Westmoreland Vacations from $1,662

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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 Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Save 100% on your flight
Price was $2,981, price is now $1,662 per person
$1,662
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8.4/10 Very Good! (347 reviews)
Great Property, and Exceptional Staff. Loved it and will be back.

Reviewed on Aug 19, 2025

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Price was $5,376, price is now $2,435 per person
$2,435
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8.8/10 Excellent! (178 reviews)
The room was really old and smelt of mold. It took more than 24 hours to sort it out. I was downgraded to a smaller and newer room, but had to pay extra. The rest of the staff by pool and resteraunts were really helpful and kind.

Reviewed on Aug 14, 2025

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

5 out of 5
Price was $4,769, price is now $2,224 per person
$2,224
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8.8/10 Excellent! (35 reviews)
Oceanfront room decor was great! Wristband double as room key. Turndown service inconsistent & liquor in room could be tailored to guess preference. Beach should be clean more frequently. Needs entertainment. Snacks are readily available. Ice cream shop would've been nice.

Reviewed on Jul 30, 2025

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

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

4 out of 5
Price was $3,415, price is now $1,736 per person
$1,736
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8/10 Very Good! (414 reviews)
I had read a lot of reviews about this property and was a little apprehensive. But rest assured staff were great, decor and rooms are a little older but that is caribbean style and what the islands were about. food was tasty and freshly made with some good choices, drinks were heavily pourer and some great cocktails. overall great experience, i had a car so i would suggest you rent one as it is needed. i will be back again at the end of the year

Reviewed on Aug 15, 2025

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 $3,309, price is now $1,834 per person
$1,834
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8.6/10 Excellent! (89 reviews)
Room wasn’t ready until 4:00 pm, and the electronic doors were defective couple times, leave us unable to access to our room

Reviewed on Jul 17, 2025

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Discover the most popular places to visit in Westmoreland

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.

Royal Westmoreland Golf Course

What to do in Westmoreland

Barbados- Luxury Sunset Coastline Cruise All Inclusive

Barbados- Luxury Sunset Coastline Cruise All Inclusive

$100
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

$100
per traveler
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

$50
per adult
74% of travellers recommend
Barbados: Carlisle Bay Beach Day and Turtle Swim Experience
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
$453 nightly
The price is $508 total per night from Aug 25 to Aug 26
$508 total
Aug 25 - Aug 26
Total with taxes and fees
7.6/10 Good! (473 reviews)
"Pros: Amazing hotel, room cleanliness and spacious, food delicious, staff extremely helpful and nice. Cons: Only one real restaurant to pick from outside of the buffet, transportation is costly to get around, hotel is fairly far from the attractions."

Reviewed on Aug 20, 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
$292 nightly
The price is $328 total per night from Sep 22 to Sep 23
$328 total
Sep 22 - Sep 23
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Overall a great property. The amenities were really good and the overall experience was very good. I would have given them 5 stars but there were several cases with being miss charged at restaurants or strange issues with not getting what was ordered."

Reviewed on Aug 22, 2025

Hilton Barbados Resort
Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

4 out of 5
Garrison Historic Area, Hastings
$589 nightly
The price is $666 total per night from Aug 25 to Aug 26
$666 total
Aug 25 - Aug 26
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Great time and hospitality"

Reviewed on Aug 21, 2025

Sugar Bay Barbados - All Inclusive
See all 3,449 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.

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Frequently asked questions

How much does a Westmoreland vacation package cost?
Offering excellent value package deals from $1,662 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.