Westmoreland Vacations from $818

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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.
Seacruise Villa

Seacruise Villa

3.5 out of 5
Save 100% on your flight
Price was $1,355, price is now $818 per person
$818
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
9.6/10 Exceptional! (5 reviews)
O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Price was $5,402, price is now $2,592 per person
$2,592
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (192 reviews)
Very beautiful resort with really good food. The resort is actually impeccably clean. The rooms are gorgeous. The staff was extremely attentive. Just be careful when booking. I booked for 2 and noticed day before departure that the booking had somehow changed to a booking for 1 person, but at the same price for two! It was a little horrific as I had to pay considerably more upon arrival! Significantly more. Now I have a small claims court date to contend with. Very unfortunate. But the resort was a good one. I’ve been to many… it’s up there.

Reviewed on Oct 25, 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 $6,585, price is now $3,415 per person
$3,415
per person
Feb 13 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
9/10 Wonderful! (36 reviews)
The staff was exceptionally friendly and professional. Location is great if you want peace and quiet; it’s not near too many other resorts. There are clubs nearby, outdoor which allows you to enjoy the outdoor air and environment. You have to take a taxi to go from the resort to downtown or walk maybe quarter a mile to bus transportation, which was easy to use.

Reviewed on Sep 15, 2025

Seabliss Villa

Seabliss Villa

3 out of 5
Save 100% on your flight
Price was $2,061, price is now $1,099 per person
$1,099
per person
Jan 31 - Feb 7
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8.8/10 Excellent! (8 reviews)
Dorothy and Mel were absolutely wonderful! Apon arrival we were greeted with ice cold wash cloths, beers, water, 6 eggs, butter, bread and waters! We onlybstayed one night but the communication was super speedy and we had everything we needed!

Reviewed on Jun 21, 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 $3,838, price is now $2,352 per person
$2,352
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (100 reviews)
Staff was absolutely amazing… great job team

Reviewed on Oct 28, 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

Harrison’s Cave Tram and Nature Walk Experience

Harrison’s Cave Tram and Nature Walk Experience

$100
per traveler
80% of travellers recommend
Harrison’s Cave Tram and Nature Walk Experience
Barbados -Luxury Cruise with Lunch and Open Bar

Barbados -Luxury Cruise with Lunch and Open Bar By Oceanluxx

$125
per adult
100% of travellers recommend
Barbados -Luxury Cruise with Lunch and Open Bar By Oceanluxx
Monkey Feeding

Barbados Shore Excursion: Wildlife Encounter and Beach Day

$78
per adult
Barbados Shore Excursion: Wildlife Encounter and Beach Day
See all activities in Westmoreland

Westmoreland Hotel Deals

The Crane Resort

The Crane Resort

4.5 out of 5
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
$480 nightly
The price is $536 total per night from Dec 21 to Dec 22
$536 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
The Crane Resort has everything needed for a relaxed stay in one location. Our Junior Suite with partial ocean views was smaller than expected. The bedroom and wardrobe space was small. There was no space to store luggage, except in the living/dining area, which then reduced the available space there. ...

Reviewed on Nov 24, 2025

The Crane Resort
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
$365 nightly
The price is $407 total per night from Dec 15 to Dec 16
$407 total
Dec 15 - Dec 16
Total with taxes and fees
8.2/10 Very Good! (1,008 reviews)
Bathroom light was broken

Reviewed on Nov 25, 2025

Hilton Barbados Resort
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
$670 nightly
The price is $747 total per night from Nov 28 to Nov 29
$747 total
Nov 28 - Nov 29
Total with taxes and fees
7.6/10 Good! (538 reviews)
Amazing resort and staff!!!!

Reviewed on Nov 21, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
See all 3,702 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 $818 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.