
2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $211 total per night from Jan 9 to Jan 10
$211 total
Jan 9 - Jan 10
Total with taxes and fees
8.4/10 Very Good! (1,166 reviews)
Staff was very courteous and room was cleaned.
Reviewed on Jan 6, 2026
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.
Discover the most popular places to visit in Trenchtown
Trench Town Culture Yard
You can spend an afternoon browsing the exhibits at Trench Town Culture Yard during your trip to Kingston. Check out the top-notch restaurants or lively bars in this relaxing area.
Carib 5 Cinema
Learn about the local history of Kingston when you take a trip to Carib 5 Cinema. Check out the top-notch restaurants or lively bars in this family-friendly area.
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.
Things to do
Kingston Tour & Bob Marley Museum Admission
$81
per adult
74% of travellers recommend
Walk tour of Downtown Kingston
$60
per adult
100% of travellers recommend
Explore a world of travel with Expedia
- Hotels near Cross Roads
- Hotels near Wolmer’s School & Mico Teachers’ College
- Hotels near Trench Town Culture Yard
- Hotels near Carib 5 Cinema
- Hotels near Whitfield Town
- Hotels near Kencot
- All-inclusive Resorts in Kingston
- Kingston Hotels
- Cheap Hotels in Kingston
- Guest Houses in Kingston
- Villas in Kingston
- Hotel Wedding Venues Hotels in Kingston
- Beach Hotels in Kingston
- 5 Star Hotels in Kingston
- Hotels with a Pool in Kingston
- Apartments in Kingston
- B&B in Kingston
- Family Hotels in Kingston
- Boutique Hotels in Kingston
- Honeymoon Resorts & in Kingston
- Business Hotels in Kingston
- Hotels with Free Breakfast in Kingston
- Hotels with Hot Tubs in Kingston
- Hotels with Restaurants in Kingston
- Aparthotels in Kingston
- Casino Hotels in Kingston
- Luxury Hotels in Kingston
- Resorts in Kingston
- Romantic Hotels in Kingston
- Hotels with smoking rooms in Kingston
- Hotels with Kitchenettes in Kingston
- Cottages in Kingston
- Hostels in Kingston
- Hotels with Balconies in Kingston
- Historic Hotels in Kingston
- Condo Rentals in Kingston
- Hotels & Resorts for Couples in Kingston
- Hotels with Connecting Rooms in Kingston
- 4 Star Hotels in Kingston
- 3 Star Hotels in Kingston
- Hotels with Childcare in Kingston
- Hotels with Bars in Kingston
- Hotels with Tennis Courts in Kingston
- Pet-friendly Hotels in Kingston
- Hotels with Suites in Kingston
- Hotels with Laundry Facilities in Kingston
- Hotels with Air Conditioning in Kingston
- Hotels with a View in Kingston
- Extended Stay Hotels in Kingston
- Golf Hotels in Kingston
- Adults Only Resorts & in Kingston
- Green Hotels in Kingston
- Hotels on the Lake in Kingston
- Quiet Resorts & in Kingston
- Non-Smoking Hotels in Kingston
- Resorts & Hotels with Spas in Kingston
- Vacation Homes in Kingston
- Hotels near Kingston and St. Andrew Parish Library
- Hotels near Emancipation Park
- Flights to Kingston
- Flights from Kingston
- Flights from Tinson Pen Aerodrome
- Flights from Montego Bay (MBJ) to Kingston (KTP)
- Flights from Ocho Rios (OCJ) to Kingston (KTP)
- Flights to Tinson Pen Aerodrome
- Flights from Fort Lauderdale (FLL) to Kingston (KTP)
- Flights from Ho Chi Minh City (SGN) to Kingston (KTP)
- Flights from Los Angeles (LAX) to Kingston (KTP)
- Car rentals near Kingston
- National Car Rental Rental Cars in Kingston
- Van Car Rentals in Kingston
- Ace Rental Cars in Kingston
- Budget Rental Cars in Kingston
- Dollar Rent A Car Rental Cars in Kingston
- Sixt Rental Cars in Kingston
- Avis Rental Cars in Kingston
- Thrifty Car Rental Rental Cars in Kingston
- Enterprise Rental Cars in Kingston
- Payless Rental Cars in Kingston
- Minivan Car Rentals in Kingston
- Alamo Rent A Car Rental Cars in Kingston
- Fox Rental Cars Rental Cars in Kingston
- Europcar Rental Cars in Kingston
- Convertible Car Rentals in Kingston
- Midway Car Rental Rental Cars in Kingston
- Luxury Car Rentals in Kingston
- Car rentals near Kingston and St. Andrew Parish Library
- Car rental Kingston Airport (KTP)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.