Jack's Hill Trips (flight + hotel)

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to P 3,118 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Jack's Hill

Find the best Jack's Hill areas and neighborhoods for the activities you enjoy most. Learn more about Jack's Hill
Devon House showing a house and a garden

New Kingston

3 out of top 10 points of interest in this area

New Kingston is known for its ample dining options, and you can make a stop by Devon House and Kingston and St. Andrew Parish Library while in the area.

Find hotels in New Kingston

Top hotels in Jack's Hill

Reggae Legends Estate

Reggae Legends Estate

2.5 out of 5
Skyline Dr, Kingston, St. Andrew Parish
The price is P14,205 per night from Aug 13 to Aug 14
P14,205
P16,393 total
Aug 13 - Aug 14
includes taxes & fees
9.6/10 Exceptional! (5 reviews)
"After a handful of stays here, this definitely feels like a home away from home. If you're looking for a traditional hotel experience with typical hotel amenities, this may not be the spt for you (although it still may be - they have god wifi, TVs, a proper full kitchen, a pool and an onsite restaurant), ..."

Reviewed on Aug 5, 2025

Reggae Legends Estate
Kingsworth Bed and Breakfast

Kingsworth Bed and Breakfast

2.5 out of 5
Jack’s Hill, Jack’s Hill Road, Kingston, Saint Andrew
Fully refundableReserve now, pay when you stay
7/10 Good! (75 reviews)
"Good"

Reviewed on Apr 4, 2025

Get rates
Kingsworth Bed and Breakfast
Millsborough B&B

Millsborough B&B

4 out of 5
20a Millsborough Crescent, Kingston
The price is P6,806 per night from Aug 13 to Aug 14
P6,806
P8,564 total
Aug 13 - Aug 14
includes taxes & fees
10/10 Exceptional! (13 reviews)
"The owner Suzanne is very personable & welcoming. She lives on the property & the apt is at the lower level with an independent entrance. The space is nicely done & a practical kitchen, & seating area. She had some supplies in the kitchen which were very thoughtful -esp if you are on the road eg ..."

Reviewed on Jul 10, 2025

Millsborough B&B
See all 1,540 properties in Jack's Hill
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 Jacks Hill vacation package cost?
We make it simple for everyone to travel, with Jacks Hill packages starting from just . You'll have the flexibility to bundle your favorite hotels, airlines and car rental. For the ultimate getaway, why not add some experiences and tours to your travel itinerary?
How do I get a cheap travel package to Jacks Hill?
Browse and lock in everything all in one place with our Jacks Hill vacation packages. We have incredible bargains on flights, hotels, tours and more that'll keep your budget happy and your adventurous spirit alive. And, with more than 550 airlines and 1,000,000 hotels globally to select from, you'll have the flexibility to mix and match as you like.
Where should I stay in Jacks Hill?
Choose a hotel near National Gallery of Jamaica. This impressive sight is in the thick of the action and on the must-see lists of many travelers.
What are the top hotels in Jacks Hill?
Reserve a room at Sunset View Apts. It's one of this area's most sought-after hotels. Another reputable option in Jacks Hill is MillsborougH BnB.
How far in advance should I book my Jacks Hill vacation?
The earlier, the better. Airlines usually advertise flights nearly 12 months in advance, and this is a great opportunity to pick up some rock-bottom prices. Just been told you need to take your vacation time next week? That's fine too — Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Jacks Hill travel package include?
Car rentals, flights and hotels — we bring you the very best bargains. All you'll have to do is select your favorite combination. Once you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it easy to craft an unforgettable Jacks Hill vacation.
What should I know before booking a Jacks Hill travel package?
Bundling your bookings into a Jacks Hill 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 day tour or an activity?
If I'm not able to travel, can I cancel my Jacks Hill vacation package?
Plans can change in a flash, so yes. You may be able to change or cancel your Jacks Hill vacation package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your car rental company, airline or hotel may impose a charge. Looking for more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Popular places to visit

Devon House showing a house and a garden

Devon House

Explore the opulent home of Jamaica’s first black millionaire, go shopping and sample the famous ice cream in the mansion’s courtyard.

Devon House
National Heroes Park featuring a park

National Heroes Park

Enjoy the sunny outdoors and learn all about Jamaica’s greatest sons and daughters at this huge public park, filled with pieces of modern sculpture.

National Heroes Park
National Gallery of Jamaica featuring interior views

National Gallery of Jamaica

Discover the most famous Jamaican artists of the last 100 years in the oldest museum in the Anglophone Caribbean.

National Gallery of Jamaica

Things to do

Private Sunset Cruise in Caribbean in St. Lucia

Private Sunset Cruise in Caribbean in St. Lucia

P14,541
per adult
Private Sunset Cruise in Caribbean in St. Lucia
Deluxe Sunset and Saxophone Sail on Luxury Lady Grace Catamaran

Deluxe Sunset and Saxophone Sail on Luxury Lady Grace Catamaran

P10,411
per adult
100% of travellers recommend
Deluxe Sunset and Saxophone Sail on Luxury Lady Grace Catamaran
Exotic Blue Mountain Coffee Tour from Ocho Rios

Exotic Blue Mountain Coffee Tour

P15,123
per adult
Exotic Blue Mountain Coffee Tour
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.