Westmoreland Vacations from $1,170

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Your Westmoreland Vacation

Take the hassle out of travel planning by booking a Westmoreland vacation package. A great neighborhood to stay in this amazing city is Upper Carlton, which is great for walking and much more. If your trip to Westmoreland includes some sightseeing, hit up popular attractions like Sandy Lane Beach, Paynes Bay Beach and Holetown Beach. No matter your travel plans or the size of your budget, organizing a tailored Westmoreland vacation is a cinch with Expedia.

The Latest Westmoreland vacation packages

Price found within the past 48 hours. Click for updated prices.
Sea Symphony Villa

Sea Symphony Villa

3.5 out of 5
Save 100% on your flight
Price was $1,964, price is now $1,170 per person
$1,170
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8.6/10 Excellent! (11 reviews)

The Club, Barbados Resort & Spa Adults Only - All Inclusive

The Club, Barbados Resort & Spa Adults Only - All Inclusive

4 out of 5
Save 100% on your flight
Price was $2,326, price is now $1,199 per person
$1,199
per person
Sep 3 - Sep 7
found 2 days ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8/10 Very Good! (533 reviews)

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

5 out of 5
Save 100% on your flight
Price was $8,013, price is now $4,483 per person
$4,483
per person
Sep 14 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8.8/10 Excellent! (39 reviews)
We understood that it was not peak vacation time in Barbados, but the resort was empty. The resort did not conduct any activities they had listed for the pool or the beach. No music being played - very low key. Restaurant choices very limited and one night there was even same menu two nights in a row. Very limited buffets. LOVED the staff at the spa! Definitely visit. The room was beautiful - very spacious and the view was wonderful.

Reviewed on Jul 6, 2026

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

4.5 out of 5
Save 100% on your flight
Price was $3,128, price is now $1,799 per person
$1,799
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8.6/10 Excellent! (109 reviews)
Perfect location, great entertainment, all restaurants were open & food was great! Close to shopping places. Hotel provided free rides to different beaches because of the seaweed. Staff was wondering & my beach front room still had amazing views

Reviewed on Jun 25, 2026

Cobblers Cove - Barbados

Cobblers Cove - Barbados

5 out of 5
Save 100% on your flight
Price was $2,330, price is now $1,383 per person
$1,383
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
9.4/10 Exceptional! (178 reviews)

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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 snorkeling. Wander the beautiful beaches or discover the area's beautiful sunsets.
See properties

What to do in Westmoreland

Barbados -Luxury Cruise with Lunch and Open Bar

Barbados -Luxury Cruise with Lunch and Open Bar By Oceanluxx

$130
per adult
100% of travellers recommend
Barbados -Luxury Cruise with Lunch and Open Bar By Oceanluxx
Cave & Monkey Zipline Experience at Harrison's Cave by Chukka

Harrison's Cave Tour & Monkey Zipline, Barbados

$135
per adult
88% of travellers recommend
Harrison's Cave Tour & Monkey Zipline, Barbados
Cruise Passanger Beach day in Barbados with shuttle transfers

Cruise Passanger Beach day in Barbados with shuttle transfers

$35
per adult
100% of travellers recommend
Cruise Passanger Beach day in Barbados with shuttle transfers
See all activities in Westmoreland

Westmoreland Hotel Deals

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
$461 nightly
The price is $517 total per night from Jul 16 to Jul 17
$517 total
Jul 16 - Jul 17
Total with taxes and fees
7.8/10 Good! (724 reviews)
"None"

Reviewed on Jul 14, 2026

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
Fully refundable
$167 nightly
The price is $192 total per night from Jul 26 to Jul 27
$192 total
Jul 26 - Jul 27
Total with taxes and fees
8.6/10 Excellent! (602 reviews)
"The staff is extremely professional and resourcefully. They put a smile on my face from the moment we got there. The room was peacefully tropical, walking the rounds everything was extremely clean. The rum punch was chief kiss. Special thanks to Joshua, every suggestion was spot on. I will be back ..."

Reviewed on Jul 14, 2026

Hilton Grand Vacations Club The Crane Barbados
Divi Southwinds Beach Resort

Divi Southwinds Beach Resort

3 out of 5
St Lawrence Main Road St. Lawrence Gap Christ Church
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $171 total per night from Jul 24 to Jul 25
$171 total
Jul 24 - Jul 25
Total with taxes and fees
8/10 Very Good! (868 reviews)
"Amazing staff from the moment we checked in. Stayed 8 days and would stay here again."

Reviewed on Jul 15, 2026

Divi Southwinds Beach Resort
See all 3,521 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.

Find the Best Westmoreland Vacation Packages

Westmoreland Essential Information

Language
English
Currency
Barbadian dollars
Closest Airport
Grantley Adams Intl. Airport (BGI)
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Sandy Lane Beach, Paynes Bay Beach and Holetown Beach

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Frequently asked questions

How much does a Westmoreland vacation package cost?
Offering excellent value package deals from $1,170 on Expedia, you'll be thrilled with how little a vacation to Westmoreland costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Westmoreland?
February, April and December are the best times to look for cheap Westmoreland vacation packages. Opting to travel in quieter months means you can usually find better prices on flights and accommodations.
How many days is enough for Westmoreland?
Typically, a handful of days is enough to go to the main attractions during your Westmoreland vacation. However, if you prefer to have time to kick back or take day tours, think about extending your itinerary.
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 vacation package as early as possible.
Is it cheaper to book a Westmoreland vacation as a package?
Expedia vacation 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 customized Westmoreland vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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. Choose when to travel: Check your diary and get packing. Your preferred season and the available activities will also help you decide when to escape to Westmoreland.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and meals to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Westmoreland.
  3. Use our trip planning tool to discover Westmoreland: Research every part of your trip to Westmoreland with this handy planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you're more familiar with Westmoreland, you can work out the perfect length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Westmoreland vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Read our travel guide to find some fun things to do in Westmoreland. Book tickets or make reservations before you go to save time and avoid the hassle of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Westmoreland vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Westmoreland trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.