Westmoreland Holidays

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    Save up to S$134 when you book a flight and hotel together*
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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$692 per night from 5 Aug to 6 Aug
S$692
5 Aug - 6 Aug
includes taxes & fees
7.6/10 Good! (453 reviews)
"Thank yo for the kind stay"

Reviewed on 22 Jul, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
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$450 per night from 10 Aug to 11 Aug
S$450
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,015 reviews)
"Perfect location! The beach was beautiful but if there is low tides, you can walk over to pebble beach in Calise Bay. Great for a solo traveler"

Reviewed on 27 Jul, 2025

Hilton Barbados 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$277 per night from 31 Aug to 1 Sept
S$277
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (344 reviews)
"Nice resort with the best rum punch on the island"

Reviewed on 29 Jul, 2025

Hilton Grand Vacations Club The Crane Barbados
See all 3,450 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

Barbados- Luxury Sunset Coastline Cruise All Inclusive

Barbados- Luxury Sunset Coastline Cruise All Inclusive

S$128
per adult
100% of travellers recommend
Barbados- Luxury Sunset Coastline Cruise All Inclusive
Harrison’s Cave Tram and Nature Walk Experience

Harrison’s Cave Tram and Nature Walk Experience

S$129
per traveller
82% of travellers recommend
Harrison’s Cave Tram and Nature Walk Experience
Barbados: Beach Day and Turtle Swim Experience

Barbados: Carlisle Bay Beach Day and Turtle Swim Experience

S$64
per adult
Barbados: Carlisle Bay Beach Day and Turtle Swim 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.