Westmoreland Vacation Packages
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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.
Top Westmoreland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
CA $5,206
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
8.8/10 Excellent! (41 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
Saint Peter's Bay
CA $2,479
per person
Oct 3 - Oct 10
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Bridgetown (BGI)
9.6/10 Exceptional! (168 reviews)
Our unit was amazing & very clean. The staff was extreamly friendly. Great place to enjoy a peaceful vacation!
Reviewed on Jul 12, 2026
Ready to book your vacation to Westmoreland?
Westmoreland Hotel Deals
Hilton Grand Vacations Club The Crane Barbados
The Crane Resort Diamond Valley
Fully refundable
CA $224
CA $282 total
Aug 11 - Aug 12
includes taxes & fees
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
End of Belair Road Long Bay St. Philip
Fully refundableReserve now, pay when you stay
CA $628
CA $706 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (756 reviews)
"Hotel was exceptionally clean with a wide range of food options daily. Staff were all extremely friendly and happy to fulfil any requests. Wifi was excellent throughout the hotel. Easy to get to. Child friendly without being loud."
Reviewed on Aug 9, 2026
Divi Southwinds Beach Resort
St Lawrence Main Road St. Lawrence Gap Christ Church
Fully refundableReserve now, pay when you stay
CA $150
CA $214 total
Aug 11 - Aug 12
includes taxes & fees
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.
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.
What to do in Westmoreland
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
CA $147
per adult
100% of travellers recommend
Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise
CA $119
per adult
96% of travellers recommend
Frequently asked questions
How much does a Westmoreland vacation package cost?
You can snap up a vacation package to this top destination from CA $1,107 on Expedia. But how much your vacation to Westmoreland costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Westmoreland?
The off-season is the best time to visit Westmoreland if you're hoping to keep costs down. Another tip for scoring cheap Westmoreland vacation packages? Try to avoid public holidays and any major events.
How many days is enough for Westmoreland?
With about 4 days, you'll have enough time to visit popular neighbourhoods such as Lascelles and Folkestone during your Westmoreland vacation. Be sure to also add Holetown Beach and Royal Westmoreland Golf Course to your must-do list. Searching for more adventures? Consider exploring outside of Westmoreland on day trips and tours.
How to find the best Westmoreland package deals?
Bagging a cheap Westmoreland package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Westmoreland package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Westmoreland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels individually. Better still, you can personalize your Westmoreland escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Westmoreland?
If you have your Westmoreland vacation dates confirmed, book early to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Westmoreland?
- Choose your dates: What you'd like to do in Westmoreland and your preferred season can help you decide when to get away.
- Budget wisely: As well as the cost of your stay, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Westmoreland.
- Decide your trip length: Think about how much time you want to spend discovering Westmoreland. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your accommodations and airfare: Once you've nailed down your dates and duration, lock in the right Westmoreland vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
