Westmoreland Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 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
Westmoreland Holiday
Our pick of the best Westmoreland Hotel Deals
Hilton Grand Vacations Club The Crane Barbados
The Crane Resort Diamond Valley
Fully refundable
NZ$346
13 Sept - 14 Sept
includes taxes & fees
8.6/10 Excellent! (712 reviews)
"The property was beautiful. I liked the customer service at the Concierge Desk. I think it should be all inclusive because it was expensive paying for everything. That is the only downfall,"
Reviewed on 9 Sept 2026
Hilton Barbados Resort
Needhams Point Bridgetown
NZ$555
24 Sept - 25 Sept
includes taxes & fees
The Crane Resort
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
NZ$729
3 Oct - 4 Oct
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"I have been to the crane about 5 times and everytime I visit I fall deeper in love with this resort. It’s clean, beautiful and the people are amazing they go above and beyond to ensure that your stay is great. I appreciate that there’s always a kitchen in the rooms. My only complaint is the lighting ..."
Reviewed on 6 Sept 2026
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.
Stay near popular Westmoreland attractions
Royal Westmoreland Golf Course
Play a round of golf in Westmoreland at Royal Westmoreland Golf Course, and enjoy other activities such as snorkelling. Wander the beautiful beaches or discover the area's beautiful sunsets.
What to do in Westmoreland
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
NZ$176
per adult
100% of travellers recommend
Barbados Turtle and Shipwreck Snorkel Adventure
NZ$60
per adult
94% of travellers recommend
Frequently asked questions
How much does a Westmoreland holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Westmoreland costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Westmoreland?
Plan your getaway for the low or shoulder season and you're likely to score cheap Westmoreland holiday packages. Bear in mind that school holiday periods and local festivals and events can impact prices, so do a little research before you go.
How many days is enough for Westmoreland?
The ideal duration for your Westmoreland holiday depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to check out all the top attractions and explore some hidden gems along the way.
How to find the best Westmoreland package deals?
Use Expedia's filters to find some unbeatable Westmoreland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Westmoreland package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Westmoreland holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still have the flexibility to create a customised Westmoreland holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Westmoreland?
If you're planning a spontaneous Westmoreland getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Westmoreland?
- Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Westmoreland.
- Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and airfares. Your accommodation will probably be the largest expense during your trip to Westmoreland.
- Decide how many days away: Start by making a list of all the sights and activities you'd like to experience in Westmoreland. Then, estimate how long you'll need for each, along with any travel time.
- Combine your accommodation and airfare: After you've nailed down your trip dates and duration, lock in the perfect Westmoreland holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
