Westmoreland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top destinations in Westmoreland
Negril
Whitehouse
Savanna la Mar
Little Bay
Bluefields
Little London
Grange Hill
Frome
Petersfield
Top Westmoreland vacation deals
- Ocho Rios Villa at The Palms
Sept 27 - Oct 1Ocho Rios Villa at The Palms + Flight
St. Ann's Bay4 nights3.0 star property10/10 - Exceptional (2 reviews)"All staff were professional, courteous and friendly. They all went out of their way to grant your requests. The ambience is very nice. The electrical outlets on the patio didn't always work. Had to be creative in getting plugs to stay in. They also need to upgrade from 110v to 220v. Just kidding, but they should have something for travelers from Europe. Internet service was pretty good. Everyone in my group were pleased and would return. The tour setup for us by the manager was fun!!!! Good..."Reviewed May 8, 2019Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)YHM - MBJ • 1 stop MBJ - YHM • 1 stopCA $2,471CA $1,308found 1 day agoper traveller - Silver Creek Resort
Sept 3 - Sept 8Silver Creek Resort + Flight
Runaway Bay5 nights3.5 star property7.0/10 - Good (51 reviews)Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)YHM - MBJ • 1 stop MBJ - YHM • 1 stopCA $4,028CA $1,393found 1 day agoper traveller - Ocean Eden Bay - Adults Only - All inclusive
Sept 27 - Oct 1Ocean Eden Bay - Adults Only - All inclusive + Flight
Falmouth4 nights5.0 star property8.4/10 - Very good (3,903 reviews)Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)YHM - MBJ • 1 stop MBJ - YHM • 1 stopCA $3,375CA $1,629found 1 day agoper traveller - Ocean Coral Spring - All Inclusive
Sept 27 - Oct 1Ocean Coral Spring - All Inclusive + Flight
Falmouth4 nights5.0 star property8.4/10 - Very good (4,200 reviews)Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)YHM - MBJ • 1 stop MBJ - YHM • 1 stopCA $3,312CA $1,605found 1 day agoper traveller - Princess Senses The Mangrove Resort - Adults Only
Sept 27 - Oct 2Princess Senses The Mangrove Resort - Adults Only + Flight
Green Island4 nights4.0 star property9.2/10 - Wonderful (866 reviews)"Amazing resort!"Reviewed July 25, 2026Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)YHM - KIN • 1 stop KIN - YHM • 1 stopCA $3,320CA $1,801found 18 hours agoper traveller
Discover the most popular places to visit in Westmoreland
What to do in Westmoreland
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
Bamboo River Rafting On The Martha Brae
Luminous Lagoon Experience with Rum Punch & Transportation
Westmoreland Hotel Deals
Firefly Beach Cottages and Suites
Firefly Beach Cottages and SuitesFrequently Asked Questions
How much does a Westmoreland vacation package cost?
From just CA $1,308, you can build your own Westmoreland package. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Westmoreland?
You'll save a ton of money if you bundle your car rentals, hotels and flights into a Westmoreland travel package. Sometimes cheap means fewer choices. But not with Expedia. We offer over 550 air carriers and 1,000,000 properties globally, so you'll always have plenty of variety to choose from. Eager to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
What are the top hotels in Westmoreland?
When it comes to properties in Negril, CocoLaPalm Seaside Resort and Travellers Beach Resort are among the favorites. If you're also spending time in Whitehouse, Samsara Resort and Couples Swept Away look forward to welcoming you.
How far in advance should I book my Westmoreland vacation?
Reserving your flight early with Expedia means one less thing to worry about. Many air carriers advertise tickets up to 12 months prior to take off. This is often the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Westmoreland sometimes occur a few weeks before departure.
What does an Expedia Westmoreland travel package include?
Expedia has all you need to book your Westmoreland trip, but how your package is structured is totally up to you. Choose from any combination of hotels, rental cars and flights. Searching for some experiences or tours to keep you busy? Once you've made your booking, you can add them too. Whatever your budget, there's a deal to meet your needs.
What should I know before booking a Westmoreland travel package?
Bundling your bookings into a Westmoreland vacation package is the most convenient way to organize your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Westmoreland Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you sure can! Simply pick the carrier that suits you and craft your ideal Westmoreland getaway.
If I'm not able to travel, can I cancel my Westmoreland vacation package?
Whether it's your hotel, flight or rental car, you can cancel or change it. Booked your Westmoreland vacation package in the last 24 hours? You may be able to make changes for free. If it's been longer than that, you may incur a charge from your airline, hotel or car rental company. For more information, take a look at our Customer Service Portal. We're here to help you each step of the way.