Jack's Hill Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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

Top hotels in Jack's Hill

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
The price is S$88 per night from 26 Nov to 27 Nov
S$88
includes taxes & fees
26 Nov - 27 Nov
7/10 Good! (66 reviews)
"Over looking Kingston, the view is amazing!!!"

Reviewed on 13 Jan,2024

Kingsworth Bed and Breakfast
Reggae Legends Estate
Reggae Legends Estate
2.5 out of 5
Skyline Dr, Kingston, St. Andrew Parish
9.4/10 Exceptional! (3 reviews)
"Getting up on the hill was definitely a new experience but the place , view and employees were amazing. Owner himself made sure we had everything we needed , accommodated when needed even suggested places we should visit. Loved the experience and view was breath taking"

Reviewed on 19 Jun,2024

Reggae Legends Estate
Millsborough B&B
Millsborough B&B
4 out of 5
20a Millsborough Crescent, Kingston
Fully refundableReserve now, pay when you stay
The price is S$338 per night from 2 Dec to 3 Dec
S$338
includes taxes & fees
2 Dec - 3 Dec
10/10 Exceptional! (7 reviews)
"The hostess was amazing!!!!!"

Reviewed on 22 Sep,2024

Millsborough B&B
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 holiday 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 favourite 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 holiday 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 travellers.
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 holiday?
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 holiday 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 favourite 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 holiday.
What should I know before booking a Jacks Hill travel package?
Bundling your bookings into a Jacks Hill holiday package is the most convenient way to organise 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 holiday package?
Plans can change in a flash, so yes. You may be able to change or cancel your Jacks Hill holiday 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.