Westmoreland Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top hotels in Westmoreland

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

5 out of 5
End of Belair Road, Long Bay, St. Philip
Fully refundableReserve now, pay when you stay
The price is S$690 per night from 17 Jul to 18 Jul
S$690
17 Jul - 18 Jul
includes taxes & fees
7.6/10 Good! (441 reviews)
"Excellent customer service, dining and check in were all very professional and cordial. We enjoyed our stay and would definitely visit again."

Reviewed on 13 Jul, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Grand Vacations Club The Crane Barbados

Hilton Grand Vacations Club The Crane Barbados

4.5 out of 5
The Crane Resort, Diamond Valley
The price is S$306 per night from 28 Jul to 29 Jul
S$306
28 Jul - 29 Jul
includes taxes & fees
8.2/10 Very Good! (320 reviews)
"Great property that had everything accessible on the resort."

Reviewed on 14 Jul, 2025

Hilton Grand Vacations Club The Crane Barbados
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is S$381 per night from 5 Aug to 6 Aug
S$381
5 Aug - 6 Aug
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"It's a Hilton hotel so there is the usual level of Hilton standard but the little extras are missing. No shower caps, razors etc which are usually provided. And when we got our bill, room cleaning was charged as an extra"

Reviewed on 13 Jul, 2025

Hilton Barbados Resort
See all 3,445 properties in Westmoreland
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.

What to do in Westmoreland

Snorkeling

Barbados Turtle and Shipwreck Snorkel Adventure

S$42
per adult
92% of travellers recommend
Barbados Turtle and Shipwreck Snorkel Adventure
Barbados: Island Tour with Animal Flower Cave and Lunch

Barbados: Island Tour with Animal Flower Cave and Lunch

S$134
per adult
94% of travellers recommend
Barbados: Island Tour with Animal Flower Cave and Lunch
Harrison’s Cave Tram and Nature Walk Experience

Harrison’s Cave Tram and Nature Walk Experience

S$128
per traveller
82% of travellers recommend
Harrison’s Cave Tram and Nature Walk Experience
See all activities in Westmoreland

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?

  1. 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.
  2. 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.
  3. 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.
  4. 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. 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.