Jack's Hill Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 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

Top Holiday Package Deals in Jack's Hill

Price found within the past 48 hours. Click for updated prices.
The Guest Apartments at Border Crossings

The Guest Apartments at Border Crossings

4.5 out of 5
Havendale
Price was CA $1,842, price is now CA $961 per person
CA $961
per person
Oct 26 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Kingston (KIN)
4/10 (1 review)
New Kingston Guest Apt at Fairway

New Kingston Guest Apt at Fairway

3.5 out of 5
New Kingston
Price was CA $4,377, price is now CA $2,019 per person
CA $2,019
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
No reviews
New Kingston Guest Apartment V

New Kingston Guest Apartment V

3 out of 5
New Kingston
Price was CA $2,676, price is now CA $1,380 per person
CA $1,380
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
No reviews
New Kingston Guest Apartment at Donhead

New Kingston Guest Apartment at Donhead

3 out of 5
New Kingston
Price was CA $2,715, price is now CA $1,414 per person
CA $1,414
per person
Nov 22 - Nov 29
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Kingston (KIN)
8.4/10 Very Good! (20 reviews)
New Kingston Guest Apartment at Westbury

New Kingston Guest Apartment at Westbury

3.5 out of 5
New Kingston
Price was CA $2,613, price is now CA $1,366 per person
CA $1,366
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
8.2/10 Very Good! (30 reviews)

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 featuring 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 hotels in New Kingston

Jack's Hill Hotel Deals

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 CA $75 per night from Sep 15 to Sep 16
CA $75
CA $84 total
Sep 15 - Sep 16
includes taxes & fees
Kingsworth Bed and Breakfast
Reggae Legends Estate

Reggae Legends Estate

2.5 out of 5
Skyline Dr, Kingston, St. Andrew Parish
The price is CA $414 per night from Sep 8 to Sep 9
CA $414
CA $477 total
Sep 8 - Sep 9
includes taxes & fees
Reggae Legends Estate
Millsborough B&B

Millsborough B&B

4 out of 5
20a Millsborough Crescent, Kingston
The price is CA $145 per night from Sep 24 to Sep 25
CA $145
CA $183 total
Sep 24 - Sep 25
includes taxes & fees
Millsborough B&B
See all 1,542 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 CA $961. 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.

Discover the most popular places to visit in Jack's Hill

Bob Marley Museum which includes a house

Bob Marley Museum

Learn how a poor Jamaican man from Trench Town became an international pop star thanks to his thought-provoking lyrics and feel-good reggae music.

Bob Marley Museum
Devon House featuring 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

Things to do

Private Sunset Cruise in Caribbean in St. Lucia

Private Sunset Cruise in Caribbean in St. Lucia

CA $344
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

CA $232
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

CA $357
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.