Westmoreland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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

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

4 out of 5
Price was CA $4,876, price is now CA $2,142 per person
CA $2,142
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Price was CA $9,834, price is now CA $3,623 per person
CA $3,623
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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 CA $8,941, price is now CA $3,438 per person
CA $3,438
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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

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
Price was CA $6,052, price is now CA $2,678 per person
CA $2,678
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
8.6/10 Excellent! (89 reviews)
Enjoyed our time. Staff was professional and courteous. Rated property a 3 as I felt it is a 3 Star resort. Beautiful beach with plenty of beach activities.

Reviewed on Aug. 24, 2025

The Sands Barbados All Inclusive

The Sands Barbados All Inclusive

4 out of 5
Price was CA $5,213, price is now CA $2,484 per person
CA $2,484
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
8/10 Very Good! (101 reviews)
Check-in was awful! Chec-in at the hotel starts at 4, so why was our room not ready until 6PM? We waited at the reception for 2 hours, very ridiculous! When we did get given the room it was awful so they swapped us to a lovely room. However, check-in was particularly appaling, a lot of waiting and faffing

Reviewed on Aug. 9, 2025

Ready to book your vacation to Westmoreland?

 

Choose your dates

Westmoreland Hotel Deals

Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is CA $332 per night from Sep 14 to Sep 15
CA $332
CA $412 total
Sep 14 - Sep 15
includes taxes & fees
8.2/10 Very Good! (1,003 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
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 CA $626 per night from Aug 28 to Aug 29
CA $626
CA $702 total
Aug 28 - Aug 29
includes taxes & fees
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

4 out of 5
Garrison Historic Area, Hastings
The price is CA $754 per night from Sep 26 to Sep 27
CA $754
CA $921 total
Sep 26 - Sep 27
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Staff was really nice and the food was good"

Reviewed on Aug. 24, 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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

CA $138
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

CA $138
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

CA $69
per adult
74% of travellers recommend
Barbados: Carlisle Bay Beach Day and Turtle Swim Experience
See all activities in Westmoreland

Frequently asked questions

How much does a Westmoreland vacation package cost?
You can snap up a vacation package to this top destination from CA $2,142 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?

  1. Choose your dates: What you'd like to do in Westmoreland and your preferred season can help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.