Jack's Hill Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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The Latest Jack's Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Superior Apartment, 2 Bedrooms, Ground Floor
    Aug 28 - Sep 5

    Casa Clayton at Donhead - New Kingston + Flight

    New Kingston
    8 nights
    3.5 star property
    10/10 - Exceptional (35 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 March 9, 2025
    Roundtrip • Toronto (YYZ) - Kingston (KIN)
    YYZ - KIN • Nonstop KIN - YYZ • Nonstop
    CA $2,762
    CA $1,448
    per traveller
    found 1 day ago
    Casa Clayton at Donhead - New Kingston
  • Children's play area - indoor
    Jul 21 - Jul 29

    Millsborough Guest Apartments + Flight

    Jack's Hill
    8 nights
    3.5 star property
    Roundtrip • Montreal (YUL) - Kingston (KIN)
    YUL - KIN • 1 stop KIN - YUL • 1 stop
    CA $2,916
    CA $1,581
    per traveller
    found 14 hours ago
    Millsborough Guest Apartments
  • Premium Apartment, 1 Queen Bed, Kitchen, Mountain View | View from room
    Aug 11 - Aug 18

    New Kingston Guest Apartment VII + Flight

    Liguanea
    6 nights
    3.0 star property
    10/10 - Exceptional (8 reviews)
    "This is a great place for anyone who likes their privacy. They have all of the amenities and the apartment was is in a nice community. Highly recommended!"
    Reviewed August 21, 2019
    Roundtrip • Vancouver (YVR) - Kingston (KIN)
    YVR - KIN • 1 stop KIN - YVR • 1 stop
    CA $4,043
    CA $2,238
    per traveller
    found 17 hours ago
    New Kingston Guest Apartment VII
  • Property entrance
    Jul 13 - Jul 26

    Kinsgton Modern Duplex Apartment with Pool + Flight

    Constant Spring
    13 nights
    3.5 star property
    Roundtrip • Toronto (YYZ) - Kingston (KIN)
    YYZ - KIN • Nonstop KIN - YYZ • Nonstop
    CA $5,760
    CA $3,244
    per traveller
    found 1 day ago
    Kinsgton Modern Duplex Apartment with Pool
  • Family Apartment, Mountain View | Bathroom
    Aug 11 - Aug 18

    Kingston Luxury Family Retreat + Flight

    Jack's Hill
    6 nights
    3.5 star property
    Roundtrip • Vancouver (YVR) - Kingston (KIN)
    YVR - KIN • 1 stop KIN - YVR • 1 stop
    CA $4,505
    CA $2,570
    per traveller
    found 17 hours ago
    Kingston Luxury Family Retreat

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
New Kingston

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 $77 per night from Jun 21 to Jun 22
CA $77
CA $86 total
Jun 21 - Jun 22
includes taxes & fees
7.2/10 Good! (84 reviews)
"El ambiente"

Reviewed on May 26, 2026

Kingsworth Bed and Breakfast
Millsborough B&B

Millsborough B&B

4 out of 5
20a Millsborough Crescent Kingston
The price is CA $166 per night from Jun 12 to Jun 13
CA $166
CA $209 total
Jun 12 - Jun 13
includes taxes & fees
10/10 Exceptional! (19 reviews)
"Beautifully landscaped property, the unit was well appointed, clean and comfortable. We set up an additional bed in the living room and it worked out perfectly! The hostess was lovely and helpful. I would stay there again!"

Reviewed on Apr 28, 2026

Millsborough B&B
S Hotel Kingston

S Hotel Kingston

4.5 out of 5
1 St Lucia Avenue Kingston Saint Andrew
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from Jul 3 to Jul 4
CA $237
CA $306 total
Jul 3 - Jul 4
includes taxes & fees
9.4/10 Exceptional! (1,699 reviews)
"Clean place, professional staff"

Reviewed on Jun 10, 2026

S Hotel Kingston
See all 1,616 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 . 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

Bob Marley Museum

4.5/5(15 reviews)

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

Devon House

4.5/5(23 reviews)

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
Emancipation Park

Emancipation Park

4.5/5(16 reviews)

Take a morning jog, enjoy pleasant tropical scents or admire the artwork in Kingston’s favorite park, a tribute to Jamaican residents’ journey to freedom.

Emancipation Park

Things to do

Kingston Dub Club Sundays

Kingston Dub Club Sundays

CA $90
per adult
Kingston Dub Club Sundays
displays at the bob marley museum in Jamaica

Kingston Tour & Bob Marley Museum Admission

CA $112
per adult
74% of travellers recommend
Kingston Tour & Bob Marley Museum Admission
Bob Marley Museum in Kingston & Blue Mountain Coffee Tour

Bob Marley Museum in Kingston & Blue Mountain Coffee Tour

CA $238
per adult
Bob Marley Museum in Kingston & 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.